Communication 88 guests | 124 insights

Stakeholder Alignment

Stakeholder alignment is the invisible skill that makes everything else possible—without it, even great work gets blocked, deprioritized, or ignored. The best practitioners treat alignment as an ongoing process of relationship-building and communication, not a one-time sign-off meeting.

The Guide

6 key steps synthesized from 88 experts.

1

Involve stakeholders early when ideas are still fuzzy

Don't come to stakeholders with a finished proposal asking for approval. Involve them early when you're still exploring, so their input shapes the direction. This builds ownership—people support what they help create. The journey of building alignment is as important as the destination.

Featured guest perspectives
"Most of the time when people come to me and they want to ask how to get buy-in, they've got a date in mind, they've got a particular meeting... That's the wrong attitude. It's more of a journey."
— Megan Cook
"I've seen director level people who will try to work on strategy in a vacuum alone... because you did not bring people along on that journey, they did not feel like they had a hand in crafting it themselves."
— Nickey Skarstad
2

Present options with a recommendation, not binary choices

Never come with just one option (invites poking holes) or no recommendation (seems unprepared). Present 3 options with clear trade-offs and your recommended path. This structure invites productive discussion while establishing your point of view.

Featured guest perspectives
"Options and a recommendation is kind of the magic formula... if you come in and say, 'Here are three options, here are the trade-offs, here's the one we recommend,' then every little bit of back and forth makes those options clearer."
— Matt LeMay
"If there is a decision, I need three options and I need a recommendation... that should hopefully help focus the meeting."
— Naomi Gleit
3

Learn each stakeholder's language and constraints

Different stakeholders care about different things—executives want strategic impact, engineering wants technical feasibility, legal wants risk mitigation. Translate your message into terms that resonate with each audience. Speaking their language builds credibility and trust.

Featured guest perspectives
"You have to learn the different parts of the business... you have to convince those stakeholders that you understand what the issues are."
— Marty Cagan
"It depends on what your leadership chain really cares about... focus on speed if they care about market share, focus on cost savings if they care about profit margin."
— Nicole Forsgren
4

Communicate with extreme repetition and consistency

You are sick of your message long before your stakeholders have internalized it. Repeat your key points across multiple channels and formats until alignment is solid. Naomi Gleit calls it 'extreme clarity'—everyone having the same understanding of facts, options, and trade-offs.

Featured guest perspectives
"The old adage of you need to say something three times before people understand it. I would wager you need to say it another three times before they internalize it."
— Tim Holley
"The importance of relentlessly repeating the exact same stuff over and over again, even if you feel like everyone definitely knows... I repeated the same three talking points 5,000 times."
— Zoelle Egner
5

Distinguish between misunderstanding and disagreement

When facing pushback, first determine: Is this person misunderstanding your position, or do they understand and disagree? If it's misunderstanding, clarify until they can articulate your view. If it's genuine disagreement, stop debating and escalate to a decision-maker.

Featured guest perspectives
"Are you disagreeing or misunderstanding? If you're misunderstanding, let's spend the time. Let's get to a point where you can articulate my point of view in your words... if we're disagreeing, let's stop."
— Tomer Cohen
"When someone disagrees with me, I tend to immediately stop and say, 'Cool, let's figure out why there's disagreement.'... What is our divergence point?"
— Tobi Lutke
6

Use visual artifacts to create shared understanding

Words mean different things to different people. Diagrams, prototypes, and visual documents create concrete reference points that prevent people from talking past each other. Sketch on a whiteboard, share screenshots, or create a Figma mock—anything that makes alignment tangible.

Featured guest perspectives
"When people can see that and it accompanies your verbal narrative, they can actually understand what you're conveying... those moments of alignment are so important."
— Nancy Duarte
"We have people share screenshots or prototypes of what they're working on in a shared deck... it's a really great way for them to understand what we're building together."
— Katie Dill

Common Mistakes

  • Coming to stakeholders with finished proposals instead of involving them in shaping the direction
  • Using the same framing for all stakeholders instead of tailoring to their concerns
  • Assuming one conversation creates lasting alignment instead of reinforcing repeatedly
  • Confusing disagreement with misunderstanding and debating endlessly

Signs You're Doing It Well

  • Stakeholders proactively advocate for your initiatives in rooms you're not in
  • Decisions happen faster because pre-alignment work is done before meetings
  • Cross-functional partners seek out your input on their projects
  • You're invited to important decision-making meetings as essential, not optional

All Guest Perspectives

Deep dive into what all 88 guests shared about stakeholder alignment.

Adam Fishman 1 quote
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"How do you manage stakeholders? And this is hard in growth because often growth can be viewed as at odds with really thoughtful and quality craftsmanship and product building, but it's not. Those things go hand in hand. And so you really have to win people over on what it means to do growth."
Tactical:
  • Communicate how a series of experiments fit into a larger strategic bet
  • Identify the 'currency' different stakeholders trade in to tailor your communication style
View all skills from Adam Fishman →
Adriel Frederick 1 quote
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"The hardest part is taking my own shoes off. Basically going, Yo, okay, I came into this, there's something I wanted, I wanted to get rid of that. Now just talk to this person and try to understand what's going on with them... Once I have the empathy, I'm then able to think about what we as an organization broadly want to achieve."
Tactical:
  • Identify common objectives to overcome the 'us vs. them' mentality in cross-functional relationships.
  • Ask stakeholders about their life goals and what they are scared of to build genuine empathy.
View all skills from Adriel Frederick →
Albert Cheng 1 quote
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"Surfacing those [experiment wins] across the company... the onus is on them to clearly articulate what their hypothesis is, what they found such that then as a growth leader, I can encourage people to swarm around that and try a bunch of different ideas."
Tactical:
  • Create a centralized way to share experiment hypotheses and results to encourage cross-team 'swarming' on winning insights.
View all skills from Albert Cheng →
Ami Vora 2 quotes
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"Working with Ami, it was like watching an alien because she could have the most profound disagreement in the world with somebody and they would say something that she thought was not just wrong, but crazy wrong, and she would respond, 'Fascinating, you have to tell me more why you think that.'"
Tactical:
  • Use the phrase 'Fascinating, tell me more why you think that' when you hear an idea you strongly disagree with.
  • Assume the other person has information you don't have yet.
  • Take a pause before responding to allow your 'primal' visceral reaction to calm down.
"Assume that executives have a little tiny dinosaur brain. We all have a little brontosaurus brain and we can really only hold three facts at the same time. We will never be able to go deep in the way that you are able to do on everything that crosses our desk. And so the best service you can do is actually do the work of making a recommendation."
Tactical:
  • Present the minimal amount of information needed to support a recommendation.
  • Own the recommendation while letting the manager/executive own the broader context.
  • Use product reviews to calibrate on principles rather than just getting a single 'yes/no' decision.
View all skills from Ami Vora →
Anneka Gupta 2 quotes
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"One of the tactics I use is I ask people to present their strategies for things that I think we may need to do a course correction on, and I have them come in and then I ask them questions and then I make suggestion. And I'm able to do that in a forum where it doesn't feel like I'm coming in and rewriting the entire strategy, but I'm giving them there an opportunity to present their best thinking..."
Tactical:
  • Invite teams to present strategies early to provide feedback before decisions are finalized.
  • Seed hypotheses based on external data (e.g., customer feedback) to open a discussion rather than shutting it down.
"I really try to understand what drives that person. What is it that they really care about? ... I just need to understand what it is that they really care about, and then if I need something from them, what is it that I can do to motivate them to find what I need from them important?"
Tactical:
  • Talk to peers or direct reports of a difficult stakeholder to understand what makes them 'tick.'
  • Connect your project's success to the specific goals or desires of the stakeholder you are trying to influence.
View all skills from Anneka Gupta →
April Dunford 2 quotes
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"if we're going to fix this thing, we can't just have the marketing department or just the product managers sit down and cook up new positioning and then heave it over the wall to everybody else, it actually needs to be a group effort. It's a team sport."
Tactical:
  • Avoid 'heaving positioning over the wall' from marketing to other teams
  • Involve sales and product early in the positioning process
"if we're going to do a positioning exercise, ideally we've got marketing, product, sales, customer success, and anybody else we need from the executive team, particularly the CEO, together in a room when we're building it. So that we can all bring our expertise to the table, bring our understanding of what customers do and our product to the table, thrash around on it a little bit until we get agreement on it."
Tactical:
  • Include the CEO, Sales, Product, and Customer Success in positioning workshops
  • Facilitate 'thrashing' sessions to surface different perspectives on customer behavior
View all skills from April Dunford →
Austin Hay 1 quote
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"I think that this person, the secret sauce is more of how good of a cross-functional team player are they. I almost view them like a true quarterback... marketing technology because it lives between so many departments, it plays that role of having to call plays and pull on different departments."
Tactical:
  • Focus on building relationships with heads of Revenue Ops, Product, and Data to ensure system changes are supported.
  • Use persuasion and salesmanship to justify engineering resources for internal platform improvements.
View all skills from Austin Hay →
Bangaly Kaba 1 quote
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"I found this framework... called managing complex change. It's got these five components to it, vision, skills, incentives, resources, action plan, and you need all of those to have change."
Tactical:
  • Diagnose team issues by identifying the symptom: confusion (missing vision), anxiety (missing skills), resistance (missing incentives), frustration (missing resources), or false starts (missing action plan).
  • Start with action plans as they are easier to institute than changing vision or skills.
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Barbra Gago 2 quotes
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"A big part of rebranding also means that you have to bring the whole company along too and make sure they feel really good about the outcome. And that was probably one of my big takeaways, is just at that time, we were already about a hundred people, so it wasn't a super small company, and everybody had thoughts and feelings and the company had been around for quite a long time before that."
Tactical:
  • Involve the whole company in the rebranding process to ensure buy-in
  • Acknowledge and manage the emotional connection employees have to the old brand
"With the rebrand at Miro, it was very much rebrand as a product approach. It was very much a product development process with sprint teams and agile, coming back, and you had owners for different parts of things and all reporting back and it really required everybody in some way to be involved... mobilizing, having a really strong clear process and delegating and letting go in the marketing role."
Tactical:
  • Use agile sprint teams for rebranding tasks
  • Assign clear owners for different components of the rebrand
  • Delegate tasks across the organization rather than centralizing everything in marketing
View all skills from Barbra Gago →
Benjamin Mann 1 quote
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"I think part of why we publish these things is we want other labs to be aware of the risks... I think if you talk to policymakers, they really appreciate this kind of thing because they feel like we're giving them the straight talk and that's what we strive to do, that they can trust us, that we're not going to paper things over or sugarcoat things."
Tactical:
  • Publish 'straight talk' about model risks and laboratory failures to establish credibility with external stakeholders
  • Use a 'Responsible Scaling Policy' (ASL levels) to communicate risk thresholds to non-technical stakeholders
View all skills from Benjamin Mann →
Ben Horowitz 2 quotes
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"the job is fundamentally a leadership job. And it's a tricky leadership job because nobody is actually reporting to you. So it's like this influence, how do I get people to do what I want even though I'm not paying them. I can't fire them. I can't promote them"
Tactical:
  • Focus on clarity of communication to ensure engineering understands the 'why' and 'what'
  • Build authority through vision and market insight rather than organizational hierarchy
"The way it works is there's somebody who's got to consolidate, get all the good ideas, prioritize them, decide which good ideas we're going to do, and then get everybody on the same page, so that they have very high fidelity understanding of what that is."
Tactical:
  • Act as the 'consolidator' of ideas rather than the sole source of them
  • Ensure the team has a 'high fidelity understanding' of the chosen path
View all skills from Ben Horowitz →
Bob Baxley 1 quote
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"I knew that design can't bring you this stuff into the world on its own. We can't raise this baby, we need the village, and we need the village to fall in love with the baby. And so until that happens, you're not really quite sure if this thing's going to take off or not."
Tactical:
  • Bring key engineers and PMs into the process at the moment of inception so they feel like co-creators rather than order-takers.
View all skills from Bob Baxley →
Bill Carr 2 quotes
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"What it means is that have backbone and disagree, meaning when we are making any kind of a decision, important decision, if you are part of that team, part of that unit, it is your obligation to voice your point of view if you disagree with your approach that's been taken. The point of that disagreement, by the way, is to provide usually additional information or a new point of view that people have not considered."
Tactical:
  • Make it an obligation for team members to voice disagreements during the decision process
  • Ensure the leader acknowledges and understands the dissenting point of view before asking for commitment
"The point is you provided your information, they've processed that information and they've decided to go this way with the knowledge of that. That is the point for them to commit. Because the point is you provided your information, they've processed that information and they've decided to go this way with the knowledge of that. That is the point for them to commit."
Tactical:
  • Once a decision is made, commit fully to the direction even if you still disagree
  • Reflect the final decision's rationale back to your own organization to ensure alignment
View all skills from Bill Carr →
Boz 1 quote
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"We really did not communicate effectively, I think, with the market around our future investments... we had to tell the company, 'You don't want to work at a company that, when times are tough, kills all future growth...'"
Tactical:
  • Address the delta between internal reality and external perception (e.g., stock market or media narratives).
  • Explain the rationale for a balanced portfolio of investments to both employees and investors.
View all skills from Boz →
Brandon Chu 1 quote
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"I actually found that writing externally and getting momentum externally was a better way to influence internally what was happening, to the effect that Tobi would read my post here and there and he'd be like, 'Great post.'"
Tactical:
  • Use external platforms to build momentum for ideas that might be lost in internal noise
  • Build your 'trust battery' with executives by demonstrating clear thinking in public forums
View all skills from Brandon Chu →
Brian Tolkin 1 quote
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"There was a bidirectional feedback loop that wasn't super strong and that feedback loop was basically when the EPD teams in San Francisco built new features, how do we effectively put it in global markets and then how do we effectively get input from global markets to better build features."
Tactical:
  • Embed operational representatives within product teams to provide qualitative insights from the field
  • Create a formal process for rolling out global features to local markets
View all skills from Brian Tolkin →
Cam Adams 1 quote
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"In terms of board meetings, I think it's been very helpful that our financials and our growth have been amazing for so many years that we don't need to focus on it and we can just have that one slide with the graph going up and to the right. We've also attracted investors who believe in us and who understand that us driving product and getting as much product value out to our customers is probably the most important thing we can be doing. So that's why the board meetings do focus on that because what we are launching in the product, what's ahead is really determining the success of the company."
Tactical:
  • Structure board decks to prioritize product updates and roadmap over financial minutiae
  • Select investors who prioritize long-term product value over short-term margin pulling
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Chandra Janakiraman 2 quotes
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"Leadership interviews are a very important part of a strategy formulation process... It could be made so much better if you just engage with your leaders before you actually build a strategy."
Tactical:
  • Interview leaders to define what success and failure look like to them
  • Ask leaders for their 'pet ideas' to remove the mystery and build creative buy-in
  • Identify 'gatekeepers' for 1:1 pre-alignment before a broad strategy rollout
"I would start with what I call gatekeepers. And these are people who are absolutely... You have to get their one-on-one alignment and blessing on this before it moves forward."
Tactical:
  • Pre-flight the strategy with 2-3 key gatekeepers in 1:1 meetings
  • Conduct small-group roadshows (8-10 people) to allow for conversational Q&A
  • Use the criteria and scoring from the strategy sprint to defend choices during reviews
View all skills from Chandra Janakiraman →
Christine Itwaru 1 quote
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"We created this product digest... it's more about here's how you get ready for it, here's how you get jazzed about, and then the handoff... we don't teach them to sell... but we know that the product intimately enough to help them understand the new value."
Tactical:
  • Publish a regular product digest for internal stakeholders
  • Focus internal communications on helping revenue teams understand the 'new value' of features
View all skills from Christine Itwaru →
Chris Hutchins 2 quotes
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"you think that customer research is all you need to build a product at a company, but figuring out how to create excitement internally and get buy-in from other teams because they're the ones that are going to build it. They're the ones that are going to help market. It's all a team effort."
Tactical:
  • Build influence within the company to support your product bets
  • Focus on persuading internal teams who will execute the vision
"when you push so hard for your ideas and you have really strong beliefs, you have to also make sure you state your intent. Because sometimes people think you're acting out of self-interest... 'Hey guys, I've got some crazy ideas, but before I say them, I just want you to know that all I care about is that the company is successful.'"
Tactical:
  • Prefix controversial or bold ideas with a statement of intent
  • Clarify that you do not care about 'owning' the idea, only its success
View all skills from Chris Hutchins →
Chip Conley 1 quote
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"Process knowledge allows you to understand, how do you deal with an org chart and get things done partly because you understand the motivations of different groups?"
Tactical:
  • Study the motivations of cross-functional groups to better navigate internal politics and get projects approved
View all skills from Chip Conley →
Claire Hughes Johnson 1 quote
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"Never think that one communication, meaning an email or an all hands, reaches the audience. You have to be smart about how you communicate... Just like a marketer, use different channels. Some people read emails, some people watch videos, some people attend the meeting. Repeat."
Tactical:
  • Repeat core messages across multiple channels (email, video, meetings)
  • Adopt the role of 'repeater-in-chief' to ensure alignment
View all skills from Claire Hughes Johnson →
David Placek 3 quotes
Listen to episode →
"Most clients... come to a naming project absolutely believing, with full confidence, that they're going to know it when they see it, and the truth is it almost never happens."
Tactical:
  • Educate stakeholders early that they likely won't 'know it when they see it'
  • Warn teams that the best names often feel uncomfortable initially
"We look for polarization. We look for tension in a team arguing about these things. Polarization is a sign of strength in the word."
Tactical:
  • Don't seek consensus; look for names that spark debate and strong reactions
"We really try to give that advice for it because it is about being successful in the marketplace. And so first of all, we try to separate the clients that we work with. We really want to work with clients that play to win, that want to win, not just want to not lose in a marketplace."
Tactical:
  • Frame naming decisions around market winning rather than internal comfort
  • Use prototypes (mock-up ads, merchandise) to help executives visualize the name in the real world
View all skills from David Placek →
Dr. Fei Fei Li 1 quote
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"I realized that Silicon Valley did not talk to Washington DC and or Brussels or other parts of the world. And given how important this technology is, we need to bring everybody on board. So we created multiple programs from congressional bootcamp to AI index report to policy briefing, and we especially participated in policymaking."
Tactical:
  • Create educational bridges (like bootcamps or reports) to help non-technical stakeholders understand complex technology.
  • Advocate for shared resources, such as a national AI research cloud, to democratize access and align interests.
View all skills from Dr. Fei Fei Li →
Deb Liu 1 quote
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"What if I called it educating your manager about all the great work your team has been doing? What if I called it helping people see why your team should get more resources, you have to actually share what you do."
Tactical:
  • Frame status updates and self-reviews as educational tools for your manager
  • Connect your personal achievements to the team's need for continued support and resources
View all skills from Deb Liu →
Dmitry Zlokazov 1 quote
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"It also requires a product owner to be able to get things done, just getting people down to consensus and understanding how your stakeholders, how to get them to the necessary decision and then blocking UTM so that eventually the value is shipped to customers."
Tactical:
  • Proactively drive stakeholders toward necessary decisions to prevent team stagnation
  • Focus on 'getting things done' by navigating regulatory and internal blockers
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Dylan Field 2 quotes
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"One of them is just, how do you unpack context? How do you get the context you've got in your head and really unpack it for a group? Another is, how to make sure that you're showing up in a way that folks know that we're all working towards the same goal?"
Tactical:
  • Explicitly 'unpack' the context behind your thinking for the team
  • Ensure the team understands that everyone is working toward a unified objective
"I think it's your job as a leader to always try to investigate those areas, push on them, and if something's not adding up, really ask the hard questions and not shy away from them... I just try to keep pushing through that until we get to a point of, 'Okay, we at least know what we're trading off.'"
Tactical:
  • Investigate areas of a project that feel 'murky' or unclear
  • Push for clarity on trade-offs even if the team doesn't fully agree on the path
View all skills from Dylan Field →
Eeke de Milliano 1 quote
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"We are doing a science fair. Where, each product team has a little booth. And they get to stand there, and anyone who has questions about the product can come... from the go-to-market side, can come and ask questions, and get demos, and go as deep as they need to."
Tactical:
  • Host a 'Science Fair' where product teams demo features at individual booths
  • Allow GTM teams to self-select which product areas they need to go deep on
View all skills from Eeke de Milliano →
Elizabeth Stone 1 quote
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"A big part of my role is, can I explain how we're going to approach those technical problems in a way that builds competence with the content team? Can I try to understand their content strategy in a way that sets the technical teams up for success and we understand what we need to be able to deliver on here in terms of requirements."
Tactical:
  • Translate technical roadmaps into business value to build confidence with non-technical partners
  • Deeply understand the partner's strategy to define better technical requirements
View all skills from Elizabeth Stone →
Emily Kramer 1 quote
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"We had a list of areas of responsibility which is just who owns what, it's not your job title. It's what are the things that you are the DRI for? It doesn't mean you're not going to collaborate with people on those things. So what are you the directly responsible individual for? And this made it really easy to know who to go to."
Tactical:
  • Maintain a public list of DRIs for specific tasks (e.g., website tests, onboarding copy).
  • Update AORs as the team grows to ensure new hires know exactly what they own.
View all skills from Emily Kramer →
Evan LaPointe 2 quotes
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"The starting point for influence is to choose your character and choose your mode... Am I the devil's advocate approach, or I'm the break it and see if it still stands after I hit it really hard with a sledgehammer kind of guy."
Tactical:
  • Choose an influence 'character' (e.g., protector, caregiver, logic-based) that fits your personality.
  • Explicitly ask for permission to play a specific role, like 'devil's advocate,' to reduce friction.
"The moderate influence... is the concept of teaching people something. And then when they live with this new knowledge, they'll see things that they weren't seeing before."
Tactical:
  • Use the 'Challenger' approach: teach stakeholders something new and let them experience the world with that knowledge.
  • Avoid 'cramming' ideas down throats; give people a few days to live with new information before seeking a decision.
View all skills from Evan LaPointe →
Fareed Mosavat 1 quote
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"It is not just your job to get what you can get done with the resources in front of you. It's your job to marshal resources both inside your org and across your organization... you need to go out and do that work now. It is not just your job to get what you can get done with the resources in front of you."
Tactical:
  • Propose the specific resources (people, budget, cross-functional support) required to solve a problem rather than just accepting what is assigned
  • Partner deeply with marketing, sales, and finance to ensure their roadmaps support your product goals
  • Own the business outcome and impact rather than just the delivery of a specific feature set
View all skills from Fareed Mosavat →
Gaurav Misra 1 quote
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"As the company gets bigger, you can actually create alignment by causing internal virality... we would create these prototype products... and then we would just share the build and it would explode."
Tactical:
  • Build functional prototypes rather than just writing PRDs to demonstrate value to stakeholders.
  • Share early builds internally to see if they resonate with employees before a full rollout.
  • Use internal momentum to bypass slow alignment processes and create a sense of urgency.
View all skills from Gaurav Misra →
Gia Laudi 1 quote
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"It made communicating with especially the product team and the engineering team a lot easier for me. So we were using a shared language. The rest of the company who aren't necessarily customer facing really understood, I think, at a different level what we were all doing together in KPIs."
Tactical:
  • Use a visual storyboard of the customer journey to create alignment across departments
  • Democratize the journey map so non-customer-facing teams understand their impact on the user
View all skills from Gia Laudi →
Geoff Charles 1 quote
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"Whenever things went wrong at Ramp, it was when I was being prescriptive with regards to the solution without actually explaining and aligning upstream on the goal, the hypothesis, and the data."
Tactical:
  • Debate the interpretation of data and hypotheses before discussing solutions.
  • As a leader, focus on providing context so teams can make their own decisions.
  • Repeat the strategy and vision constantly to ensure alignment.
View all skills from Geoff Charles →
Gustav Söderström 1 quote
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"I think the promise we should make to all employees is that even if they don't agree, they should be entitled to understand why you're making the decision. What I don't think is acceptable is to say, 'No, we're going to do it this way because I'm more senior.'"
Tactical:
  • Use Socratic debate to ensure the best idea wins regardless of seniority
  • Force yourself to explain instincts out loud; if you can't explain it, you likely don't understand it yet
View all skills from Gustav Söderström →
Hilary Gridley 3 quotes
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"What is much more helpful than understanding what your CEO thinks is, I think understanding how your CEO thinks. And that goes for all sorts of levels of the company. I want to understand how all the strategic leaders at my company think, and I want my team to understand how I think."
Tactical:
  • Analyze the recurring themes in a leader's feedback (e.g., 'this must feel like the future').
  • Translate executive feedback into actionable principles for the team.
  • Ask 'In what world does this make sense for this person?' to understand conflicting viewpoints.
"I talk about what I like to call the magic questions, but the thing about magic questions is they're not actually questions, they're statements and they end with, 'Do you agree?' Or 'Is that right?' ... I have found this, the most helpful way for kind of trying to understand a person's mental model is to just put facts in front of them and see what they say no to and what they say yes to."
Tactical:
  • Instead of open-ended questions, state your interpretation of their rule or preference.
  • End the statement with 'Is that right?' or 'Do you agree?'
  • Use this to calibrate your judgment against theirs over time.
"Separate out my opinion from it, from the, 'Well, what is the insight that makes it make sense to this person' and explain their rationale. Even if I'm comfortable saying, 'I don't necessarily think this isn't how I would do it,' or 'I don't even really agree with how they're thinking about it, but from their point of view, from their perspective, their professional experience, whatever it is, I could see how this makes sense.'"
Tactical:
  • Perform the 'What if I'm wrong?' exercise to find the hidden insight in a leader's decision.
  • Acknowledge your own disagreement while validating the leader's perspective to the team.
  • Commit to executing the decision fully to see if the leader's hypothesis is correct.
View all skills from Hilary Gridley →
Inbal S 2 quotes
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"A product manager role is a very influential role and a lot of the things you do is influencing other people... You need to influence the engineering team to build a product that you want them to build. You need to influence the revenue team to go with a go to market and sell the product the way you envision it."
Tactical:
  • Build influencing skills early in your PM career
  • Align the revenue team with the product vision to ensure effective go-to-market execution
"When I'm coming to something and I see all the issues that need to be fixed... you don't take people with you through that journey. So really analyzing that not everyone appreciate change the way you are... taking a step back and assessing what is happening so you can take the team with you on that journey of changing."
Tactical:
  • Slow down and explain the 'why' behind a change to get buy-in
  • Adjust your communication style to fit the specific culture and character of the team
View all skills from Inbal S →
Ian McAllister 2 quotes
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"Trust is the currency of a product leader... Trust is just built by repeatedly setting and meeting expectations. And I think that's a good mantra to think about as a FM. Am I meeting the expectations that I set? And not just doing good things, but calling your shots, forecasting, setting a goal, and then hitting it."
Tactical:
  • Tell the truth without fail
  • Launch exactly what and when you said you would
  • Own mistakes immediately rather than ignoring them
"I think it's trying to really understand, work backwards from that person and what are their goals and what are their organization's goals and honestly spend the time and the energy to try to get to alignment in the same place. And be willing, not just bullheaded... but taking some more time to try to forge an alliance with someone."
Tactical:
  • Work backwards from the stakeholder's specific goals and organizational needs
  • Invest time in forging alliances before pushing for execution
View all skills from Ian McAllister →
Itamar Gilad 1 quote
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"I've seen cases where team B put aside their own ideas to jump on the ideas of team A, because of this model [the metrics tree]."
Tactical:
  • Use a shared metrics tree to resolve resource conflicts between teams
  • Review the 'GIST Board' with stakeholders bi-weekly to maintain alignment on learning milestones
View all skills from Itamar Gilad →
Jackson Shuttleworth 1 quote
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"All of our changes at Duolingo go through product review that are reviewed by Luis, so Luis reviews every single change that we propose, every experiment that we run."
Tactical:
  • Establish a centralized product review with key leaders to ensure a cohesive user experience across experiments.
View all skills from Jackson Shuttleworth →
Jackie Bavaro 2 quotes
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"For the next two weeks, say yes to everything... I think you can find a way to do your job and still say yes to people. You can say, 'yes, I agree. That is a real problem. Yes. I think we could test this design with users' and just see what's different with two weeks of saying yes to people instead of no."
Tactical:
  • Practice 'saying yes' to the validity of the problem being raised
  • Use user testing as a collaborative way to evaluate stakeholder ideas instead of flat rejection
"Anytime you have these disagreements that feel really torny or they feel like a disagreement in values, that's a sign that really have a disagreement in strategy and that it's worth it to write down what your strategic framework is or what your strategic principle is and address the problem at that level, rather than fighting over individual features or individual decisions."
Tactical:
  • Identify 'repeated disagreements' as a signal to pause and define strategy
  • Resolve conflicts by aligning on strategic principles first
View all skills from Jackie Bavaro →
Jason M Lemkin 1 quote
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"Every quarter, give your head of sales a certain budget, whether it's story points or 10% of the pie chart... you've got to decide now each quarter. And if you want to change during the course of the quarter... you can do it, but understand there's a high cost."
Tactical:
  • Allocate 10% of story points to the sales team for their priorities
  • Hold a weekly meeting between the VP of Sales and VP of Product to manage this budget
View all skills from Jason M Lemkin →
Jason Shah 1 quote
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"Pushback is, I couldn't imagine a word more viscerally that makes you feel like you're sort of physically going against what somebody else wants, and it gears people into a mindset of then, well, how should I push back. It starts from a place of I need to disagree, I need to say no. It's a very negative mindset, purely based on the word that has come to label a behavior that alternatively could be about how do I shift the direction on something, or how do I help the business actually succeed when I disagree with somebody about something, and that's a very different mindset."
Tactical:
  • Understand the underlying goal or issue the stakeholder has before disagreeing.
  • Align your alternative direction with the stakeholder's ultimate goal.
View all skills from Jason Shah →
Jeff Weinstein 1 quote
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"Storyboard some solution visually with a Sharpie and not a pencil, not Figma initially... What is the unconstrained perfect solution to this burning problem? That's Pixar-style storyboard."
Tactical:
  • Use a Sharpie to draw stick-figure storyboards of the ideal customer journey.
  • Focus on the 'unconstrained' solution to inspire the team before scoping.
View all skills from Jeff Weinstein →
Jessica Hische 1 quote
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"There's designers that will really fight you tooth and nail, because they're like, 'That is wrong, that is wrong,' but I know that some people just have to see it before they can let it go. Sometimes you have to walk down a path before you're able to understand what the right thing to do was all along."
Tactical:
  • Allow stakeholders to explore 'bad' ideas (like specific colors or fonts) so they can mentally move past them.
  • Use early explorations as validation for previous decisions rather than just as final outputs.
View all skills from Jessica Hische →
Judd Antin 2 quotes
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"My metric for success is when they won't have that meeting without you. That's my metric for success. If they cannot have that decision making meeting without the researcher there, that means you've developed influence, strong, trusting relationships, you're an active participant in the process."
Tactical:
  • Build relationships where you are an active participant in product decisions from the beginning.
  • Measure your influence by whether you are invited to key decision-making meetings.
"Did you read the last quarterly report, If it's a public company? Did you listen to the shareholder call?... Scour your Google Drive folder... look for all of the documents that are about this quarter, or this halves, or next half strategy. What are the OKRs? Understand the metrics and the conversion funnel."
Tactical:
  • Read quarterly reports and listen to shareholder calls to understand business priorities.
  • Frame research insights in the language of the conversion funnel and OKRs.
View all skills from Judd Antin →
Julie Zhuo 1 quote
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"If you're like, 'My manager told me to do this, I think it's a terrible idea,' you've got to talk to your manager about it... once you engage in a dialogue, what will often happen is you'll learn more... you can probably decompose it from a blanket it's good or bad to like, 'Okay, this is a hypothesis, this is a hypothesis, this is a hypothesis.'"
Tactical:
  • Decompose a project you disagree with into its underlying hypotheses.
  • Identify the specific assumption you disagree with and propose a small test to validate it.
View all skills from Julie Zhuo →
Katie Dill 1 quote
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"What we do, and I've been doing it for the last decade or more, is having people within the design team share as a screenshot or a prototype of what they're working on in a shared deck... And we send it to the product managers and the engineer leaders and the leaders in the company because it is also a really great way for them to understand what's happening and what are we building together."
Tactical:
  • Maintain a shared deck of work-in-progress screenshots updated on a regular cadence (e.g., monthly)
  • Use visual updates to identify redundant projects or collisions early
View all skills from Katie Dill →
Kenneth Berger 2 quotes
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"I really disagree with this product decision and I would really prefer that we make this different decision. I know it's not my call and I'm just one opinion and a lot of people are going to see things differently and that's fine, but it's important to me that you know that. So what do you think? Are you willing to reconsider this?"
Tactical:
  • Acknowledge that you don't have the final call
  • State your preference as an opinion rather than an objective truth
  • Ask the stakeholder if they are willing to reconsider based on your input
"I'm hearing maybe you're lukewarm on May 1st as a date. What would be a hell yes day for you where you could say, absolutely, we can deliver on that?"
Tactical:
  • Treat anything short of a 'hell yes' as a 'no'
  • Ask stakeholders what it would take to get them to a 'hell yes' state
View all skills from Kenneth Berger →
Lulu Cheng Meservey 1 quote
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"The reason I say go out in concentric circles... is that's your way to control the message. Because each circle is going to assume that the inner circle knows better than them and they're going to follow the lead of the inner circle... If employees are not saying that, then people are going to look at employees and say, 'Well, they would know, they're closer to this than we are.'"
Tactical:
  • Never skip a circle in the communication sequence (Employees -> Board -> Investors -> Users).
  • Treat employees as the most critical messengers because they are perceived as the most credible sources of truth.
View all skills from Lulu Cheng Meservey →
Marc Benioff 1 quote
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"It's not just about the product. It's not just about sales. It's not just about marketing... It's about everything, so you better be ready to be an orchestra leader. You can't just be playing the clarinet... You have to be constantly playing the whole symphony, and you have to have a big mind to think about, 'Whoa, I have a lot of stakeholders in my company, not just one stakeholder.'"
Tactical:
  • Balance the needs of diverse stakeholders (investors, employees, customers) simultaneously
  • Avoid 'narrowcasting' or focusing solely on one department like product or technology
View all skills from Marc Benioff →
Marily Nika 1 quote
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"Whenever I try to convince leadership about something that I want to do that's a big bet, I always use examples and I'm like, "Hey, this seemed crazy at the time, here's how they work. What I'm proposing is very similar to this crazy thing. And then I propose a little contingency plan, like hey, if that doesn't work out, here's the rollback plan, here's the maximum impact it will have done in a negative way, which is not going to be too much.""
Tactical:
  • Use successful 'AI-first' products from other companies as proof of concept for your proposals.
  • Include a contingency plan and a 'maximum negative impact' assessment to gain buy-in for risky projects.
View all skills from Marily Nika →
Maggie Crowley 1 quote
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"The first person I go to is typically speaking my engineering counterpart and I say, shred this, go through it, rip it apart, vomit comments on it, tear this down how it gets better."
Tactical:
  • Ask engineering and design leads to 'shred' strategy and spec documents early
  • Share strategy docs broadly to surface disagreements with specific data points rather than general plans
View all skills from Maggie Crowley →
Matt LeMay 2 quotes
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"If you're doing product management really well, you never have to say yes and you never have to say no. You're giving people options and you're helping them understand the trade-offs."
Tactical:
  • Frame requests in terms of how they affect the team's ability to hit its impact goals.
  • If forced to take on a new task, explicitly adjust the projected impact of existing goals to reflect the trade-off.
"Options and a recommendation is kind of the magic formula... when you present a single option, people's instinct is just to... start poking holes in it... whereas if you come in and say, 'Here are three options, here are the trade-offs, here's the one we recommend,' then every little bit of back and forth makes those options clearer and stronger."
Tactical:
  • Always present at least three options for major decisions.
  • Include a specific recommendation to provide a starting point for the conversation.
View all skills from Matt LeMay →
Marty Cagan 3 quotes
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"The third is you have to learn the different parts of the business. You have to know how it's marketed, how it's sold, how it's paid for, how it monetizes. If there are any compliance, regulatory, privacy, security issues, you need to know what those are. So you have to convince those stakeholders that you understand what the issues are"
Tactical:
  • Learn the specific constraints of marketing, sales, and compliance departments
  • Show stakeholders prototypes early to ensure business viability
"The third is unencumbered access to the stakeholders because a good product is solving what's just now possible... in ways that work for the business, which is why the stakeholder access is so critical. If you have those three things, direct access to those three things, that's what's critical."
Tactical:
  • Maintain direct, unmediated access to business stakeholders
  • Do not delegate stakeholder management to intermediaries
"You are the person on the team that represents the compliance issues, the sales issues, the marketing issues, the financial cost issues, the monetization issues, go to market in general. This is all legal constraints. This is all the product manager."
Tactical:
  • Deeply understand the constraints of legal, sales, marketing, and finance to represent them within the product team.
  • Avoid 'design by committee' by having the PM bring stakeholder knowledge directly to the team's decision-making process.
View all skills from Marty Cagan →
Matt Mochary 1 quote
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"If I want to make you really feel heard, I reflect back what I imagine are the thoughts in your head... I say something to you like, 'Lenny, I think what I'm hearing you say is you're off and you're thinking, screw you, Matt. How dare you walk into the office and not even say hello to me? Is that close?'"
Tactical:
  • Repeat back what you heard until the other person confirms you understood them correctly.
  • Try to articulate the 'unspoken' thoughts or frustrations you suspect the other person is feeling to make them feel truly understood.
View all skills from Matt Mochary →
Melissa Perri + Denise Tilles 1 quote
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"They're not going to handle hard stakeholder conversations about trade-offs for you, all of those things that you are going to want to keep ownership of because at the end of the day as a product manager, your job is to produce outcomes."
Tactical:
  • Own the final decision-making rights and the communication of trade-offs to stakeholders
View all skills from Melissa Perri + Denise Tilles →
Melissa Perri 2 quotes
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"One of the biggest issues I see in organizations is when executives all have different goals, and they're not aligned on the same goals for the company... And the executive team should be one team."
Tactical:
  • Facilitate trade-off conversations between executives to align on which 'strategic intents' take priority.
  • Ensure sales, marketing, and product are all measured against the same high-level business outcomes.
"What do we hope will happen when we release this? - best question anyone can ask."
Tactical:
  • Ask before starting any feature
  • Get alignment on metrics
View all skills from Melissa Perri →
Molly Graham 1 quote
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"Escalation is a tool... People get stuck with two people with equal power trying to solve a problem. You can spend so much time bashing heads... actually what you just need to do is go up."
Tactical:
  • When stuck in a disagreement, go together with the other party to a manager to present the case and get a decision.
  • Use escalation to unblock work quickly when context or authority is missing.
View all skills from Molly Graham →
Nancy Duarte 1 quote
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"When people can see that and it accompanies your verbal narrative, they can actually understand what you're conveying and move on... those moments of alignment are so, so important."
Tactical:
  • Use whiteboards or napkins to draw what you see in your mind's eye
  • Create architecture or process diagrams to clarify complex systems
  • Ask others to sketch their understanding to identify gaps in alignment
View all skills from Nancy Duarte →
Nicole Forsgren 2 quotes
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"Not pursuing this in both a top-down and a bottom-up structure, right. And I think that can really help drive success, and having good communication throughout is super, super important, right. So getting your ICs bought in and helping them understand that this is for them... And then chatting with leaders and understanding what their motivations are."
Tactical:
  • Communicate to ICs that measurement is a tool for their benefit, not for surveillance.
  • Translate technical improvements into business value points that resonate with executive leadership's strategic priorities.
"In part, it depends on what your leadership chain really cares about... If they've been talking about market share? Losing market share or competitiveness in the marketplace, if that's it, focus on speed... if they're talking about profit margin all the time... look for ways that you can save money and then translate that into recovered and recouped headcount cost."
Tactical:
  • Listen for recurring themes in leadership communication (e.g., 'velocity', 'margin', 'transformation').
  • Translate technical improvements (like faster builds) into business outcomes (like cloud cost savings or faster time-to-market).
View all skills from Nicole Forsgren →
Nir Eyal 1 quote
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"My wife and I used to have conflicts over who's going to pick up our daughter... we take maybe five minutes a week. Sunday evening, we sit down together. Let me look at your schedule. Let me look at my schedule. 'Okay, now we're synchronized.' We prevent so many conflicts just by doing this simple schedule sync process."
Tactical:
  • Hold a weekly 10-minute synchronization meeting to review the upcoming week's calendar.
  • Use a physical or digital artifact (the calendar) as the basis for the alignment.
View all skills from Nir Eyal →
Noam Lovinsky 1 quote
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"No one can be a bystander on product strategy. Just because you've got product in your title doesn't mean you're the only one that should be thinking about product strategy certainly at that level. ... The CFO, the head of people, everyone needs to have a seat at the table when it comes to product strategy."
Tactical:
  • Present strategy in a way that allows non-product executives to engage and contribute
  • Ensure every leadership team member feels their 'fingerprint' is on the company strategy
View all skills from Noam Lovinsky →
Richard Rumelt 1 quote
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"The problem of strategy inside an organization is diversity of interest and fear of action... action, when you do something in an organization of any size, it involves people changing what they do. It involves changing power relationships."
Tactical:
  • Recognize that strategy will inevitably change power dynamics and prepare for resistance.
  • Ensure there is a clear 'decider' to resolve disagreements among stakeholders.
View all skills from Richard Rumelt →
Sachin Monga 1 quote
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"I think the first thing was really treating my role in the beginning more as a facilitator than a decision maker when it comes to product... if Chris could have a really good sense of what all the teams are doing and if the teams knew where he was coming from and could start to get better at modeling him and his vision, that would be a win."
Tactical:
  • Schedule weekly one-on-one syncs with the founder to align on big problems and worries.
  • Focus on building trust by consistently delivering on the founder's core vision before asserting independent decision-making.
View all skills from Sachin Monga →
Seth Godin 1 quote
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"I started a newsletter internally... in it I would mention anybody in the engineering team who had worked on my project and I would say something good about them. And then I would print it out and put it in every single person's inner office mailbox. And within three months, four months, partly because the project was really good, 40 engineers were working for me and no one was reporting to me."
Tactical:
  • Create an internal communication channel (like a newsletter) to highlight the work of individual contributors.
  • Deflect credit to the team to build de facto leadership and influence.
View all skills from Seth Godin →
Shreyas Doshi 3 quotes
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"Jack was just listening through all of that... And then I remember very distinctly, he asked me one question which was something to the effect of, how does this make our users love Twitter more? Simple question. But then at some point I realized, yeah, we never really talked about that because we were so engrossed in all the other stuff."
Tactical:
  • Use simple, fundamental questions about user value to refocus a distracted or overly technical stakeholder meeting.
"There are three levels of product work, impact, execution, and optics... we litigate the minutiae of whatever issue we are discussing, but we never really recognize that it's because we are default thinking at different levels. And so, this realization helped me better understand why there were conflicts between two very smart and well intentioned people."
Tactical:
  • Identify the default 'level' of your stakeholder (Impact, Execution, or Optics) and adjust your communication to match it.
  • Use the vocabulary of these three levels to objectively diagnose misalignments in product reviews.
"I noticed that actually, if you have a real product strategy, a real one that everybody is aligned with, that you have got pre-alignment on, then a lot of this nonsense we tend to do with annual planning actually goes away."
Tactical:
  • Get alignment on the strategy *before* the formal planning season begins.
  • Use the strategy as a rigorous framework to handle escalations from sales or support.
View all skills from Shreyas Doshi →
Stewart Butterfield 1 quote
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"We told every Slack administrator that this was coming weeks before it came. And we told them that we were going to set a default for their organization... but also that they could override that default, and also that the individual end users could override that system owner default."
Tactical:
  • Provide administrators with advance notice of major feature changes
  • Implement a hierarchy of defaults and overrides to balance organizational and individual needs
View all skills from Stewart Butterfield →
Shweta Shriva 1 quote
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"When you're working with let's say an engineering leader, being able to understand what are his or her constraints? Where is he or she coming from? What does impact look like to that person? And then understanding where you're aligned, where you're not aligned are things that you have to develop."
Tactical:
  • Identify what 'impact' means to your specific cross-functional partner (e.g., an engineering leader).
  • Proactively map out areas of alignment and misalignment regarding constraints.
View all skills from Shweta Shriva →
Tanguy Crusson 2 quotes
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"I misread the appetite and sense of urgency around that topic... we need a very strong trigger for why now to go after it. And I did not do a good enough job at articulating this. Why now? Why do we have to do this now versus in a year's time, in two years time?"
Tactical:
  • Articulate why an opportunity is perishable or why delay is costly
  • Identify the specific trigger that makes an investment urgent for the business
"Internal comms is everything there... weekly updates... tweet-sized update... weekly demo of the product and everything that we built. Show the momentum as much as possible... snippets from customer conversations. No one is going to read a research report that takes 30 minutes to read. Everyone is happy to watch a three-minute snippet with four customers talking about something."
Tactical:
  • Send weekly 'tweet-sized' project updates to stakeholders
  • Share short video snippets of customer interviews to build empathy and proof of value
  • Use weekly demos to create a sense of an unstoppable 'high-speed train'
View all skills from Tanguy Crusson →
Tim Holley 1 quote
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"The old adage of you need to say something three times before people understand it. I would wager you need to say it another three times before they internalize it. And having that be part of the day-to-day conversation, it seems like such a small thing, but it adds up to having clarity on goal, the KPI point, and then clarity on why, the narrative point."
Tactical:
  • Repeat the core narrative at least six times to ensure internalization.
  • Marry the 'what' (KPI) with the 'why' (narrative) in daily conversations.
View all skills from Tim Holley →
Tomer Cohen 1 quote
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"Are you disagreeing or misunderstanding? If you're misunderstanding, let's spend the night. Let's get to a point where you can articulate my point of view in your words and I can do the same, but if we're disagreeing, let's stop. Why are we spending? Why wasting time just arguing it through?"
Tactical:
  • Ask the other party to articulate your point of view in their own words to verify understanding.
  • Stop the debate once a fundamental disagreement is identified rather than masking it as a misunderstanding.
View all skills from Tomer Cohen →
Tristan de Montebello 1 quote
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"This is a game for executive presence. If you think about somebody who you feel has great gravitas or great executive presence, they usually have, there's something about them that's saying, this person really believes in what they're saying. And what this game is showing you is that, hey, there's a way to fast track myself to that place. If I want to have more executive presence, let me bring a little bit more conviction to what I'm saying."
Tactical:
  • Use conviction-building phrases like 'I genuinely believe that' or 'This matters a ton' to anchor your points
  • Practice advocating for ideas with high energy to ensure your message isn't lost to more vocal stakeholders
  • Focus on 'thinking out loud' with confidence to match your communication style to your actual expertise
View all skills from Tristan de Montebello →
Upasna Gautam 2 quotes
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"I implemented a system to manage that kind of intake with four different touch points or events. So we have weekly demo days, working sessions, breaking news dress rehearsals, and office hours."
Tactical:
  • Use 'Weekly Demo Days' to evangelize the product and preview features
  • Host 'Office Hours' for troubleshooting and direct feedback
  • Rename 'User Testing' to 'Working Sessions' to make them feel more collaborative for stakeholders
"When I'm talking to my journalists I'm not using technical terms or like content management technology terms. They have a whole different vocabulary that they use... you have to speak many different languages as a product manager."
Tactical:
  • Learn the specific nicknames and shortcuts stakeholders use for existing tools
  • Avoid technical jargon when communicating with non-technical users
View all skills from Upasna Gautam →
Uri Levine 1 quote
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"We went back to the board and we offered them two options. Number one, we give you your money back. And number two, this is what we're going to try. And the interesting part is that investors don't want their money back. They did not invest in order to have their money back, they invest in order to make a significant impact."
Tactical:
  • Present a clear 'binary choice' to the board when pivoting: return capital or fund the new thesis.
View all skills from Uri Levine →
Vikrama Dhiman 2 quotes
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"There are three tenets that I define in working well as a product manager with others. Number one is raise difficult issues without being difficult to work with. Bring out important topics without drawing importance to yourself. And finally, you are in charge of getting the decisions made and not making all the decisions yourself."
Tactical:
  • Raise difficult issues without being difficult to work with
  • Focus on getting decisions made rather than being the one who makes them
  • Avoid seeking personal importance when highlighting critical topics
"What I've seen that people who do pushback very successfully and are still considered not difficult to work with, they are also able to bring the tempo of the conversation to a more logical space from an emotional space."
Tactical:
  • Bring the tempo of a conversation down to a logical space when emotions are high
  • Use logical footing to make pushbacks feel like value-add rather than obstacles
View all skills from Vikrama Dhiman →
Vijay 1 quote
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"One thing that I've found is the best way to get to a no, if you ultimately need to get there, is to try to make it work. Start trying to make yes work and document how you've tried to make yes work. And do that earnestly, not as an exercise of just an alternative that you're considering."
Tactical:
  • Spend 10 minutes sincerely considering how an idea could work before defaulting to 'no'
  • Document the exploration of the 'yes' path to show stakeholders the idea was taken seriously
View all skills from Vijay →
Wes Kao 6 quotes
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"watch for these different eyes light up moments because their face can't lie... those are great fodder for content that you might want to write about, for the angle of your sales pitch, for how you might want to explain something in the future. And you really cut out all the parts that make people go dead in the eyes and just say the parts that make their eyes light up."
Tactical:
  • Observe the audience's face and demeanor to identify which specific points trigger genuine interest.
  • Trim content that causes 'dead eyes' and double down on 'eyes light up' topics.
"Alex would always talk about trade-offs and he'd say, 'Wes, yes, I can design this PDF for you. That means that the thing that I was going to work on today, which was redesigning this page on the site, will have to wait until later this week.'... it went from being a conversation about yes or no... into, hey, how do we make sure that the important right things get done?"
Tactical:
  • When asked for a new task, explicitly state what current task will be deprioritized to accommodate it.
  • Ask the stakeholder to help decide which priority is more important.
"A sales note is meant to get people excited to do the thing you want them to do, and to agree to do it. And only then after they have bought in, does it make sense to share the logistics."
Tactical:
  • Start with a 30-second 'sales' pitch even for small requests
  • Explain why the task benefits the business or solves a specific problem before giving instructions
"I'm a big proponent of speaking accurately. You can avoid a lot of problems if you speak accurately about your level of conviction and about the actual amount of evidence that you have for something."
Tactical:
  • Explicitly label initial thoughts as a 'hunch' or 'initial thinking'
  • Differentiate between 'this is X' (fact) and 'this could be X' (hypothesis)
"MOO stands for Most Obvious Objection. A lot of times we're surprised by the questions that we get especially in meetings, we feel blindsided. When really, if you thought for even two minutes about what are obvious objections that I'm likely to get, you often immediately come up with what some of those things are."
Tactical:
  • Spend two minutes before a pitch identifying the 'Most Obvious Objection'
  • Volunteer the counter-argument upfront to show rigorous thinking
"I don't have that number off the top of my head, but in the last quarter the number has been 60 to 70% and it's grown in the past year... Are you wondering if we are investing in mobile appropriately or where's that commission coming from, basically?"
Tactical:
  • Provide a range or historical context if the exact current stat is unknown
  • Ask clarifying questions to understand the underlying concern of the stakeholder
View all skills from Wes Kao →
Zoelle Egner 1 quote
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"The importance of relentlessly repeating the exact same stuff over and over again, even if you feel like everyone definitely knows... I repeated the same three talking points about why what we were doing mattered 5,000 times... You just have to get used to saying the same stuff."
Tactical:
  • Identify three core talking points and repeat them consistently
  • Communicate the same message across multiple formats (writing, speaking, async)
  • Don't stop repeating a message just because it feels boring to you
View all skills from Zoelle Egner →
Ebi Atawodi 1 quote
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"In terms of evangelizing, I think about three concentric circles. So the core of your vision is your team... Then I kind of go to this next layer, which is the stakeholders... and then finally, once you've got the feedback from stakeholders, you then go to leadership, and leadership really as high as possible."
Tactical:
  • Socialize the vision first with the core team (PM, Eng, Design)
  • Open documents for comments (not just view-only) to allow stakeholders to feel they have a say
  • Present the vision at all-hands or to high-level leadership once the core is aligned
View all skills from Ebi Atawodi →
Keith Yandell 1 quote
Listen to episode →
"One thing I found super effective in those contexts is I try to ask the other side. So, let's take the profitability side. I ask them to make the growth case. I say, 'Tell me the three best reasons why we should actually focus on growth here.'"
Tactical:
  • Ask stakeholders to articulate the three best reasons for the opposing strategy
  • Identify the specific motivations and goals of each person in the room to find common ground
View all skills from Keith Yandell →
Megan Cook 1 quote
Listen to episode →
"Most of the time when people come to me and they want to ask how to get by-in, they've got a date in mind, they've got a particular meeting and they have this idea where they're going to crop this perfect proposal... And that's the wrong attitude I think even to start with to getting buy-in. It's more of a journey."
Tactical:
  • Partner with stakeholders early when ideas are still fuzzy to incorporate their perspectives
  • Identify cross-functional partners (CTO, CMO, Design) who will be impacted and seek their feedback before the final meeting
  • Explicitly state at the start of a meeting whether you are seeking a decision, feedback, or hypothesis testing
View all skills from Megan Cook →
Naomi Gleit 2 quotes
Listen to episode →
"Extreme clarity means everyone's on the same page. It definitely doesn't mean that they all agree with each other, but they just have the same understanding of the facts. So we can disagree, but we all believe in the facts, which is that there's A, B, C, our options are X, Y, Z and here are the trade-offs 1, 2, 3."
Tactical:
  • Document the facts, options, and trade-offs to ensure everyone has the same context
  • Focus discussions on resolving misunderstandings before debating opinions
"One way to ensure extreme clarity is we have the shared vocabulary... That is what canonical nomenclature is literally writing out all the words in their definitions, so when we communicate, we are using the same vocabulary."
Tactical:
  • Create a glossary of terms and definitions for every major project
View all skills from Naomi Gleit →
Nickey Skarstad 2 quotes
Listen to episode →
"I've seen a lot of director level people through my career who will try to work on strategy in a vacuum alone. They'll write a document and they'll be like, 'Okay, team. Here's what we're doing. Here's our strategy.' And it never goes well. And it doesn't go well. It might be the right strategy, but because you did not bring people along on that journey to come up with it, they did not feel like they had a hand in crafting it themselves."
Tactical:
  • Avoid writing strategy in a vacuum; involve the team early in the journey
  • Talk to leadership and the CEO to ensure organizational context is baked into the strategy
"I used Loom, which is another one of my favorite products... And so I just recapped, 'All right, here's what I presented to leadership. Here are the feedback that we got. Here's the strategic feedback that we got. And here are the changes we're going to make. Any questions, let me know.' And I posted it in Slack."
Tactical:
  • Record short Loom recaps of leadership meetings to share with the team immediately
  • Post updates in Slack to maintain transparency and excitement without waiting for weekly meetings
View all skills from Nickey Skarstad →
Paige Costello 1 quote
Listen to episode →
"Always answer the question that they should have asked... there's actually another altitude, another point of strategy when you've- in a meeting or in a conversation to make sure that you're covering the more important point, the bigger picture, the alternative that the person asking the question maybe didn't see or consider."
Tactical:
  • Identify the strategic intent behind a stakeholder's question.
  • Provide the answer to the literal question but pivot to the more important strategic point or alternative.
View all skills from Paige Costello →
Tobi Lutke 1 quote
Listen to episode →
"When someone disagrees with me, I tend to immediately stop and say, 'Cool, let's figure out why there's disagreement.'... What I'm looking for is offer unstated foundational assumptions. What is our divergence point? Because you might be right. In fact, people often are, when it gets to this point, I found. Sometimes it's an unstated foundational assumption that I hold that is incorrect."
Tactical:
  • Actively seek out disagreement to build trust and uncover better ideas
  • Ask 'What is our divergence point?' to find unstated assumptions
  • Play devil's advocate if a proposal feels too predictable or lacks surprise
View all skills from Tobi Lutke →
Carilu Dietrich 1 quote
Listen to episode →
"Big growth levers can't be individual department goals without being cross company strategy."
Tactical:
  • Push for company offsites
  • Build shared OKRs
View all skills from Carilu Dietrich →

Install This Skill

Add this skill to Claude Code, Cursor, or any AI coding assistant that supports Agent Skills.

1

Download the skill

Download SKILL.md
2

Add to your project

Create a folder in your project root and add the skill file:

.claude/skills/stakeholder-alignment/SKILL.md
3

Start using it

Claude will automatically detect and use the skill when relevant. You can also invoke it directly:

Help me with stakeholder alignment