Marketing 30 guests | 50 insights

Brand Storytelling

Brand storytelling connects your product to a mission larger than features. Stories are memorable in a way that facts and features are not; they inspire teams, build customer loyalty, and create emotional resonance that drives word-of-mouth. The best stories center on transformation, not success, and make the listener feel something.

The Guide

5 key steps synthesized from 30 experts.

1

Start with the story, not the product

Define the product story before finalizing the product itself. A story creates cohesion and helps customers understand the value. When you're working on a launch, figure out the narrative first because the story will often dictate the product.

Featured guest perspectives
"When we're working on a launch, one of the first things we'll do is start figuring out what the story is. And the story will often dictate the product. Because ultimately you have to tell the story to people. But a story also is a really helpful way to develop a cohesive product."
— Brian Chesky
2

Center stories on a moment of transformation

Every effective story is centered on a brief moment of internal change or realization. Identify the 'five-second moment' where a transformation occurs. 98% of the story provides context to make that moment clear. Problem-solving stories beat success stories because they're relatable and actionable.

Featured guest perspectives
"Every story is about a singular moment. I call it five seconds. It's a moment of either transformation, meaning I'm telling you a story about how I once used to be one kind of person and now I'm a new kind of person. Or more common is realization."
— Matthew Dicks
"Success stories are not interesting. They're not interesting to anybody. It's not useful for you to hear that someone else succeeded. What's useful is for you to hear how someone else faced challenges that you faced."
— Jason Feifer
3

Hook the audience immediately with stakes

Stories must establish stakes at the beginning to capture attention. Plant an 'elephant' (a clear problem or goal) in the first sentence. Start with specific location and immediate action to ground the audience. Avoid opening with unattributed dialogue or sound effects.

Featured guest perspectives
"I always say you should have, what I call an elephant at the beginning of the story... We have to immediately know that something is at stakes. We have to be worried about something."
— Matthew Dicks
"Every pitch should start in the middle of the action, like a thriller or like a drama, like Mission Impossible movies always start with Tom cruise doing some crazy shit in the middle of the job right before the job that the actual movie is about because it gets your attention."
— Merci Grace
4

Make stories memorable and repeatable

The goal is to make people want to retell your story. Turn ideas into repeatable jokes, colorful mental images, or concrete anecdotes that people can share at a dinner table. Replace subjective adjectives with specific stories that provide social currency to the teller.

Featured guest perspectives
"The overall principle is you have to make it memorable and you have to make people want to say it of their own volition... You can make it into a joke... You can use an analogy... You can create a mental image that is very colorful... use a story, use an anecdote instead of using adjectives."
— Lulu Cheng Meservey
5

Build your brand into the product itself

Brand storytelling should be embedded directly into the product UI and interactions, not just external marketing. Prioritize 'love marks' and unique micro-interactions that communicate the brand's personality. The emotional feel of the software differentiates in a crowded utility market.

Featured guest perspectives
"I talk to my designer all the time, how can we add more love marks into the product? How can we prioritize more unique interactions? The little elements that make up that feeling of this product is speaking to me... we put all of the brand work actually into our product."
— Elena Verna
"I think for us, we invested a lot in our brand across multiple areas. And I think one specific area that I think is really important is that you create consistency across all customer touchpoints. And so branding is not just cool logo, cool advertising, fun imagery, but it's really about the impression that a customer or user has with your product."
— Kevin Aluwi

Common Mistakes

  • Telling success stories instead of problem-solving stories
  • Starting stories with a company intro rather than in the middle of the action
  • Using adjectives instead of concrete, retellable anecdotes
  • Treating brand as an afterthought separate from product

Signs You're Doing It Well

  • Customers and employees describe the mission in emotionally resonant terms
  • Your brand stories get retold by others in their own words
  • The product experience feels emotionally cohesive with the external marketing
  • Team members feel connected to a larger purpose through the narrative

All Guest Perspectives

Deep dive into what all 30 guests shared about brand storytelling.

Andy Raskin 2 quotes
Listen to episode →
"This structure really is about defining a movement, and that's very different from, 'Hey, I'm going to solve your problem.'"
Tactical:
  • Frame your brand as the leader of a movement toward a new way of winning.
"The third piece is what I call naming the object of the new game... I find that what's the object of the new game really boils it down as kind of the rallying cry of the movement. So the example with Zuora, the object for a while was turn customers into subscribers."
Tactical:
  • Create a 'buyer mission statement' or rallying cry (e.g., Airbnb's 'Belong Anywhere').
  • Try framing the object of the game as a question to engage the prospect.
View all skills from Andy Raskin →
April Dunford 1 quote
Listen to episode →
"what we want to do then is, okay, we've got this positioning, now let's put it together into a sales narrative that we can then take and test with qualified prospects and make sure it works, but we've also got something that the sales team can pitch and oh, by the way, everybody else knows how to tell the story too."
Tactical:
  • Storyboard the positioning into a narrative before creating decks
  • Create a script or demo that reflects the core positioning story
View all skills from April Dunford →
Arielle Jackson 3 quotes
Listen to episode →
"Your brand is who people think you are and developing a brand strategy is what do you want to be? What do you want people to think you are? And what are you going to do to help shape that perception?"
Tactical:
  • Define purpose, positioning, and personality as the core of brand strategy
  • Use brand strategy to inform visual design and tone of voice
"Your purpose is why you do what you do. It makes people want to root for you. And it has a big role in aligning people to come want to work for you and to have employees all feel like they're part of something. I like to think of it as we exist to blank."
Tactical:
  • Draft a purpose statement starting with 'We exist to...'
  • List cultural tensions in the world to find a relevant purpose
  • Ensure the purpose is independent of financial gain
"Strong brand spike in two of the five [dimensions]... sincerity, excitement, competence, sophistication, and ruggedness... you want to write them as statements that say we are X, but not Y, where Y is taking X too far. So in the example Google is playful but not silly."
Tactical:
  • Select two of the five dimensions of brand personality to focus on
  • Create five 'X but not Y' personality attributes to create healthy tension
  • Use these attributes to guide ad copy and illustration styles
View all skills from Arielle Jackson →
Bob Moesta 1 quote
Listen to episode →
"This actually comes from Pixar. The way Pixar actually does its films is it has to come back with one, two, three, four, five, six, seven, statements around it... It's this notion of once upon a time... every day... one day... because of that... until finally... and ever since that day."
Tactical:
  • Structure your career summary using the 'Once upon a time... Every day... One day... Because of that...' template.
  • Focus the 'One day' moment on the realization of your unique superpower or the reason for your current career pivot.
View all skills from Bob Moesta →
Brandon Chu 1 quote
Listen to episode →
"I think ultimately to have the highest trajectory and what certainly was a tailwind for my career was you guys have to lean into those founder skills. And so things like being a great storyteller, how to get the most out of people around you, foster creative and motivated teams"
Tactical:
  • Lean into storytelling to foster creative and motivated teams
  • Use narrative to bring teams through periods of high ambiguity
View all skills from Brandon Chu →
Brian Chesky 1 quote
Listen to episode →
"When we're working on a launch, one of the first things we'll do is start figuring out what the story is. And the story will often dictate the product. Because ultimately you have to tell the story to people. But a story also is a really helpful way to develop a cohesive product."
Tactical:
  • Define the product story before finalizing the product
  • Use the story as a guide for cohesive development
View all skills from Brian Chesky →
Camille Ricketts 1 quote
Listen to episode →
"painting an emotional picture of the vision that he was really going after and being able to convey the emotional quality of the mission to the people he talked to. So definitely at the time about the electric vehicle revolution and then space travel, I think he just knew how to make people feel about it that really enlisted a lot of hearts and minds"
Tactical:
  • Convey the emotional quality of the mission, not just the technical details
  • Use vision to make people feel something about the future you are building
View all skills from Camille Ricketts →
Chip Huyen 1 quote
Listen to episode →
"When we write something we care about how users would feel across a story... care about character likeability... you put in some vulnerability sometimes it's like okay maybe it's person have setback."
Tactical:
  • Map the emotional journey of the narrative to avoid 'emotional exhaustion' in the reader
  • Build character likeability by showing setbacks and vulnerability rather than just competence
View all skills from Chip Huyen →
Christina Wodtke 2 quotes
Listen to episode →
"If you tell people a bunch of facts, they'll forget most of them... But if you tell them a story that's full of facts, they will remember it... stories are very powerful. I think images are very powerful."
Tactical:
  • Wrap data and facts inside a narrative to ensure they are remembered by the team.
  • Use simple drawings to create a shared mental model and avoid the abstraction of words.
"structurally there's a beginning, middle, and end. Intrigue people with a hook, a mystery. That's the beginning, right? A mystery, a secret, a surprise. The middle is... where you get your message in. And the end is always going to be success and celebration"
Tactical:
  • Start every presentation or pitch with a 'hook' (a mystery, secret, or surprise) to get attention.
  • Always end stories with success and celebration to leave the audience excited.
View all skills from Christina Wodtke →
Elena Verna 3 quotes
Listen to episode →
"One of our biggest strategy is building in public, and it's coupled with employee socials, founder-led socials."
Tactical:
  • Encourage founders and employees to post authentically on X and LinkedIn to show the 'humanity' behind the software.
  • Use daily shipping updates to stay top-of-mind for users without relying on traditional newsletters.
"I talk to my designer all the time, how can we add more love marks into the product? How can we prioritize more unique interactions? The little elements that make up that feeling of this product is speaking to me... we put all of the brand work actually into our product."
Tactical:
  • Prioritize 'love marks' and unique micro-interactions that communicate the brand's personality.
  • Focus on the emotional feel of the software to differentiate in a crowded utility market.
"Storytelling is a big portion of it actually to stick."
Tactical:
  • Use narratives to present data and frameworks to increase their impact and memorability.
View all skills from Elena Verna →
Emilie Gerber 2 quotes
Listen to episode →
"It's identifying the piece of the story that's most interesting and then doubling down on that... figuring out how to tie it to these things that people actually care about, and not just the company's messaging I think is our job."
Tactical:
  • Identify the 'nugget' of the story that is most interesting to the general public
  • Tie product news to current events or industry-wide problems
"Having something pretty controversial to say... we really push our clients to have something unique and different and bold to say. And it obviously has to be a strategic decision for the business... but there are I think instances where it can make a lot of sense to say something that's a little bit bold and controversial."
Tactical:
  • Take a stance that opposes a popular trend if it's strategically sound
  • Pitch 'gaps' in current coverage by offering a different perspective
View all skills from Emilie Gerber →
Gina Gotthilf 2 quotes
Listen to episode →
"The importance of building a lovable brand that really resonates with people and makes people feel something and want to stand behind an idea that's bigger than themselves is not easy to do, but possible and core to being able to increase word-of-mouth."
Tactical:
  • Identify a mission or 'bigger idea' that resonates emotionally with the target audience.
  • Use the brand to make users feel like they are part of something larger than just a product transaction.
"If you're able to tell a story about people whose lives are completely transformed or something like that, that's much more interesting and has played an important role in, honestly, my work at Tumblr, at Duolingo... definitely Latitude as well."
Tactical:
  • Pitch stories of human transformation to media rather than just business milestones.
  • Focus social media content on the impact the product has on lives.
View all skills from Gina Gotthilf →
Grant Lee 1 quote
Listen to episode →
"I think part of founder-led marketing is going through this yourself. I think a lot of founders are trying to be more active on social media. And I think if you can overcome the initial cringe factor of seeing yourself and postings like, oh, this doesn't feel authentic, if you can overcome that initial feeling, you start investing into like, okay, how do I become a better copywriter? How do I articulate something that is clear, not just clever?"
Tactical:
  • Practice copywriting to ensure communication is clear rather than just clever.
  • Bank 'goodwill' by sharing valuable content for a long time before asking for anything in return.
  • Keep a log of unintuitive lessons and observations to turn into content.
View all skills from Grant Lee →
Gustaf Alstromer 1 quote
Listen to episode →
"Finally, what I would say is the skill that's really attributed to great founders is excellent communication skills. So the ability to communicate really complicated ideas clearly... I would say communication or storytelling is part of the same arc, right? And those are part of the same thing that actually motivates people around you."
Tactical:
  • Practice communicating complicated technical ideas in clear, simple narratives
View all skills from Gustaf Alstromer →
Jason Feifer 2 quotes
Listen to episode →
"Success stories are not interesting. They're not interesting to anybody. It's not useful for you to hear that someone else succeeded. What's useful is for you to hear how someone else faced challenges that you faced. And got through them so that you can see. Aha, that's an interesting strategy to use for me. I hate success stories. I love problem solving stories."
Tactical:
  • Frame your brand story around a specific problem you faced and the counterintuitive way you solved it.
  • Be open about challenges and vulnerabilities during interviews to build a more compelling 'hero's journey' narrative.
"Sometimes you are not the story, but you can be part of the story. Sometimes that means if Fred stumbled into it, but I get plenty of people who've reach out and maybe they have a real estate startup and there's something really interesting happening in the real estate space and they reach out and they tell me about this really interesting thing that's happening in the real estate space and the role that they happen to play in it."
Tactical:
  • Identify a 'gigantic scam' or industry-wide problem your company is caught up in and pitch that larger story to journalists.
  • Use your company's internal data to create reports (like the 'Corcoran Report') that establish you as an authority on industry trends.
View all skills from Jason Feifer →
Jonathan Becker 1 quote
Listen to episode →
"In a pitch situation you want to tell a story, it's important, and that story has to have a beginning, middle, and end... be brave and tell them what they need rather than just conforming to what they're asking for because sometimes inadvertently that leads you down the wrong path."
Tactical:
  • Structure pitches with a clear beginning, middle, and end
  • Identify the underlying need of the stakeholder rather than just answering their explicit questions
View all skills from Jonathan Becker →
Ken Norton 1 quote
Listen to episode →
"The art is communication, collaboration, the more fuzzy, softer skills, people stuff... do some training about storytelling. These are all really, really important factors that start to come into play."
Tactical:
  • Seek out specific training in storytelling to complement technical PM skills
View all skills from Ken Norton →
Karri Saarinen 1 quote
Listen to episode →
"To me, I think the brand should be always authentic and it should, I think even if people can't articulate it, if people start to feel like something is off... you create it over time by the things you do, the things you say, how you say them and how do you approach things, how do you treat customers, how do you build the website or the product?"
Tactical:
  • Ensure the brand voice is consistent across the product, marketing, and support interactions.
  • Focus on authenticity rather than emulating the brand styles of other successful companies.
View all skills from Karri Saarinen →
Kevin Aluwi 3 quotes
Listen to episode →
"I'm a very big believer that the two most important things in a consumer business are product and brand in that order. And I don't think I need to sell the idea, especially to your audience. That product is absolutely critical and probably the most important. But brand as an afterthought is definitely one of the areas where I think there's a giant missed opportunity for consumer tech businesses."
Tactical:
  • Prioritize brand as a core pillar alongside product rather than an afterthought
  • Aim to create associations that transcend transactional relationships to become part of a user's identity
"I think for us, we invested a lot in our brand across multiple areas. And I think one specific area that I think is really important is that you create consistency across all customer touchpoints. And so branding is not just cool logo, cool advertising, fun imagery, but it's really about the impression that a customer or user has with your product and with your business."
Tactical:
  • Ensure consistency across all customer touchpoints, including in-app copy and advertising
  • Think of branding as the total impression a user has of the business, not just visual assets
"The jackets and helmets piece I think is really, really important for two reasons. One, the more obvious reason, which is that because they were just all over the streets of many cities in Indonesia, people were familiar with the imagery and the names, but I think it's also really important that people saw what was happening... it was like this beautiful combination of one just having that imagery and having that visual everywhere as a reminder of the brand. But more importantly, it was also a physical reminder of the service of what we do and of how we can help you."
Tactical:
  • Use physical branding (like uniforms or equipment) to provide a constant visual reminder of the service
  • Look for opportunities where branding can physically reinforce the value proposition (e.g., seeing a driver bypass traffic)
View all skills from Kevin Aluwi →
Laura Modi 1 quote
Listen to episode →
"I now reflect back on just how powerful our storytelling was at Airbnb to get people pumped up. I mean, even for some of the smallest features that we would build, Lenny, they would kick off with the most powerful storytelling. I mean, we were changing lives. And again, it makes you wake up every day going, 'Fuck, yeah, I want to work on this.'"
Tactical:
  • Kick off feature launches with stories that highlight the human impact of the work.
  • Ensure the narrative of 'changing lives' is felt throughout the entire organization.
View all skills from Laura Modi →
Lulu Cheng Meservey 1 quote
Listen to episode →
"The overall principle is you have to make it memorable and you have to make people want to say it of their own volition... You can make it into a joke... You can use an analogy... You can create a mental image that is very colorful... use a story, use an anecdote instead of using adjectives because adjectives are so subjective, they're meaningless to people."
Tactical:
  • Turn ideas into repeatable lines or jokes.
  • Use colorful mental images (e.g., 'put the pill in some cheese').
  • Replace subjective adjectives with concrete anecdotes that people can repeat at a dinner table.
View all skills from Lulu Cheng Meservey →
Matthew Dicks 5 quotes
Listen to episode →
"Every story is about a singular moment. I call it five seconds. It's a moment of either transformation, meaning I'm telling you a story about how I once used to be one kind of person and now I'm a new kind of person. Or more common is realization. Which is I used to think something and then some stuff happened and now I think a new thing."
Tactical:
  • Identify the 'five-second moment' where a transformation or realization occurs.
  • Ensure 98% of the story provides the necessary context to make that moment clear.
"The dinner test is the idea that when you're telling a story in a formal way... the story that you're telling should be very closely related to the story you would tell someone if you were having dinner. So there should be no performance art included within your story."
Tactical:
  • Avoid opening with unattributed dialogue or sound effects (e.g., 'Bang!').
  • Speak in a slightly elevated version of your natural dinner-table voice.
"I always say you should have, what I call an elephant at the beginning of the story... We have to immediately know that something is at stakes. We have to be worried about something."
Tactical:
  • Plant an 'elephant' (a clear problem or goal) at the very beginning.
  • Use a 'backpack'—tell the audience your plan so they can worry when it goes wrong.
  • Use 'breadcrumbs' to drop hints about future developments.
  • Use an 'hourglass' to slow down time during the most critical moments.
  • Use a 'crystal ball' to predict a false or frightening future to increase tension.
"I just decided every day before I go to bed, I'm going to look back on the day and find one moment that would've been worth telling as a story. Even if it wasn't really worth telling, I was going to write it down. Now I don't write the whole thing down. That's crazy. It's not doable. What I do is I took an Excel spreadsheet, two columns, the date, and then I stretched the B column across."
Tactical:
  • Spend five minutes every night recording one story-worthy moment from the day.
  • Use a simple spreadsheet with the date and a one-sentence description of the moment.
  • Look for moments of emotional resonance, even if they seem small.
"Start every story you ever tell for the rest of your life with those two things. So you start with location, where are you? Location activates imagination... and you start with action, meaning something needs to be happening right away."
Tactical:
  • Begin the story by stating exactly where you are.
  • Ensure the first sentence involves an action to create momentum.
View all skills from Matthew Dicks →
Merci Grace 3 quotes
Listen to episode →
"I think one of the things that is quite obvious from the get-go... is how different really great CEOs and startup leaders are at storytelling, at coming up with a pithy answer, at owning the room. The fundamentals of their businesses might not even look a lot better, but when you're in that room, you feel so differently about it."
Tactical:
  • Focus on owning the room and delivering pithy, memorable answers during pitches.
"Every pitch should start in the middle of the action, like a thriller or like a drama, like Mission Impossible movies always start with Tom cruise doing some crazy shit in the middle of the job right before the job that the actual movie is about because it gets your attention."
Tactical:
  • Start your pitch or presentation in the middle of the action to capture immediate attention.
  • Avoid starting with boring market slides; backfill context later.
"If you are going to say that you're the only founder that could start this company, or you have this really unique insight, start there. Even though it feels like you haven't built up to it yet, or anything like that, you don't have to, you'll backfill all of that later."
Tactical:
  • Lead with your unique founder insight immediately in the deck.
View all skills from Merci Grace →
Mike Maples Jr 2 quotes
Listen to episode →
"The storytelling primitive ends up working spectacularly well for startups, right? We need to describe the world that is, we need to describe the world that could be... your job as the founder is to be Obi-Wan, not Luke."
Tactical:
  • Describe the 'world that is' (the current pain/status quo)
  • Describe the 'world that could be' (the transformed future)
  • Position your product as the 'lightsaber' or tool the hero needs to succeed
  • Toggle back and forth between the current state and the future state to create tension
"A movement is a way to crystallize the choice... The people who followed Martin Luther King bought into the aesthetically better future that his movement promised."
Tactical:
  • Leverage a grievance of a minority against the 'tyranny' of a majority
  • Animate the story so early believers feel emotionally committed to moving to the new future
View all skills from Mike Maples Jr →
Nancy Duarte 1 quote
Listen to episode →
"People had never seen someone tell a data story and stand in front of data and the scale in 90 foot screen... he would go city to city to city, because he was traveling for five years seeding, like planting seeds for a groundswell."
Tactical:
  • Use data storytelling to make abstract concepts (like climate change) tangible
  • Seed a message through repeated, high-touch private presentations before a mass launch
View all skills from Nancy Duarte →
Petra Wille 2 quotes
Listen to episode →
"First of all, people that's starting, often they are getting a better storytelling journey. Often totally underestimate how many time actually great storytellers are investing in creating the stories and making sure they can share the story in nice ways and formats. So that's maybe the first tip, you have to plan to put in a lot of work to create your story."
Tactical:
  • Dedicate specific time (e.g., 1-2 hours daily for two weeks) to craft major strategy stories
  • Use language that speaks to both hearts and minds
  • Remove business lingo and three-letter abbreviations to avoid 'banner blindness'
"I use this hero's journey a lot where I think about, should I put the team in the heart of the story? Because if it's a story that should help me to motivate the team or to inspire the team to actions or something like that, then maybe it's nice if I put them in the center of the story and make them the heroes and talk about the demons and monsters they have to fight to once arrived at this brighter future."
Tactical:
  • Cast the team or the user as the hero of the narrative
  • Define the 'call to adventure' and the 'bright future' clearly
  • Prepare the story in three lengths: 75 seconds, 6 minutes, and 18 minutes
View all skills from Petra Wille →
Yuhki Yamashata 1 quote
Listen to episode →
"I often talk about memification, which is this idea that I found this out most at Uber, I feel, where there's certain insights, data insights, research insights that were memmified to the point where someone like Travis or Dara would just cite this insight in the middle of a meeting, and you know that you've really done your job as, maybe, a researcher or a data scientist or product manager if people are able to do that and draw from that in that way."
Tactical:
  • Synthesize disparate observations into a cohesive thesis
  • Use real-world metaphors to explain complex concepts
  • Aim for 'memification' where insights are catchy enough for execs to cite in meetings
View all skills from Yuhki Yamashata →
Zoelle Egner 2 quotes
Listen to episode →
"The incredible power of a simple idea to bring people together. One of the reasons why VaccinateCA was so powerful and got so many people to help is everybody immediately understood why it would be useful and how they specifically could be making a difference... 'Pick up phone, help save lives.'"
Tactical:
  • Distill the mission into a simple, actionable phrase
  • Connect the individual's specific actions directly to the larger impact
"Having more of a point of view than just about your product, you can try and say, like, 'We are part of something bigger. Here's the broader circle or movement that we are a part of.' It makes it feel more inevitable and more like you're not just self servingly talking about your tiny corner of the world."
Tactical:
  • Develop a point of view that extends beyond the product's features
  • Connect the company's mission to broader industry or societal trends
View all skills from Zoelle Egner →
Josh Miller 1 quote
Listen to episode →
"the storytelling team is about people we don't have the privilege of serving yet... That could be an investor, air quote, 'investor relations.' That could be members of the press, air quote, 'PR.' That could be just people out in the world, air quote, 'marketing'... It's telling our story to people and thinking about that holistically in full stack."
Tactical:
  • Hire multidisciplinary storytellers (e.g., former reporters, filmmakers) rather than traditional marketers
  • Focus on 'radical trust building' by showing the human side of the company
View all skills from Josh Miller →
Krithika Shankarraman 1 quote
Listen to episode →
"A brand is an expectation that you create within your audience."
Tactical:
  • Define what expectations your brand sets
  • Ensure experience matches promises
View all skills from Krithika Shankarraman →

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