
Building better roadmaps | Janna Bastow (Mind the Product, ProdPad)
Janna Bastow (guest), Lenny Rachitsky (host), Narrator
In this episode of Lenny's Podcast, featuring Janna Bastow and Lenny Rachitsky, Building better roadmaps | Janna Bastow (Mind the Product, ProdPad) explores roadmaps As Strategy Prototypes: Janna Bastow Redefines Product Planning Janna Bastow, co‑founder of Mind the Product and founder of ProdPad, argues that roadmaps should be treated as evolving prototypes of strategy, not fixed delivery plans. She explains her popular Now–Next–Later framework as an alternative to date-driven Gantt charts, emphasizing learning, discovery, and outcome-focused planning over rigid commitments.
Roadmaps As Strategy Prototypes: Janna Bastow Redefines Product Planning
Janna Bastow, co‑founder of Mind the Product and founder of ProdPad, argues that roadmaps should be treated as evolving prototypes of strategy, not fixed delivery plans. She explains her popular Now–Next–Later framework as an alternative to date-driven Gantt charts, emphasizing learning, discovery, and outcome-focused planning over rigid commitments.
The conversation ranges across community building (Mind the Product’s growth and conference war stories), public speaking and storytelling tactics, and the realities of transforming product culture in large organizations. Janna also shares how tools and processes can enforce better product habits, such as continuous discovery, retrospectives, and psychological safety.
She positions modern product work as experimentation similar to sales: teams should be accountable for running smart experiments and moving outcomes, not for magically predicting exact delivery dates. Finally, she offers advice for PMs who want to become founders and how to craft practical, clear product visions.
Key Takeaways
Treat your roadmap as a prototype of your strategy, not a contract.
Janna frames the roadmap as a way to surface and test assumptions about problems and priorities; its value lies in the roadmapping process—sharing, challenging, and refining—rather than the artifact itself.
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Replace rigid timelines with a Now–Next–Later roadmap for most work.
By organizing work into ‘Now, Next, Later’ instead of assigning dates to everything, teams acknowledge uncertainty, reduce pressure to hit arbitrary deadlines, and keep focus on sequencing and learning; dates are reserved only for truly date-constrained initiatives.
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Separate soft launches from hard launches to align product and marketing.
Ship when development is ready (soft launch), then let marketing plan a separate, better-prepared hard launch once they can see and use the real product, avoiding misaligned timelines and rushed campaigns.
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High-functioning product teams invest heavily in discovery and retrospectives.
Teams that regularly talk to customers, question assumptions, and run honest retros create psychological safety and continuous improvement, which naturally leads to better prioritization, experimentation, and more realistic roadmaps.
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Use tools and process nudges to enforce good product habits.
ProdPad is intentionally designed to make bad practices hard (e. ...
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Public speaking skill is built through deliberate practice, coaching, and feedback.
Janna improved by watching great talks, working with a speaker coach, scripting and rehearsing thoroughly, recording and reviewing herself, and using simple tactics like power poses, early stage walkthroughs, and focusing on supportive faces in the audience.
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PMs are well-positioned to become founders but must embrace uncertainty.
Product managers already coordinate across functions and think in systems; transitioning to founder means leveraging that experience, surrounding yourself with advisors, accepting constant unknowns, and starting before you feel fully ‘ready’.
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Notable Quotes
“The value isn’t in your roadmap. The value is in the roadmapping process.”
— Janna Bastow
“I think about a roadmap as being a prototype for your strategy.”
— Janna Bastow
“We don’t live in la-la land. If something has a regulatory date, it should absolutely have a date on the roadmap.”
— Janna Bastow
“You’re not asking for any more leeway than your salesperson.”
— Janna Bastow
“People in the audience are rooting for you. No one is rooting for you to fall over and have a bad time.”
— Janna Bastow
Questions Answered in This Episode
How can a team that is deeply entrenched in date-driven Gantt roadmaps practically introduce Now–Next–Later without losing stakeholder trust overnight?
Janna Bastow, co‑founder of Mind the Product and founder of ProdPad, argues that roadmaps should be treated as evolving prototypes of strategy, not fixed delivery plans. ...
Get the full analysis with uListen AI
What metrics or signals best demonstrate to executives that an experiment- and outcome-driven roadmap is outperforming a traditional feature-timeline roadmap?
The conversation ranges across community building (Mind the Product’s growth and conference war stories), public speaking and storytelling tactics, and the realities of transforming product culture in large organizations. ...
Get the full analysis with uListen AI
How should product teams decide which initiatives truly deserve fixed deadlines versus those that should remain flexible in Now–Next–Later buckets?
She positions modern product work as experimentation similar to sales: teams should be accountable for running smart experiments and moving outcomes, not for magically predicting exact delivery dates. ...
Get the full analysis with uListen AI
In organizations with low psychological safety, what first steps can a PM take—without formal authority—to move toward the culture Janna describes?
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For PMs aspiring to be founders, which specific gaps (skills, experiences, or relationships) should they focus on closing before making the leap?
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Transcript Preview
The whole point about a roadmap is that it's not designed to be your plan. I think about it as being a prototype for your strategy. And what I mean by that is, we talk about prototyping all the time in the lean world, and a prototype is essentially a way of checking your assumptions. Generally, we think about it in terms of a design or, like, a model, but think about it at the, uh, strategy level. So at the feature level, you'd prototype by doing a design, a mock-up, and you'd take that mock-up and you'd share it with somebody and say, "Here's a mock-up of the feature that I'm trying to build. What do you think?" And they tell you what's right or wrong, and you'd add some new copy or button to make it more clear, and you'd throw out the original prototype because it wasn't very good and you make a new one. So the value isn't the prototype. The value is in the prototyping process. The value isn't in your roadmap. The value is in the roadmapping process. What you're actually doing is laying out your assumptions of the problems that you're solving. So you're saying, "I think we have this problem, then this problem. What do you think?" The whole point is that you just share your early assumptions with other people on the team, with customers even. Like, anybody who'll listen, and just check that you're on the right path.
(instrumental music) Welcome to Lenny's Podcast. I'm Lenny, and my goal here is to help you get better at the craft of building and growing your own products. I interview world-class product leaders and growth experts to learn from their hard-won experiences building and scaling today's most successful companies. Today, my guest is Janna Bastow. Janna co-founded Mind the Product, which I believe is the largest community of product people anywhere. She's also the inventor of the roadmapping framework Now-Next-Later and the founder of ProdPad, which makes it easy for you to do your roadmapping in this new simpler way. In our chat, we talk about public speaking, community building, roadmapping, vision, and going from product manager to founder. With that, I bring you Janna Bastow. This episode is brought to you by Formsort, the leading low-code form builder for product teams. If you work at a startup, you've probably experienced the pain of building forms. Product managers come up with an idea for a new onboarding flow, and then engineers have to build it and then maintain these flows forever. Even tiny changes to the flow can take weeks to get implemented, slowing down your team's experimentation cycle. Formsort removes the engineering bottleneck and gives product managers and marketers full control over the form building life cycle. With Formsort, anyone can build highly customizable forms, implement complex logic, and send data to destinations like Postgres, BigQuery, and Segment. Companies like GoodRx, Candid, and Balance Homes build their most important forms on Formsort. Think patient intake data, surveys, and fintech onboarding. They've seen conversion rates increase by over 30% and have saved thousands of engineering hours. I always tell startups that improving onboarding is one of the most powerful ways to optimize activation and increase retention. Formsort makes this process as easy as possible, and it's why I'm a proud investor. You can sign up for a free account on Formsort.com and use promo code LENNY for 20% off a Formsort pro plan. This episode is brought to you by Coda. Coda's an all-in-one doc that combines the best of documents, spreadsheets, and apps in one place. I actually use Coda every single day. It's my home base for organizing my newsletter writing. It's where I plan my content calendar, capture my research, and write the first drafts of each and every post. It's also where I curate my private knowledge repository for paid newsletter subscribers, and it's also how I manage the workflow for this very podcast. Over the years, I've seen Coda evolve from being a tool that makes teams more productive to one that also helps bring the best practices across the tech industry to life with an incredibly rich collection of templates and guides in the Coda doc gallery, including resources from many guests on this podcast, including Shreyas, Gokul, and Shishir, the CEO of Coda. Some of the best teams out there, like Pinterest, Spotify, Square, and Uber, use Coda to run effectively and have published their templates for anyone to use. If you're ping-ponging between lots of documents and spreadsheets, make your life better and start using Coda. You can take advantage of a special limited time offer just for our startups. Head over to coda.io/lenny to sign up and get a thousand dollar credit on your first statement. That's coda.io/lenny to sign up and get a thousand dollars in credit on your account. (instrumental music) Janna, welcome to the podcast.
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