REWORK

Hosted by 37signals

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372

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Aug 2026

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About the show

A podcast by 37signals about the better way to work and run your business. The REWORK podcast features the co-founders of 37signals (the makers of Basecamp and HEY), Jason Fried and David Heinemeier Hansson sharing their unique perspective on business and entrepreneurship along with host Kimberly Rhodes.

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60 recent

August 26, 2026Episode 20118 min

One-way Doors

Not every decision deserves a long deliberation. In this episode, co-founders Jason Fried and David Heinemeier Hansson look back on 25 years of running 37signals, the handful of decisions that were truly irreversible, and why keeping a loose grip on most business calls has served them better than any spreadsheet ever could. Key Takeaways 00:11 – The single one-way door decision at 37signals 05:49 – Why most decisions barely take five minutes to make 08:05 – How the sum of right choices matters more than any single one 13:51 – Recognizing when the business stops moving forward 16:41 – Letting go of decisions that didn't pan out Links and Resources Jeff Bezos explains one-way door decisions and two-way door decisions Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

August 19, 2026Episode 20026 min

Competing with giants, the end of SaaS & other listener questions

Fresh listener questions are on the table this week. Jason Fried and David Heinemeier Hansson tackle whether small builders can realistically compete with industry heavyweights, what the AI agent wave actually means for the future of SaaS, and whether mixing your personal social presence with your business is a smart move or a mistake. Key Takeaways 00:11 – Competing in a market dominated by big players 04:40 – Is AI really the end of SaaS as we know it? 15:52 – When it makes sense to build versus buy 17:43 – Personal social accounts and promoting your business Links and Resources Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

August 12, 2026Episode 19919 min

Rapid Fire Q&A with Jason Fried and David Heinemeier Hansson

No prep, no filters, just questions. Host Kimberly Rhodes puts Jason Fried and David Heinemeier Hansson on the spot with a fresh round of rapid fire questions covering everything from recent reads and AI discoveries to memorable customer service moments and what they've started or stopped doing to make work better. Key Takeaways 00:10 – Recent books worth reading 02:13 – Something surprisingly good about AI right now 08:36 – A standout customer service experience 12:36 – Something started or stopped that made work or life better 14:21 – A favorite part of a typical work week Links and Resources Something Deeply Hidden by Sean Carroll The Fourth Turning by William Strauss and Neil Howe Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

August 5, 2026Episode 19826 min

We'll do it live

Showing off your product in real time, with real customers, changes everything. In this episode, Jason Fried and David Heinemeier Hansson walk through why 37signals has been hosting live demos and Q&A sessions since the Basecamp 5 launch, what makes the format work, and why being accessible and unafraid of your customers is underrated. Key Takeaways 00:10 – How (and why) 37signals is embracing live sessions with customers 07:47 – Why showing beats telling when it comes to your own product 13:47 – Being open about what you don't know 16:16 – Showing work in progress without fear 17:42 – Learning to show off what you built with confidence 19:56 – People choose who they do business with Links and Resources Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

July 29, 2026Episode 19725 min

What's the worst that could happen?

Many entrepreneurs spend more time worrying about what could go wrong than actually finding out. In this episode, Jason Fried and David Heinemeier Hansson detail how 37signals approaches experimentation, why lowering the stakes on most decisions leads to better ones, and how letting go of outcomes is both a mental discipline and a business strategy. Key Takeaways 00:10 – Where the willingness to just try things comes from 02:40 – The freedom that comes with not having to cover your bases before every decision 08:51 – Nobody can predict how customers will react 13:04 – How long do you give something before moving on? 18:01 – Things don't always pan out 21:29 – Anything you build can roll forward into the next product idea Links and Resources Jeff Bezos explains one-way door decisions and two-way door decisions Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

July 22, 2026Episode 19615 min

Start Here: Building a better onboarding experience

Getting a new customer through the door is one thing, but making sure they understand how things work is another. In this episode, Jason Fried and David Heinemeier Hansson break down how (and why) 37signals redesigned the onboarding experience with their latest version of Basecamp, why onboarding is one of the easiest things to overlook, and what it looks like when founders stay personally connected to that first impression. Key Takeaways 00:09 – What Basecamp's onboarding looked like before, and what changed with Basecamp 5 04:01 – Why onboarding is one of the hardest things to get right 08:33 – Why the people who built it are best suited to showcase it to customers 11:07 – Using onboarding to introduce who you are, not just what you built Links and Resources Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

July 15, 2026Episode 19522 min

Don't write it down

Customer feedback is valuable, but not all of it deserves a spot on your to-do list. In this episode, Jason Fried and David Heinemeier Hansson revisit a chapter from their book REWORK, sharing how 37signals filters feedback, why roadmaps can do more harm than good, and what happens when companies let fear drive their product decisions. Key Takeaways 00:40 – Why writing down every customer request can work against you 03:08 – Handling feedback on the technical and open source side 07:37 – Why 37signals doesn't really use time specific roadmaps 09:54 – How vague promises set customers up for disappointment 13:33 – Avoiding promised feature regret 16:10 – Don't let the fear of losing customers steer your decisions 19:29 – Resisting the pressure to just "do something” Links and Resources Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

July 1, 2026Episode 19432 min

AI Challenges in Software Development

AI didn't just speed up the development of Basecamp 5, it changed how it was built. This week, Jason Fried and David Heinemeier Hansson break down how much of a role AI played in building their latest product, where it shines, and how 37signals had to adjust its process to keep their code base clean. Key Takeaways 00:11 – How much of a role AI played in building Basecamp 5 09:55 – Where the intelligence technology truly excels 14:42 – The new challenge of saying no when features become easier to build 16:19 – Why a leaner product roadmap still matters 18:32 – Staying "easy to use" while competitors focus on AI features 20:44 – Why AI deserves both the hype and the skepticism 25:12 – Token spend, productivity, and staying profitable Links and Resources AI Agents welcome in Basecamp Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

June 24, 2026Episode 19331 min

Launch Details and Decisions

Basecamp 5 is out in the world! In this episode, Jason Fried and David Heinemeier Hansson sit down with host Kimberly Rhodes to talk about some of the details of the launch and the big decisions that went into it. They discuss what went smoothly, what only a live rollout could reveal, and the response from current customers. Key Takeaways 00:34 – How this launch compared to previous Basecamp versions 03:50 – Setting (and moving) the launch date 06:45 – How the mobile apps equaled a point of no return 13:07 – Going live is when things get real 16:31 – The decision to move all customers to Basecamp 5 at once 19:52 – Handling the customers who push back hardest 21:11 – How a great support team makes or breaks a major product transition Links and Resources See where Basecamp is being used right now – basecamp.com/live If Your Product Is Great, It Doesn't Need to Be Good by Paul Buchheit Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X

May 13, 2026Episode 19228 min

Clearing the decks for launch

With the launch of Basecamp 5 approaching, 37signals co-founders Jason Fried and David Heinemeier Hansson discuss what happens inside their company when it enters “launch mode.” They talk about temporarily shifting priorities, the difference between routine operations and launch periods, and why putting lower-priority tasks on hold is often necessary to make meaningful progress. Plus, Jason and David share their favorite aspects of the newest version of Basecamp. Key Takeaways 00:00 – Introduction 00:10 – Pausing processes and the power of “not now” 03:41 – Moving quickly and deciding to just build it 08:38 – Pressing pause on routines to stay focused on the goal 11:20 – Staying flexible while working through the chaos 13:54 – What life after launch will look like 20:54 – Jason and David share their favorite Basecamp 5 updates Links and Resources Record a video question for the podcast Watch The REWORK podcast on YouTube Basecamp is the no-nonsense project management system. Sign up for free at Basecamp.com HEY is a fresh take on email. Sign up for a 30-day free trial at HEY.com Fizzy is a modern spin on kanban. Sign up for free at fizzy.do Books by 37signals Jason Fried on X David Heinemeier Hansson on X