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Founder Mode

Founder Mode is a weekly newsletter for builders—whether it’s startups, systems, or personal growth. It’s about finding your flow, balancing health, wealth, and productivity, and tackling challenges with focus and curiosity. Each week, you’ll gain actionable insights and fresh perspectives to help you think like a founder and build what matters most.

New Founder Mode: the real cost of AI sprawl and vibe-coded CRMs. Plus Pretty Good AI Episode 5 with Dr. Adam Cien on fixing voicemail triage.
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​Founder Mode Episode 75 - The $1 CRM Killer

The $1 CRM Killer Welcome back to Founder Mode! On the latest Founder Mode episode, it's just Jason Shafton and me again, catching up on everything AI-related that happened to us this past week. Jason kicks it off with a story about asking an AI agent to draft a Slack message for a client, only to have it send the message instead, tagged "sent from Claude" at the bottom. When he pointed out the mistake, the agent offered to file a bug report against itself. We got into why the wording you...

New Founder Mode: authenticity with Chomp founder Kiko. Plus Pretty Good AI Episode 4 with Mark Llorente on trust and value-based care.

The Fursuit of Happiness with Kiko Zang On the latest Founder Mode episode, Jason Shafton and I talk with Kiko, founder of Chomp, about something most founders don't say out loud: how much of building a company is really about figuring out who you actually are. Kiko grew up moving between China, New Zealand, and the US, and spent years adapting her personality to fit whatever room she was in. She built her first crypto company, Orca, while staying anonymous for a year and a half. Later, she...

Founder Mode: building an AI chief of staff for legacy industries. Plus Pretty Good AI Episode 3 with Jay Carmichael on scaling rural care.

The Accountant vs. QuickBooks Test with Mohammad Moahid On the latest Founder Mode episode, Jason Shafton and I talk with Mohammad Moahid, an operator who's turning AI agents into an actual part of how a business runs, not just another tool bolted on the side. 🎧 Listen to Founder Mode Episode 73 here: The Accountant vs. QuickBook... Sep 10 · Founder Mode 26:21 Mo built his first AI system to solve his own problem: an influencer-seeding tool for his e-commerce company. From there, he took the...

13 Agents Watching 76 Agents I have two shows for you this week. First, check out the newest episode of Founder Mode. Then stick around for episode two of the Pretty Good AI Podcast. 🎧 Listen to Founder Mode Episode 72 here: 13 Agents Watching 76 Agents Sep 3 · Founder Mode 28:27 On the latest Founder Mode episode, Jason Shafton and I get into how we price our services, what happens when AI quietly breaks instead of loudly failing, and why some of the biggest deals in healthcare tech are...

New: the Pretty Good AI Podcast launches with Katy Zorich on scaling healthcare teams, plus Founder Mode's Jess Chan on playing the long game.

SaaS Made Her Love Services with Jess Chan (Plus New Podcast Alert: The Pretty Good AI Podcast Is Here) I have two shows for you this week. First, check out the newest episode of Founder Mode. Then stick around, because I'm launching something brand new: the Pretty Good AI Podcast. 🎧 Listen to Founder Mode Episode 71 here: SaaS Made Her Love Services... Aug 27 · Founder Mode 28:43 On the latest Founder Mode episode, Jason Shafton and I sit down with Jess Chan, founder of Longplay. Jess grew...

Learn why trust, customer focus, and smart AI use matter more than viral content in an internet increasingly filled with AI-generated noise.

The Internet Isn't Dead Welcome back to Founder Mode! Jason and I covered a lot in this episode. We talked about AI-generated content, founder thought leadership, token usage, and why getting millions of views doesn't matter if the right customers never see you. The common thread was trust. As AI creates more content than ever before, founders have to work harder to build credibility instead of just producing more posts. One comment from the episode summed it up well: "The internet's not...

Think Week is Now Build Week Welcome back to Founder Mode! Every once in a while, Jason and I record an episode without a guest. Those conversations usually turn into some of my favorites because we get to share what's actually working right now. This episode covered everything from AI workflows and building software faster to fundraising, team management, and something we don't talk about enough: using leverage to create more freedom. One thing I said near the end really captures the point:...

Learn how hidden multipliers, customer interviews, and small product improvements create lasting business growth with insights from Jason Cohen.

The Profit Whale with Jason Cohen Welcome back to Founder Mode! Most founders think growth comes from working harder. But after talking with Jason Cohen, I came away with a different conclusion. The biggest gains usually come from finding the few things that create outsized results. Jason has spent decades building companies, investing in founders, and studying what separates businesses that grow from those that stall. His new book, Hidden Multipliers, is all about finding those overlooked...

Founder Anthony Ng Monica explains why health is a founder's biggest competitive advantage and how simple habits outperform burnout.

Stop Chasing Plan A with Anthony Ng Monica Welcome back to Founder Mode! Most founders think burnout is part of the job. I used to think that too. But after talking with Anthony Ng Monica, I kept coming back to one idea: Your business can only perform as well as the person building it. Anthony has built and exited a global company. Today, he helps founders improve their health without stepping away from their businesses. This wasn't a conversation about six-packs or biohacking. It was about...

AI isn't the moat anymore. Learn why systems, taste, and connecting AI to real business problems create the biggest advantage.

You Are The Bottleneck Welcome back to Founder Mode! AI is moving faster than ever. Every week there's a new model. Every month there's a new startup claiming it has the next breakthrough. But after recording this episode of Founder Mode, I came away with a different conclusion. The companies that win won't necessarily have the smartest AI. They'll have the best systems around it. As Jason and I talked through everything happening over the past week, one pattern kept showing up. The real...