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The Bootstrapped Founder

Latest episodes

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4 snips
Aug 9, 2024 • 17min

339: Does Your SaaS Need a “User Tour?”

Is guiding users through your app a sign of complexity or helpfulness? This discussion reveals it's a bit of both, depending on your audience and product. Delve into strategies for effective software onboarding and understand the delicate balance between user experience and design complexity. Learn how to create intuitive user tours that serve both newcomers and seasoned users while maintaining access to advanced features. It's a thoughtful exploration of making software user-friendly without sacrificing sophistication.
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4 snips
Aug 2, 2024 • 18min

“Working In” vs “Working On” the Business

The discussion dives into the crucial balance between operational work and strategic growth in a business. The speaker reflects on the tendency to get caught up in daily tasks while neglecting long-term vision. There’s a strong emphasis on the importance of clarity and structured planning for future success. Creating an organizational chart is presented as a tool for visualizing and organizing business goals. Tune in for insights on shifting focus from working in the business to working on it, paving the way for growth.
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Jul 26, 2024 • 16min

337: Doing Things that Don’t Scale …Unintentionally

Exploring unscalable hands-on experiments in early business stages, dealing with unexpected scaling problems, and finding solutions when faced with explosive growth. Learning from technical challenges and the concept of scaling in startups, emphasizing the importance of addressing scalability issues and leveraging past solutions for future improvements.
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15 snips
Jul 19, 2024 • 21min

336: The 7 Deadly Sins of Indie Hacking

Explore the impact of deadly sins in indie hacking such as greed, sloth, and envy. Learn to avoid pitfalls and focus on growth by prioritizing sales and marketing strategies. Nurture resilience in entrepreneurship through sharing work, welcoming feedback, and striving for continuous improvement.
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Jul 12, 2024 • 17min

335: Tipping Over

Explore the pressure of demo day pitching and the benefits of stepping away from tech to embrace empathy for mental health. Learn how refining presentations can boost business confidence and the importance of human connections to avoid burnout.
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Jul 5, 2024 • 17min

334: Sincere, not Serious

Exploring the nuances between sincerity and seriousness in entrepreneurship, focusing on authenticity and long-term value. Embracing honesty and transparency to build trust with the audience for sustainable success in business decisions.
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11 snips
Jul 3, 2024 • 45min

333: Kitze — Juggling Projects, ADHD, and the Indie Hacker Lifestyle

Kitze, a serial indie hacker and entrepreneur, talks about juggling multiple projects like Sizzy and Benji while managing ADHD. He shares his founder's dilemma, marketing strategies, and work-life balance. Kitze's candid anecdotes offer insights into founder-investor alignment and the indie hacker lifestyle.
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Jun 28, 2024 • 11min

332: Beyond Small Bets — Embracing the Big Play

Exploring the challenges of transitioning focus after a big win, prioritizing between media and software business, adapting podcast interview format for real-world solutions
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Jun 26, 2024 • 36min

331: Geoff Roberts — Playing the Long Game

Geoff Roberts, co-founder of Outseta, shares the challenges of bootstrapping a SaaS business on a multi-decade timeline. Topics include founding team alignment, revolutionizing compensation with a $210,000 salary, and building a long-lasting business through dedication and strategic decision-making.
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Jun 21, 2024 • 26min

330: 50% New Users Overnight… and a Burning Server

The podcast discusses a sudden 50% increase in user numbers and challenges with implementing a full-text search. The founder shares insights on navigating contrasts and growth opportunities in entrepreneurship, and the importance of refining a tool and considering selling a business.

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