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Bootstrapped Web

Latest episodes

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Sep 13, 2024 • 55min

What Customers Want

Jordan, founder of Rosie, and Brian, an entrepreneur known for his SaaS endeavors, dive into the complexities of customer communication and software development. They discuss the balancing act between self-serve and guided user experiences, emphasizing the importance of refining UI post-MVP. AI solutions for customer service take center stage, revealing innovative strategies and subscription model successes. The conversation also covers project management tools and innovative features tailored for coaching platforms, showcasing a commitment to user feedback and enhancing customer satisfaction.
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4 snips
Aug 30, 2024 • 51min

Why is SaaS hard?

Brian, known for 'One Month MVP' and his SaaS Clarityflow, joins Jordan, founder of Rosie, to discuss the challenges of building a SaaS business. They explore the journey to profitability and navigating the complexities of user engagement and conversion funnels. Brian shares insights from his pricing experiments, while both reflect on their first paying customers. They also touch on how AI is empowering non-developers to create software, reshaping the industry landscape and offering fresh solutions to longstanding business hurdles.
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Aug 22, 2024 • 55min

If we bootstrapped

Jordan, affiliated with Rosie, and Brian, the mastermind behind OneMonth.app and Clarityflow, dive into the realities of bootstrapping a startup. They share insights on tailoring messaging for deeper audience connections and navigating the B2B SaaS landscape. The duo discusses effective community engagement, innovative pricing strategies, and the importance of user onboarding. They highlight the challenges of managing multiple projects while prioritizing tasks to achieve focus, all while fostering sustainable growth without relying on aggressive scaling.
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Aug 16, 2024 • 43min

Funnels & Websites

Brian, founder of the 'One Month MVP' service and SaaS company Clarityflow, teams up with Jordan from Rosie to tackle the complexities of online marketing. They share humorous takes on coconut pastries and dive into the chaotic world of Meta ads, discussing frustrations and strategic insights. The duo also emphasizes the importance of optimizing sales funnels over getting lost in technicalities. Finally, they explore the transformative impact of AI tools on web development, revealing exciting future product ideas and monetization strategies.
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Aug 9, 2024 • 1h 10min

Networks & Audiences

Discover the launch of a new niche social platform aimed at podcast fans, promoting user engagement and unique features like leaderboards. Explore strategic advertising techniques, particularly focusing on video content to enhance branding. Learn about effective outreach strategies, including tools for scaling email campaigns and maintaining reputation. The discussion also highlights the significance of community-building based on shared interests and innovative approaches to podcast discovery.
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Aug 2, 2024 • 44min

Pricing Experiments

Brian, an entrepreneur behind Ripple.fm and One Month MVP, joins Jordan, who revamped pricing at Rosie. They dive into their recent pricing experiments, highlighting the shift to self-serve models and the intricacies of aligning perceived value with market demands. Brian shares insights on launching lightweight podcasts while Jordan discusses innovative strategies to engage audiences. Both guests reflect on the balance between immediate income and long-term growth, revealing valuable lessons from their entrepreneurial journeys.
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Jul 18, 2024 • 47min

Era of Trying Stuff

Special guest entrepreneur joins hosts to discuss knowing when to pivot. Topics include new product announcements, hacking on ideas, professional standards, and the importance of stopping. Also explore risk-taking, cold email strategies, design challenges, and balancing work with relaxation during vacations.
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Jul 12, 2024 • 1h 5min

What's Next?

Jordan, Founder of Rosie, discusses topics like marketing strategies, private podcasting, and AI product development speed with Brian. They also touch on small bets, summer vacations, and efficient product development strategies in the podcast.
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Jun 28, 2024 • 42min

The Morning After

US Presidential debate analysis, launch week excitement, questioning assumptions for new product idea, seeking feedback for growth, navigating early customer adoption challenges, strategic growth planning, and exploring business ideas and opportunities
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Jun 21, 2024 • 1h 2min

Dialing In

Brian and Jordan discuss launch-week experiences, knowing your customer, sales calls, cold outreach, and balancing short-term with long-term thinking. They also touch on margin & space, date night hangovers, and summer camp dynamics.

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