Startups For the Rest of Us

Craig Hewitt, founder of Castos and creator of the '100 Days of AI' YouTube series, shares insights from his deep dive into AI tools for SaaS founders. He reveals surprising takeaways, ranks Claude Code above ChatGPT for developers, and discusses how Manus automates complex tasks. Craig explains the reality of AI agents cutting customer support load in half and his strategies for building new products beyond Castos, including exciting AI experiments. His candid thoughts on motivation and the risks of growth add an engaging layer to the conversation.

Is your $500k app plateaued? Discover how to evaluate options like selling or diversifying. Learn why the autopilot mindset can lead to decline and what to consider for long-term motivation. Explore the risks of building MVPs for equity and the importance of clear agreements. Find out when it's essential to pursue SOC 2 compliance, and hear personal tips on balancing startup life with family. Plus, the value of open source versus traditional IP strategies for your business.

Is hiring a sales and marketing co-founder essential for technical SaaS founders? Rob discusses his "Core Four" skills: sales, marketing, product, and development, emphasizing their importance for early-stage teams. He shares experiences dealing with tricky enterprise clients and offers advice for managing numerous non-ideal customer profile signups. Additionally, a listener's inspiring startup exit story adds a personal touch to the conversation, highlighting the journey of entrepreneurship.

Philippe Lehoux, co-founder of Missive, a collaborative email tool, shares insights on bootstrapping the company to $8M ARR. He discusses finding early customers, emphasizing email-first positioning, and the importance of product quality for SMB loyalty. Philippe explains strategic content-driven growth, leveraging competitor momentum, and unique SEO tactics like in-depth alternatives pages. He also reveals why they chose not to pursue VC funding, favoring a sustainable growth approach while maintaining a diversified customer base.

Discover the fine line between gatekeeping and earning your stripes as a new founder. Learn how raw talent can transform into valuable skills that drive successful startups. Hear a compelling listener exit story that showcases the impact of perseverance. Explore why thriving individuals celebrate each other's successes and the importance of surrounding yourself with optimistic, forward-thinking peers. This discussion blends insights on luck, skill, and hard work for building something long-lasting.

In this engaging discussion, various founders and listeners pose intriguing questions about bootstrapping their ventures. Topics include the strategic pros and cons of positioning within vertical, horizontal, or orthogonal markets. They explore whether AI can help invent new product categories and share tips on overcoming launch resistance. Marketing strategies for local vs. global reach are dissected, alongside insights from reverse statistics that challenge conventional business thinking. These insights are perfect for any aspiring SaaS entrepreneur!

Laura Sprinkle, founder of Rootabl and an affiliate marketing expert, shares her insights from MicroConf Europe 2025. She discusses the vibrant and friendly atmosphere of the conference, the appeal of Istanbul, and standout talks on AI and lifecycle marketing. Laura presents a condensed guide to successful affiliate programs, emphasizing networking's importance in the entrepreneurial journey. The engaging conversations also cover lessons on SaaS growth and practical applications of AI in marketing, making for a rich, informative recap.

Rob tackles listener questions about effective strategies for marketing and audience growth. He discusses what to do when marketing stagnates, emphasizing the importance of attribution and optimizing various channels. The conversation dives into how to effectively publish content from scratch, recommending a personal website as a central hub. Additionally, he explores the dynamics of product-market fit and cautions against building a media company solely for SaaS customer acquisition. Tune in for practical insights and actionable advice!

In this talk, Derrick Reimer, founder of SavvyCal, shares valuable insights on startup strategies. He explains how to effectively compete against well-funded rivals by finding their weaknesses and focusing on niche markets. The duo also discusses the dilemma of pivoting versus persevering and how to evaluate whether a technical co-founder is essential for your success. Additionally, they demystify the concept of 'good churn' vs. 'bad churn' in SaaS and when it's sensible to pursue trademarks, highlighting practical approaches for bootstrapped founders.

Dive into the 12 essential commandments for successful startups. Discover why nuance beats absolutes and the importance of making decisions with limited information. Learn to avoid common pitfalls and validate your ideas before building. Rob emphasizes that marketing often trumps the product and highlights the value of fewer, high-quality customers. Building a strong network is crucial, and recognizing that overnight success usually takes years is key. Finally, understand that the toughest challenges are often mental, reminding us to prioritize our well-being.