
Bootstrapped Web
Brian Casel (@casjam) and Jordan Gal (@jordangal) share their raw and real behind-the-scenes of their entrepreneur journeys. From bootstrapping software startups to raising money to selling and exiting businesses, to growing teams and the emotional rollercoaster that is startup life. It's all here in Brian and Jordan's weekly(ish) updates.
Latest episodes

Jun 14, 2024 • 1h 10min
Hey, Rosie
The podcast discusses launching heyrosie.com, productized consulting, homepage rewrite, and navigating social media interactions. It also explores feedback from demos, value proposition evolution, marketing strategies, and creating tailored UI design services for SaaS companies. Additionally, the conversation touches on AI integration, marketing strategies, and handling simultaneous calls.

Jun 7, 2024 • 59min
Prompt Engineering
The hosts discuss launching a product with AI demos, B2B vs. B2C strategies, coastal living preferences, and the mainstream use of AI in marketing content. They touch on challenges in product marketing, new feature preparation, and the importance of clear documentation for user engagement.

May 31, 2024 • 1h 8min
Build in public
The podcast discusses troubleshooting back pain, building in public for transparency, bootstrapping via consulting, the AI voice space, and the importance of working outside for better health and productivity.

May 24, 2024 • 56min
Launch and learn
The podcast discusses shady domain brokers, cooling off on product ideas, pricing questions, high vs. low volume funnels, conflicting realities, and summer travel plans. They also touch on deadlifts and navigating the startup roller coaster.

May 17, 2024 • 59min
AI Products
The podcast explores the excitement of generating new product ideas, navigating domain negotiations, and the evolution of AI in product development. They discuss the importance of mindful beginnings, self-serve funnels, and the success story of Jenny AI in leveraging AI for content efficiency.

May 10, 2024 • 57min
Product Hunting
Topics include hunting for new product ideas, AI categories, finding a partner, divesting in audience, hobbies, attention diets, and Mother's Day preparations. Also, discussions on diverse hobbies, performance-enhancing products, beverage choices, entrepreneurial insights, AI competition, emerging markets, website building challenges, and BPO and AI products for reselling potential.

May 3, 2024 • 54min
Startup Names
Topics include choosing a startup name, YouTube experiments, SEO, branding exercises, reaching foreign industries, and the thrilling victory of the New York Knicks. Guests share insights on navigating funding decisions, developing value-centric products, reaching the right audience, and exploring new market opportunities through niche podcasts.

Apr 26, 2024 • 56min
Entrepreneurial Seasons
Entrepreneurial discussion with Brian and Jordan covering prototyping with AI, burnout aftermaths, validation theories, MVP speed, SaaS UI components, go-to-market strategies, and personal topics like kitchen renovation, Passover, and Knicks games.

Apr 19, 2024 • 47min
Not Selling to SaaS
Topics discussed in the podcast include selling to Main Street, AI in the real world, offloading customer support, UI/UX consultancy pricing, YouTube experimentation, vacation guilt, and kitchen renovations.

Apr 11, 2024 • 35min
Sell to SaaS?
The podcast explores optimizing credit card points for flights, family commitments during Passover, challenges of selling to SaaS companies, product validation strategies, and navigating uncertainty in a competitive ecosystem.
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