
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

Dec 15, 2023 • 53min
What would a young Jordan and Brian say?
The hosts reflect on their career milestones and the challenges they faced. They discuss the disconnect between work satisfaction and financial success. They explore the value of challenging assumptions and thinking differently. They talk about their plans for the holidays and the upcoming launch of a new feature. They also discuss the benefits of podcasting and building a network.

Dec 8, 2023 • 49min
Winning Partnerships
In this podcast, Brian (creator of Clarityflow and InstrumentalProducts.com) and Jordan (founder of Rally) discuss creator businesses, self-serve demos, partnership gold, stair-stepping, sales process, economy and SaaS, YouTube, marketing in 2024, and audience.

Dec 1, 2023 • 1h 6min
Operating a Media Company
Black Friday fun, cold email, sales teams, product market fit, website redesign, media company operations, audience funnels

Nov 17, 2023 • 51min
News Diets & Work Balance
Brian, an entrepreneur in the SaaS industry, and Jordan, the founder of a company, discuss topics like managing stress with world events, news consumption habits, balancing work and personal life, and the value of video guides in SaaS products.

4 snips
Nov 10, 2023 • 55min
FOMO, Focus, and AI
In this podcast, they discuss Brian's new venture for 2024, the onboarding and optimization of a new sales team, the difference between discovery channels and relationship channels, and spicy takes on AI startups.

4 snips
Nov 3, 2023 • 57min
Compensation, Content, & Speed
Brian and Jordan discuss compensation for sales teams vs. product teams, developing the content muscle, self-serve & async demos, exploring a coaching offer around product strategy, frustrations in Portland, making decisions to drive growth, revamping the demo process for Clarity Flow, creating authentic content for a product company, transitioning from designer to full-stack product developer, starting a new service, and navigating the process.

Oct 27, 2023 • 45min
Staring Reality In The Face
The hosts discuss world events and express support for Israel. They talk about their family background and moving to America, as well as struggles with addressing sensitive topics on social media. They explore managing information consumption and transitioning into business life. They also discuss managing change and communication, seasonality in e-commerce, and the importance of budget conversations.

Sep 15, 2023 • 55min
Product Growth Levers
Topics discussed in this podcast include shipping product for growth, muddy metrics, sports, exercise, health, eating, and drinking habits. The speakers also cover casual conversations, marketing strategies, the balance between optimism and realism, checking expenses and bookkeeping, showcasing work and leveraging previous clients, finding a suitable social club, and exercise and diet changes.

Sep 8, 2023 • 1h 9min
Getting Outside Help
The podcast discusses working with coaches and consultants, UX challenges in shipped features, and selling software once. They also talk about college memories, admiration for authenticity, building in public, and the impact of consultant G. Additionally, they touch on hiring coaches for business growth and the challenges in transitioning and evolving the product.

Aug 25, 2023 • 58min
Context Switching
On today's episode:
How we onboard and activate after a sales call
Strategic pricing and show vs. don't show
How to think about hiring a sales person
Context switching between product work and marketing work as a solo founder.
Connect with Brian and Jordan:
Brian's company, Clarityflow
Brian on Twitter: @casjam
Brian on Threads: @brian.casel
Jordan's company, Rally
Jordan on Twitter: @jordangal
Jordan on Threads: @jordangal
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