Bootstrapped : The Lighter Side - The Podcast For B2B SaaS Founders

Mar 03 2025 28 ep. 28 mins 3
Bootstrapped : The Lighter Side - The Podcast For B2B SaaS Founders artwork

Bootstrapped: The Lighter Side shares fresh ideas ambitious B2B SaaS founders can use to build and scale their businesses while maintaining ownership and control. We explore essential topics like growth strategies, runway management, and innovative capital-raising methods. We also have timely discussions on current events impacting startups and provide insights from in-depth conversations with successful bootstrapped entrepreneurs.

  Technology
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Full-Time vs. Fractional CFO: When should a founder hire one?

Mar 03 2025 39 mins  
This week on Bootstrapped: The Lighter Side, we sit down with Scott Sehon, founder of Mod4 Finance—an outsourced accounting and CFO consultancy for B2B tech companies. With over 20 years of experience, Scott offers valuable insights on the role of a CFO in a startup, when founders should consider bringing one on board, and why many opt for a fractional CFO instead of a full-time

What you should know before borrowing capital to grow a startup. (Part 2 of 2)

Jan 06 2025 23 mins  
In this part two of a two part series of Bootstrapped: The Lighter Side, Patrick Philley, Lighter Capital’s Head of Underwriting, and Tanner Kovacevich, Lighter’s VP of Sales, discuss the hidden costs and hidden risks they frequently see founders miss when taking on debt. Learn how to navigate the intricacies and potential pitfalls of funding a startup with debt from two season

What you should know before borrowing capital to grow a startup. (Part 1 of 2)

Dec 09 2024 17 mins  
In this part one of a two part series of Bootstrapped: The Lighter Side, Patrick Philley, Lighter Capital’s Head of Underwriting, and Tanner Kovacevich, Lighter’s VP of Sales, discuss the hidden costs and hidden risks they frequently see founders miss when taking on debt. Learn how to navigate the intricacies and potential pitfalls of funding a startup with debt from two season

Interloop Data, a father and son run startup gives their take on what's required for success

Oct 21 2024 28 mins  
Tony and Jordan Berry, the father-and-son founders of Interloop Data, share their origin story and the rules of the road for managing a startup with a family member. They share insights on how they scaled their startup, found product market fit, built a sales team, and maintained ownership with non-dilutive funding.

Former Silicon Valley Bank CEO gives a Masterclass on leadership skills & the importance of culture

Oct 03 2024 52 mins  
Ken Wilcox, who spent 20 years at Silicon Valley Bank, shares his strategies for making good decisions, hiring, and keeping everyone in the loop. He also discusses highlights from his book, "Leading Through Culture," and why culture trumps strategy. This episode is a Masterclass on leading people and culture, complete with practical advice for first-time CEOs and founders.

CEO Wes Smith talks about taking this small Siemens spin-off from semiconductors to microchips

Jun 10 2024 25 mins  
Galaxy Semiconductor isn't a new company, but it is a startup. Founded in 1998, Galaxy was bootstrapped for many years before it was acquired by Siemens in 2016. Four years later, Siemens divested the company in a management buyout. Wes Smith (employee #7) was running the small business within Siemens before it became independent again — he naturally took on the role of CEO a

Jive's founding CEO Dave Hersh explains why he's "anti-too-much-VC" and how he gets startups unstuck

May 20 2024 41 mins  
Dave Hersh mostly bootstrapped a small open-source communications project into an IPO-ready SaaS business that you might have heard of called Jive Software. More than a decade later, he's using his expertise to help turn struggling startups around. Dave shares his wisdom that's captured in his new book, "Reignitition: Transforming Stuck Startups into Breakout Winners,&

Rupert Mayer's journey from bootstrapper to angel investor has a lesson for every SaaS entrepreneur

May 02 2024 44 mins  
Rupert Mayer founded his first product company, IPfolio, in 2012. Before making a successful exit and launching a new chapter of his career as an angel investor nearly a decade later, Rupert experienced many ups and downs. As the "Chief of Everything" at IPfolio, he was always hustling. Rupert meticulously managed cash flow, got creative with non-dilutive funding, and lea

What business problem are you solving? Tracy Davis, Founder/CEO of Trax Analytics, shares why it’s crucial.

Mar 04 2024 25 mins  
Tracy Davis and Melissa have an engaging conversation on why solving a business problem is crucial for a startup's success. Tracy shares how she uncovered the business problem for Trax Analytics and why their solution is so important for clients. She delves into the importance of asking prospective clients a simple question - “What’s the cost of not doing something?” and

How important is a co-founder? Chris Fellows, Founder and CEO of Bold Street, discusses the importance of a good co-founder.

Feb 20 2024 27 mins  
We all have knowledge gaps and blindspots; getting different perspectives often unlocks needed insights. Chris Fellows and Melissa dive into why having a good co-founder and CEO group can uncover insights and help founders succeed. Chris also shares his journey from running a services company to launching Bold Street, a product company. He shares insights on how they found product