Raising Capital vs. Bootstrapping: Unpacking the Startup Growth Dilemma with Andrew Ackerman

In this episode, entrepreneur Andrew Ackerman sits down with David Gulas to share practical strategies and candid advice for entrepreneurs, small business owners, and startup founders navigating the twists and turns of building a successful business. With more than 25 years of experience, multiple startup exits, angel investments, and accelerator leadership, Andrew Ackerman breaks down his unconventional journey, beginning with the early days of the Internet era and the challenges of launching his first company, Bunk1.

You’ll hear real stories about identifying true market pain points, bootstrapping vs. raising venture capital, and surviving the ups and downs—including dealing with setbacks like losing key funding after 9/11. This episode delivers valuable insight into scaling a tech company, working through founder dilemmas, and the mindset needed when cash flow gets tight. Plus, Andrew Ackerman explains his approach to evaluating startups, the mistakes he made as an angel investor, and his experience coaching entrepreneurs through DreamIt’s accelerator.

If you’re searching for data-backed decision-making, proven frameworks for startup growth, or tips for finding your eight-second pitch, this conversation is full of lessons you can put directly to work in your own business. Discover what really matters when it comes to launching, scaling, and exiting a startup—straight from someone who’s lived it.

Connect with Andrew: https://www.andrewbackerman.com

https://www.amazon.com/Entrepreneurs-Odyssey-Approach-Startup-Success/dp/1032883545/ref=tmm_pap_swatch_0

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