In this episode of The Lazy Entrepreneur Podcast, Kristy sits down with Scott Kelly, founder of Black Dog Venture Partners, to unpack the realities of raising capital, pitching to investors, and building a business that’s actually ready for an exit.
Scott shares his journey from working on the stock exchange to founding and exiting multiple companies—and why one of his biggest early lessons was learning too late that he hadn’t built his first business to sell. From there, the conversation dives deep into how entrepreneurs should think about the end goal of their business from the very beginning.
They discuss:
The difference between bootstrapping vs. raising investor capital
Why no investor is better than a bad investor
What investors really look for during due diligence
How to prepare a strong pitch deck and investor funnel
Why founders should start building investor relationships six months before they raise money
How often to communicate with investors after funding
Why perfection can slow progress—and how to let the market guide your decisions
Scott also explains the mindset of investors, especially venture capital firms, and why entrepreneurs must understand the risk, responsibility, and expectations that come with taking other people’s money.
The episode wraps with powerful reflections on failure, humility, and confidence—making this a must-listen for business owners who want to grow wisely, protect their freedom, and make smart long-term decisions.
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