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Join me, Nik (https://x.com/CoFoundersNik), as I interview Jesse (https://x.com/JesseTinsley). This week, I sit down with Jesse, a true operator who turned his small consultancy, Job Mobs, into a massive, 100% bootstrapped holding company.

We dive deep into his aggressive strategy of acquiring eight companies in two years, playing offense when the market was down in late 2022.

Jesse reveals how he scaled from a $7 million services business, to a projected $100+ million SaaS operation. He shares the unconventional tactics used to acquire a publicly traded company (recruiter.com) and why buying premium domain names like employer.com is the secret hack to gaining instant brand credibility.

Critically, we break down how he uses creative deal structuring (including paper LBOs) to achieve what he calls infinite IRR.

Questions This Episode Answers:

1. How can you use a market downturn to aggressively acquire competitor businesses?

2. How does a premium domain name provide instant brand authority and ROI?

3. How is it possible to achieve infinite IRR when buying a business?

4. What creative financing methods (like a seller note) allow you to buy businesses with zero cash down?

5. Where are the best non-tech opportunities for business roll-ups across the country?

Enjoy the conversation!

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This week we covered:

00:00 Highlights_Navigating Acquisitions in a Downturn

02:54 Building a Diverse Business Portfolio

06:11 From Employee to Entrepreneur: The Journey

09:00 Strategic Acquisitions: Lessons Learned

12:09 The Impact of Branding and Domain Names

14:59 Creative Deal Structuring for Success

17:47 Opportunities in a Shifting Market

20:55 Future Trends in Infrastructure and Technology