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ASOM

EP 20: Fundraising, Acquisitions, & Market Valuations — What to Know and Critical Mistakes to Avoid

EP 20: Fundraising, Acquisitions, & Market Valuations — What to Know and Critical Mistakes to Avoid

by John Roman

A week ago


EP 20: Fundraising, Acquisitions, & Market Valuations — What to Know and Critical Mistakes to Avoid

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This week’s episode of the ASOM Pod celebrates 20 episodes of podcasting magic with a no-nonsense, real-talk dive into fundraising, valuations, and business strategy. Hosts Jimmy Kim (CIO and Founder of Sendlane), John Roman (CEO & Co-Founder of BattlBox), Amer Grozdanic (CEO & Co-Founder of Praella), and Bryan MacDonald (Director of eCommerce at Oma's Pride) serve up personal stories, hard-earned lessons, and unfiltered advice on everything from startup funding to buying back businesses. If you’re a founder, operator, or just love a good business comeback story, this one’s for you.

Listen in as the team breaks down:

  • How Jimmy raised millions in startup funding—and the messy meetings along the way.
  • Why EBITDA over revenue is key when it comes to business valuations.
  • The wild story of John selling and buying back BattlBox—and why sometimes, the second time’s the charm.
  • Build vs. Buy: When to develop in-house and when to purchase someone else’s solution.
  • Why retention and recurring revenue are more valuable for valuations than hype.
  • Planning for long-term wins—because sustainable growth beats overnight success every time.
  • Future opportunities in elder care—an overlooked but promising market.
  • How financial literacy empowers business leaders to make smarter decisions.

This episode brings the perfect blend of real talk, practical tips, and founder energy. Whether you’re scaling, selling, or buying back, this conversation will leave you inspired and ready to take action.

00:00 Intro and Episode Kickoff
00:14 Podcasting Success Rates and Milestones
01:00 Host Introductions and Show Overview
01:56 Community Engagement and Upcoming Events
02:28 Fundraising Journey and Challenges
04:40 Valuation Realities and Market Trends
10:04 Agency Valuations and Retention Strategies
15:28 Family Business Dynamics and Growth
20:54 Acquisition Stories and Lessons Learned
24:16 The Buyback Dilemma
25:57 Founder Stories: Tony Shea and Zappos
26:51 Amers Agency Journey
30:46 The Challenges of Acquisitions
38:43 The Importance of Distribution
39:11 Future Opportunities in Elderly Care
43:57 Concluding Thoughts and Advice