John Wilson of Wilson Companies - Should you start a Conference to make money? - The Michael Girdley Show Episode 30

22 Apr 2022 · 60 min
Episode

22 Apr 2022 · 60 min

0:00

In this episode of The Michael Girdley Show, host Michael Girdley interviews entrepreneur John Wilson about a range of topics centered on building and monetizing niche business ventures. They begin by describing the Holdco Conference, a three‑day event in Cleveland aimed at owners of multi‑business holdings in the $20‑$50 million revenue range. The conversation covers the conference’s market gap, revenue model (premium ticket pricing, sponsorships, and content curation), logistics (venue selection, AV, catering) and the decision to outsource certain functions to external event producers (SMBash, Stellar Happenings). They discuss the opportunity cost of running side projects, emphasizing the hidden cost of mental energy and the importance of second‑order benefits such as networking and brand building. The hosts compare different monetization channels—books, courses, live events— and argue that courses can damage personal brand perception, while conferences can enhance authority. The dialogue shifts to social clubs, with both hosts questioning the relevance of traditional country clubs and envisioning a modern, activity‑focused “Soho‑House‑for‑ballers” that combines coworking, a bar, and fitness amenities. They describe their own “baller office” experiment, a month‑to‑month sub‑leased coworking space designed to attract high‑growth entrepreneurs. The conversation then moves to the home‑services industry, noting consolidation trends, talent scarcity, and the impact of digital marketing on economies of scale. They explore the challenges of hiring mid‑career talent across generations. Finally, they discuss the attractiveness of med‑spas as a high‑ticket, recession‑resilient business, outlining regulatory requirements and potential partnership opportunities. Throughout, both guests share personal anecdotes, pricing decisions, and strategic reflections on scaling businesses while maintaining personal well‑being.

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