Hiring Your Second in Command: With Cameron Herold, Founder of the COO Alliance and Former COO of 1-800-GOT-JUNK

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April 16, 2026

by an investor from Harvard University - Harvard Business School in Toronto, ON, Canada

A “second-in-command” (sometimes a Chief of Staff, sometimes a Chief Operating Officer, and at other times a different title entirely) can be among a CEO’s more important and impactful hires. But, in my experience anyways, there is a lot that we don’t really understand about this hire: - How do you know that you’re ready to hire one? - What should they do and what should they *not* do? - What title should we give them (and do titles even matter)? - How much do we pay them and what forms of compensation are most appropriate? - Should individual entrepreneurs consider hiring one as a sort of “proxy” for a business partner? To help me answer all of these questions (and several more), I could think of no better guest than Cameron Herold. Among many other accolades, Cameron is the former COO of###-###-#### GOT-JUNK (which he helped to grow from $2M to $106M in revenue during his 6 year tenure as COO), Founder of the COO Alliance (a peer network for “second in command” professionals, similar EO or YPO for Chief Executives), the creator and host of the “Second in Command” podcast, and author of a book of the same name. Link to the episode: https://mineolasearchpartners.com/2026/04/16/hiring-your-second-in-command-with-cameron-herold-founder-of-the-coo-alliance-and-former-coo-of###-###-#### got-junk/
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from Ivey Business School at Western University in Toronto, ON, Canada
Thanks for posting this Steve! I always appreciate your insights.
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