Depending on the terms, I'd be willing to take the pro side of this bet (i.e. the side that agrees with Tyler). It could be set up on https://longbets.org/

Definitely agree that there's a big need to engage more experienced professionals. It seems that talent is a core bottleneck for EA, particularly super good entrepreneurs and operators who can found and scale highly effective orgs. 

Funny enough, I've been working on a project that I've been facetiously calling "40k" ... which has mostly been me working 1:1 with several people from the tech startup world (where I work as an investor and founder) to make  career shifts toward building EA projects. 

If anybody here is interested in chatting feel free to shoot me a DM.