Why a coach? You'll probably have an easier time finding a hire or someone outside to help. There's no shame in bringing on skills in another person instead of building them in yourself.

If a venture backed startup founder told you that they've lost tens of thousands in revenue from server downtime, would you recommend that they hire a coach and learn it themselves?

It would likely be cheaper, faster and more effective to get an outside IT service provider, and at some point it would make sense to build a team internally.

Maintaining a competitive skill set is tough enough in one discipline. There is a big opportunity cost to trying to chase two.