Are you ready to pay for your education?

I wouldn't pay for it because this information is available for free online and programs like these are usually a giant waste of time. Generic business advice is worth less than nothing. A good VC can push founders in the right direction and give guidance about negotiating if needed, so they don't need you.

A startup like yours may stand a chance if you're in SF and you have the clout and reputation to attract the startups other startups want to come into contact with. Bringing startups into contact with each other is super valuable.

Creativeclass.io recently ran an appsumo 80% off deal or something. Maybe find out how successful they are or take a look at their price points. It's a class on freelancing but there are parallels.

You'd have to be seriously brand name for people to pay for advice. So many well respected founders and VCs are attempting to build their personal brands by blogging about startup challenges that you'd have a really tough time justifying the expense. And those that do pay will probably represent either the most desperate or the most wasteful. Either way, a recipe for churn.