Founder -> Product Manager is probably the only way I've seen which produces good PMs for startups. Startup PM is totally different from PM in a big organization with great process and resources.

The company I now work for (CloudFlare) seems to have 100% of the PMs come from startups (including me), either from acquisitions or direct hire. It works really well.

We're also looking for a head of marketing. Email me ([email protected]) if you're interested, although I'd also strongly recommend balajis.