[zomglings]

I suggest you make "Early stage investing for bootstrappers" more prominent on the Trailhead announcement page. It wasn't clear to me what kind of companies you invested in and at which stage until I read HN comments and looked around your site a bit.

I really like where you are going with this. Trailhead seems to be a formalization of the method that has worked best for my startup: keeping investors in the loop as to the development of our company, soliciting and then incorporating their (usually very valuable) feedback when we need it, and being transparent about where we are in terms of a raise.

Really great idea, and I hope more investors follow in your footsteps.