At your scale, it's not much of an issue yet. But at larger scale, like SS or with what Social Cap's Capital-as-a-Service program was trying to do, founders are freely contributing their co's data to unknown investment algorithms, in exchange for ??. .ie a honeypot.
That's not really different from how it is now (giving your data away to VCs). But rather than solving the asymmetry problems between founder / investor, my concern with any kind of VC platform model is that asymmetry will be magnified at scale.
(All that said, I think Trailhead is a great approach to invert the standard process based on how things stand today.)