Spread $50k across five deals and ended up with one sponsor. $35,500 back.
The plan was diversification. One portal, five deals, $10,000 each, different asset types and different states. Two extended stay hotel conversions, a small industrial infill, a build-to-rent townhome tranche, and a grocery anchored strip repositioning. I checked each deal's underwriting, ran the rent comps I could get, and read every operating agreement. What I never did was line up the sponsor entities against each other.
Three of the five were the same sponsor group. Different LLC names on each offering, different deal pages, same principals. I found out at month 14 when the same asset manager signed the update letters on two deals I thought were unrelated, and pulling the state entity filings showed a common manager on the third. So my $50,000 wasn't five bets. It was $30,000 on one sponsor's operating capability and $20,000 elsewhere.
Then both hotel conversions failed, and both were that sponsor, and both were in the same metro. Combined I put in $20,000 and recovered $3,400 across two liquidations that took nine and sixteen months to resolve. The third deal from that sponsor, the townhomes, came back at 1.35x. Industrial did 1.6x. The strip is still holding and I'm carrying it at par, which is generous of me.
Call it $35,500 back on $50,000 over four years, ignoring the deal still open.
The failure was at the diligence step, and it was specific. I diligenced deals and relied on the platform's sponsor track record page for anything about the sponsor. That page told me each sponsor's realized deals. It did not tell me which offerings on the site shared principals.
What I'd do differently: set a cap per sponsor group rather than per deal, and pull the entity filings on every offering before wiring so I know who the manager actually is. Filing detail and what's searchable varies by state, so some of that takes a phone call.