I stayed on a sponsor's update list for 14 months before I sent a dollar
I met a sponsor at a local meetup and asked if I could be added to his investor updates without investing. He said yes, which I later learned is not a given. Some people won't do it and some can't, depending on how their offerings are set up.
So for fourteen months I got quarterly reports on three deals I had no money in, plus two new offerings that I passed on.
What I learned in that time, in order:
Quarter one and two read like marketing. Occupancy up, renovations on schedule, photos of a clubhouse. I nearly wired 50k into the first offering that came around in month two because the reports looked great.
Quarter three is where it got useful. One of the three deals had a loan maturing and the refinance didn't happen at the terms they'd modeled. The update said so on page one, in the first paragraph, with the actual new quoted terms and a note that distributions on that deal were being suspended for at least two quarters while they held cash. They also said what the plan was if the second lender fell through.
Quarters four and five they reported on that same deal every time, including the quarter where the answer was still "no resolution." Distributions resumed in quarter six at a lower number than before, and they said in writing that it was lower and why.
Meanwhile the offering I nearly put 50k into in month two is the one I'm glad I skipped. It's still going, it's fine, but its business plan got extended and I would have been sitting there with no idea whether extensions are normal for this person, because I'd have had no history to compare it to.
I invested 50k in the next offering after that, in month fifteen. Not because the numbers were better. Because I'd watched a full cycle of them telling people something they didn't want to hear.
The part that nearly broke it was my own patience. Fourteen months of watching other people's deals while doing nothing felt stupid for about a year. What I'd keep is asking for the update list first and the offering second.