I'm not sure if this aligns with your overall tax strategy, but this could be a good way to do so.Otherwise, you could start putting properties in an LLC (multi-member, so you and your wife or other partners) and so long as you are active, you could deduct the losses up to basis.

The creation and packaging is where the people that put them together tend to make the money.Sponsors for syndicates and not DST's there is more flexibility in structure and future aligned interests.

In the end, I'd much rather keep my apartment vacant than have it occupied by tenants with a culture and mentality towards their living space that doesn't align with my standards.  

Doors out of alignment

So a lot of stars need to align to have Richmond shine and gentrify.

I'm confident that I can get them all aligned, except for the DOL lien.  

I don't think those align with landlord tenant regulations, isn't it?

And like others have mentioned, it's usually sold at market or slightly more.If you don't mind that and it aligns with your goals, yes it makes sense.

When we set a policy on the PM side we always try to have incentives aligned. 

Long story short, there is no one right way to vet and manage trades, but the overarching goal to try and achieve is incentive alignment.