It is very much case-by-case and requires understanding of the current regime for personal itemized deductions, as well as gambling on the proposed changes to this regime by the current administration.

They are singularly focused to avoid the pain. 

@Dutch Mendenhall Why is RADD making this such a painful process.

Then you need to add in pain in the *** factor, which for an older expensive property while you live abroad is quite high.

Investors should therefore exercise significant care when choosing their Qualified Intermediary because of the critical role the company will play in the administration of their 1031 Exchange transaction.It is extremely important to note that 1031 Exchange Qualified Intermediaries are generally not required to be licensed, regulated, audited or otherwise monitored by any regulatory body.

I did have one near downtown that I sold as that crowd was a pain, lots of parties and difficult guests.

I also think the new administration is going to implement another national eviction moratorium right after inauguration. 

Immediately after the weak jobs report, we saw unemployment applications come in way below projections.The economic pain people and businesses are facing in 2024 is real.

This in itself is an understated benefit because its a real pain having to explain to a lender, prospective employer etc. why your name is in the docket. 

Which is to say any attempts beyond the method of communication in the profile are likely to end up convincing the landlord you and your friend would be a pain in the butt as tenants.