Long-term tenant that always pays on time.

From the discussion, it would seem that this may go against the terms of the 1031x and that I would need to keep my name on the property too. 

Through a quick google search I came across the term "Transfer on Death" (TOD).

We are looking to grow our flipping business this year as well get into holding properties as our long term wealth strategy.

So, my understanding of what you just said is that in order for him to also reap the benefits of the 121 exclusion, like I would be, he would also need to live in the residence for 2 out of the last 5 years correct?

Bought it with hard money and then refinanced in a long term DSCR loan.

It's more of a longer term BRRR and a learning expirience for me.

We lent secured by a 20 unit mid term rental property.

After several years investing as an accredited investor, I’m moving to building my own portfolio of SFH and small multi-family that I control and add tax and passive income benefits for additional investing.

Call your servicer to start the conversation, the terms are dictated by conventional loan guidelines so this will be what is applied:https://servicing-guide.fanniemae.com/svc/d1-1-01/evaluating...