Hey @Ana Mills, this ultimately depends on what your current portfolio looks like, your entity structure, and your plans to scale or not.If you have a few STRs and no plans to grow, it's beneficial to have separate bank accounts and credit cards for each property.If you plan to scale to 10+ properties and hold each property within it's own entity, maybe just a checking account per entity and keep some credit cards at the holding company level. 

This has not worked more then it has worked. 

Renting it out now could help cover the mortgage, and you’d benefit from any appreciation over the next two years.

I’ve been in the real estate business for almost three years now and have completed five deals: one buy-and-hold long-term rental, one short-term rental, and three fix-and-flip projects, for which I helped raise capital.

My name is Vlad  and I’m excited to join this group as a rookie real estate investor.

Only do a 1031 on this building.

This is an expectations issue, not a calculation one.With that said, you need to be looking at properties where you can add units and/or bedrooms.

You can do this part yourself.

The reason I say this is to lead into the answer from your question. 

Would some kind of deal like this ever make sense to you?