Your family is likely looking at a $1M+ loss if asset owner is transferred now.

Book losses through bonus depreciation.4.

@Alex BoulgerWell, this is where the classic tax answer of "it depends" comes into play.This could be a good opportunity for loss harvesting, if you have underperforming assets in your portfolio. 

You win in real estate by never being forced to buy/sell or by taking the loss that can break you.

Multi-family properties are a much stronger investment in Tampa compared to condos, especially because of the headaches with condo HOA fees—out of the 3,500 transactions I’ve done over the past 20 years, the only long-term losses I’ve had were with condos.

IMO you're asking for trouble and there isn't enough of a potential loss to warrant a response. 

Over time, as rents rise and your margins improve, a good PM is worth their weight in gold. 

And the property manager is the only person with a long-term interest in your property, so their opinion carries a lot of weight!

Cap rate is one metric and it's like using your weight to determine your fitness level. 300lb NFL linemen are faster runners than a 200lb McDonald's regular. 

It’s like asking someone how much weight are they losing by getting better sleep.