I have 10 condos, each worth about 35k.

I wonder if it's worth it to sell shares pay the 15% capital gains and pay off the mortgage.

For LLCs, it’s true that many investors start without one, but with significant assets and your husband’s profession, asset protection is definitely worth considering.

3️⃣ How do you evaluate whether a deal is worth taking a piece of instead of owning outright?

As a license agen, you will have a fiduciary responsibility to tell sellers what their property is actually worth. 

There's a lot on the landlord side that you'll want to get caught up on and it will take some time to get your systems right but I think it's worth it.

Aim for a path that benefits the current tenants if it's worth it.

Cash for keys is definitely the best way to get people out in the day when I was very active at court houses steps cash for keys was by far the best way to get folks to move and bad tenants in a state with bad eviction laws to me would be the preferred method. you simply pay them when they are leaving the house not before.. that works fine and you give them more than 1k .. you make it worth their while..

It's worth meeting with a CPA before making any decisions. 

If it’s the only one, it might be worth negotiating rather than holding onto a property that will bleed cash every month.