A tiered system works well: reward individual performance (e.g., quick work order completion) and team-based success (e.g., overall portfolio stability or income growth).Be cautious when setting pay expectations.

As far as your primary residence, if you have lived in it 2 out of the last 5 years, you should not have to pay taxes on capital gains (difference between what you paid for it & what you sold it for) up to $250,000 if you file your taxes as an individual and $500,000 if you file jointly with a spouse.Just a disclaimer, I am not a tax professional.

Does anyone know if this individual needs to be a W2 or can I hire on a 1099?

So I said all of that to say... lol, Yes, I think you can absolutely find a PM that would help answer some questions, and I hope you find some kind individuals. :-) All the best!  

The answer is NO, based on the language of Section 152(c)(3)(A):...an individual meets the requirements of this paragraph if...

When an individual landlord prices their rental, they do based on what the other ones in the neighborhood have rented for. 

@Mario MoralesI think this is a common question and the value that an agent will bring will vary by individual needs.

BiggerPockets or LinkedIn can also help you connect with like-minded individuals. 

Use caution when borrowing against your stock portfolio, especially if it's a high volatility portfolio comprised of individual companies.

@Kyle Kulhanek Are you planning to transfer the property into an LLC owned by both individuals on title?