Real estate agents, property managers, and contractors who specialize in your target market can save you time and money in the long run.

I would be managing myself and...I just have A lot to think about.

We’re developers managing our own portfolio and don’t have any outside investors.

.- If you decide to have an LLC for each property, creating a Management LLC that all the other LLCs "hire" to run their books, will allow you to only require a bank accont for the Management LLC.2) You may not be able to do a Trust.

Managing rentals isn’t for everyone, especially after dealing with bad tenants, challenging property managers, and increasing costs.

And you can do it with little cash, 5% down conventional is better than 3.5% FHA.House hacking also gives you a chance to cut your teeth in all major skills: analyzing deals, buying process, financing, working with contractors, advertising for rent, background checks, property management.

I am the boots on the ground, managing the property and doing everything in between.

  (700+ properties yielding 600K is less than 1K/property before expenses)   Lastly,  many property management companies refuse to manage S8 housing for the above reasons so good luck. 

I would consider getting out of property management and getting into cleaning IF you think they are doing better than you . 

If you hire a Property Manager they can sometimes help arrange lawn and snow removal service.