While it would be a huge added bonus to find a CPA  you can grow with over time, the most important aspect is finding one who know their real estate taxes. 

Additionally, by gaining this hands-on experience, an investor could also gain invaluable exposure to multifamily investing.How to find a smaller investment property for saleThere are many different resources to search for available listings.

Bonuses for potential for an ADU add on if the lot's big enough.

If my brother and I hypothetically invested in an income producing property together, would only one of us be able to claim material participation in order to allow us to use bonus depreciation to offset our active income?

Like others have suggested, refinance out of your FHA into conventional (added bonus if you can get rid of PMI).

Covid being the route of the problem, limited people from getting out and selling due to confinement, limited new construction, and is still to this day making sellers think twice about listing because of the potential risk of “exposure”.

If the driver is owning the job and has high numbers early on, he offers them an immediate bonus $1.25 - $1.50 per house.

Under 4 units is residential over 5+ units is commercial which gives us exposure to both worlds.You mention wanting to invest yourself and it sounds like IF you had the capital you’d consider flipping some properties.

You won't find a perfect solution to do all you've listed.We have experience with Buildium, Appfolio, Propertyware and some exposure to 2-3 others.Unless you are managing for others, Buildium is probably your best choice - but you will still need QB to track depreciation, loans, and all tax data.

One additional benefit to this strategy is that it minimizes your exposure time to the market.