There are also online platforms that will handle managing security deposit compliance, refunds, etc. like rentable.com

I was also planning to work for a property managing firm to learn the ropes of the state and local codes while continuing to invest.

We also would like to self-manage if possible.

The association acts as a property manager so no maintenance hassles3) Drive thru fast casual food buildings.  

The building's Property Manager is sympathetic to the owners at large, but says they can’t do anything until instructed by the Board, and they indicated the building’s lawyers would only respond to Board members.

@Brice Alef-Torrisi putting each property in its own LLC is usually overkill.Getting a bank account for each LLC is typically something you need to do to avoid "piercing of the LLC corporate veil" (actually depends on tax selection you made for LLC), but is also overkill.You haven't indicated how you are holding the deed for the latest property.If in your name or same LLC, you don't need a separate bank account.If in separate LLC, you can create a Master LLC, have each property LLC hire the Master LLC to manage their affairs, and just get a bank account for Master LLC.This is an opinion, not advice, so lookup CPA Frank Alcini in Troy for expert advice.

@Melissa Sejour a good property manager will give you a lot of information that you care about.

Quote from @Wale Lawal: @Paige GardnerYes, this strategy is possible, but it comes with risks that you need to manage carefully.

The only other question I would suggest is that you do engage a property management company to review your quad and review your monthly financials.

See restrictions of a DST below:Because a DST (the Trust) is a tax-driven structure, there are certain limitations imposed on what the Trust (and the trustee, the asset manager and the master tenant) can do.