2.What are the best and most cost-effective solutions for managing this potential long-term issue?

Needs an owner-operator to manage. 

My goal is to get started with a turnkey MTR or LTR, unless I can be convinced BRRR can work without being present to manage the rehab. 

Quote from @Henry Clark: Managers roof got finished. 

Quote from @Lexi Lehman: Quote from @Derrick Lewis: I use TurboTenant for their other features (and tenants submit maintenance requests there), but haven't seen anything about a partnership with Lula until now.Lula doesn't cost anything for the property manager as a subscription normally, you just pay on a per-job basis.

This approach helps manage costs while providing predictability for tenants.Thanks @Julia Lyrberg!

Funny how she managed two 10 day plus oversea vacations per year for the past 8 years.  

They manage a ton rentals.  

Day traders are not exempt unless they elect mark-to-market (MTM) accounting, which eliminates wash sale tracking but taxes gains as ordinary income.To manage taxes, track trades closely, avoid overlapping purchases, or consider MTM election if trading actively.

Another great property management starter book was Landlording on Autopilot - Mike Butler.