In addition, each individual investor had a choice over both risk appetite as well as each individual investment they elected to invest. 

I see why a lot of people elect to self-manage because finding a reliable, capable, professional PM who keeps their incentives aligned with their investors is a rarity in this space.

If you elect to let airbnb pay taxes for you, they will only pay the state taxes.

Steve's glad to slip me a few dead presidents. 

Sounds like you have a CPA.For your question 2....S-Corp is a tax election of an entity, e.g. an LLC can file as an S-Corp, a Corporation can file as an S -Corp.The income from 'Active' flip investments is taxed higher than 'passive' rentals.

I elected not to make the garage living space (though I could have permitted it as so) in favor of giving tenants parking and storage. 

So, even if they show up in the filings (they're called NEDs - Notices of Election and Demand here) with a sale data, that's just the earliest possible sale date.

Hi Jonathan, hazard insurance is required by lenders to protect the liened asset (up to the loan amount) from elected perils e.g. water backup, theft, ordinance etc.

The city has some inspired leadership, finally elected a strong mayor with a clear mission, is notably reducing crime, and has proven much more resilient than many of its industrial peer cities where unemployment, generational welfare dependence, opioid abuse, etc. have been worse.

Not to get political, but this time could be shorter or longer depending upon future elections and their implications on national economic policy.