The good thing about househacking a legal multifamily unit is that lender allows you to use the vacated units of 75% market rent as an income to offset the potential current mortgage.

The HAP and related documents is from the state and very specific.

I highly recommend seeking legal counsel to get advice on the best next steps.

Do I provide my own document for what we're asking for that includes loss of use (and compensation for my time)?

Especially from a legal liability perspective.

I'm also asking for contractor, CPA, insurance, and legal references from the property managers and will speak with / cross-reference them before going forward with one. 

**DISCLAIMER: "Always seek legal counsel regarding tenants rights in your state and speak with a trusted and licensed property management company before doing any of this!

@William CoetHave you spoken to an attorney to review the documents?

I should have clarified some of the things you pointed out though as that is common practice buying a STR anywhere to verify what permits you need and how to operate legally in the city.

Go to Etsy and search for "rental property tracker," and you will find hundreds of nice spreadsheets to track 10-20 rentals, usually for under $10.Software has extremely helpful features like online payments, marketing syndication (click a button, and your property is advertised on multiple sites), electronic document review/signing, maintenance tracking, and owner reports.