If the reno will be starting shortly: Renovation Builders Risk policy (including Liability or a separate Liability policy).

It was a 4/2 SFH with 3/1 upstairs and an in-law suite downstairs with a separate entrance that I planned to upgrade & list on AirBnB for mid term rentals.

Aloha,2 VERY separate issues here.

If you're renting bedrooms in the same unit you're living in, I tend to think a property manager is less appropriate than if you're renting out separate units.

I want to get my first wholesale deal out of the way and use the profits to setup my business structure, pay for any tools and resources that I need & want, etc.My plan is to setup my general LLC and any SFR & MFR that I plan to purchase for would fall into separate LLCs that would be serialized into the main LLC.I guess I'm just looking for some guidance in this arena. 

, 2) get added to the basis and essentially only have 26 years of depreciation (27.5 - 1.5 years), 3) go onto its own, separate 27.5 year timeline, or 4) something different and if so what?

Copy & Paste off page 2 and 3 of Enrolled Senate Bill 608:(C) The landlord has a qualifying reason for termination and gives notice as specified in subsections (5) to (7) of this section. (5) [Notwithstanding subsections (3)(c) and (4)(b) of this section,] The landlord may terminate a month-to-month tenancy under subsection (3)(c)(B) of this section at any time, or may terminate a fixed term tenancy upon the expiration of the fixed term under subsection (4)(c) of this section, by giving the tenant notice in writing not less than [30] 90 days prior to the date designated in the notice for the termination of the month-to-month tenancy or the specified ending date for the fixed term, whichever is later, if: [(a) The dwelling unit is purchased separately from any other dwelling unit;] [(b) The landlord has accepted an offer to purchase the dwelling unit from a person who intends in good faith to occupy the dwelling unit as the person’s primary residence; and] [(c) The landlord has provided the notice, and written evidence of the offer to purchase the dwelling unit, to the tenant not more than 120 days after accepting the offer to purchase.]

In order to make this cash flow, I will live in the ADU and:STR Unit 1 (comps are 60-80k/yr)STR Unit 2 as both "entire house" and 4 separate "private rooms" with shared kitchen. 

Or maybe analyze each unit separately somehow? 

Your CPA cannot be expected to be an expert on lending guidelines as part of their general knowledge base and asking them to track your personal DTIs so you can qualify for lending would be a highly specialized separate engagement, not one that you should just expect them to keep in mind as they work on your projects and advise you on.