Do you have experience at new construction or rehabbing?

Have others used them and had a positive experience?

They are going to finance you based on your loan to value, experience, and liquidity. 

Ask how many units they manage and how much experience they have.

There's a lot of other things to consider here but I'll go through your list and make some suggestions based on 10 years of investing across various asset classes - single family, multifamily, industrial, storage, retail, office, etc. and I've had experience with section 8 housing, BRRRR, flips, etc.Purchasing rental properties?

Does anyone have experience exchanging their small multi family property into a single family home, use it as an investment property then move into it as a primary residence after meeting the requirements?

(particularly true for single family homes)  Tom and Aaron may have different experiences.  

It's pretty much why I'm putting myself out there on here, which to gain insight on other's experiences with working a dual agent deal.

Would love feedback from anyone with personal investing and/or property management experience in these cities.

There may be other issues at play here that have little to do with a lack of experience at real estate tech platforms.