This will matter when you're in a business relationship with your PMC.2) Poor accounting/ability to explain accounting. 

I am looking to build a relationship with a lender.

Quote from @Ren Hopson: I'm under contract with a couple properties and the guys I was planning to assign the job to doesn't have a license does that effect the future value of the home?

Effects everyone since you will now have comps that are looking outlandishly low. 

I’m looking to build a solid relationship with someone who understands the BRRRR-style model and is comfortable working with this type of tenant setup (sober living, structured housing).Appreciate any insights or recommendations, especially from those who’ve built strong lender relationships over multiple deals.

It would be great to make long-term relationships with a lender who is interested in repeat project funding and paybacks.

That would cause more issues that would actually effect you.

The city level is out of he question for us and I assume we are too small to effect federal Gets tricky at the city level for sure.

Over time, consider strategies like cost segregation and 1031 exchanges to defer or minimize taxes while you grow your portfolio.This post does not create a CPA-client relationship.

Prioritize building relationships and learning the market where you intend on investing.