I think @Paul Sandhu captured the list of skills you need to find, and that you can probably find someone with "3M Talent" (or at least "2M Talent" to cover several areas.)

REPS is for someone who meets specific requirements- at least 750 hours in real estate and more time on real estate than anything else; so having a fulltime job disqualifies someone. 

In this I hope that I can link with someone that can provide more insight into the local market.

Sadly, this price-gouging behavior has become the unfortunate new norm in the insurance industry.There's a high likelihood you'll need a broker familiar with surplus lines.  3 weeks isn't much time - if you aren't working with someone already you need to get in touch with someone asap.

Someone who can perform duties such as: fix closet doors, replace light fixtures, replace a front door, etc.Ive used 2 handymen off of Google in the past and they both ghosted me at some point.

Newer buildings now have state-of-the-art amenity packages with pools, gyms, co-working spaces, high-speed internet, and community gathering spaces where savvy property management groups will have apartment building events to encourage this sense of community, all being a level of convenience and neighborhood community people cannot get anywhere else.

Looking for contractor recommendations in Indiana for someone to convert a 2-car detached garage into a rentable ADU

I am struggling to find someone to fund a primary residence.

.- why would an owner want to do business with someone NOT properly licensed?

Someone else already provided proof of concept, just copy them. 4.