This is a very smart idea as it is the number one searched filter on Airbnb.

We're finding houses for buyer not buyers for houses" finding buyers first eliminates most of the guess work and you can hear your property search toward what your buyers actually want rather than tying a property up under a contract and then finding a seller that may or may not be interested in your deal cuz it may or may not be apart of their criteria.Sorry for the overly winded comment.

I can't tell from your post if your search is strictly based on listed properties. 

I think even existing PM companies in my area are always in search of a good cleaner. 

Hiring a bookkeeper to watch the income/expenses is like hiring a gardener to tell you how many roof shingles are laying on the ground after a wind storm instead of hiring a roofer to repair the roof.I recommend that you look for a quality property manager who can maintain the properties and help with the bookkeeping.Start by going to www.narpm.org to search their directory of managers.

I did a quick search on zillow and found this duplex in san diego.

What questions should I be asking, what should I be looking for and what should I watch out for as a future investor while searching and interviewing sponsoring brokers?

@Nathan Frost...They have a certain box, with their programs, just like any lender, but I like them, and have closed with them. 

Once the renovation was complete, I started searching for a property management company, as I don’t manage my own properties.

We want to get into MF (2-3units to start) doing BRRR... and rent out for Mid term rentals.We see a house that meets our buy box, and our investment goals are;- $300 gross profit cash flow per month- 30% equity + with forced appreciation after rehab- Refi (if rates come lower!)