After that, you know the process and can actually make it worth your while to pursue collectable tenants for the money they owe you.The alternate option with the PM is to first threaten them with reporting to the Real Estate Commission and then if they don't play ball actually report them to the commission.

Alternatives include the BRRRR (Buy, Rehab, Rent, Refinance, Repeat) strategy and flipping.

Go build your own MLS alternative.

Alternatively, you could reimburse the account shortage now and ask for an escrow re-analysis based on the new tax/insurance annual payments.Check your closing disclosure from when you purchased.

This approach involves work and risk 3) alternate rent models such as STR, MTR, rent by bedroom.  

I am curious to hear what other thoughts are on this compared to working with a broker-dealer / advisor who invests in alternatives?

You upgrading the property, thus increasing the value which in turn could push out the current tenants, contributes to the vitality of that free market, a market that gives the tenants alternative options. 

Alternatively, you transfer the $1,000 rent to mgt company which records it as revenue, just like you would.

any simple alternate solutions you can think of?

I wanted to reach out and ask what other alternatives to Stessa are out there.