What are your initial thoughts on this type of opportunity?

I had the exact same situation twice before, and was able to work it out amicably with both initially, but ended up firing one for the maintenance portion since he was doing work that didn't need to be done or not do things that were necessary properly. 

Not sure how this would be able to be evaluated except the section of a PPM that looks at hypothetical investment.Rent Increase Assumption: this will be effected when putting off value add plays, maybe look at 0-1% now as opposed to 2-3%.Renovation per unit: was looking at 3-8 K per unit, maybe now looking at more like 3-5K per unit.Break Even Occupancy: was looking at 65-70%, now prefer to see closer to 50-60%Reversion Cap Rate: Previous was looking at 0.5-1.0 over initial, now looking more at 1.0-1.5xLoan to Value: Prior Criteria was <65-75%; now lloking more for 60-65%. 

They may do a short initial consultation and then charge a small upfront flat fee (again, a few hundred bucks?)

Now, if you've already challenged this and they haven't budged you might need a lawyer but to challenge it initially you can do that yourself, you don't need to pay a lawyer to do that:https://www.indy.gov/topic/appeal-assessmentJust fill out everything on this form. 

Personally, I like to keep mine on a MTM after the initial lease expires because it’s more advantageous for the landlord and I can raise the rent more often than once per year if needed.

Initially, we won't be making any cash flow for the first year which we're okay with but after that we plan to rent it out to start the cash flow process (we're doing our due diligence by doing the calculations and using rentometer to make sure our rental income would offset our mortgage).With our lifelong goal of FI, what would you recommend we do?

I'm just a 24 year old kid with no company backing me,so I really have no idea how to establish an initial professional relationship with real estate agents,contractors, etc and be taken seriously.

They hit me hard in underwriting and I ended up having to come up with a bigger down payment than they initially offered due to the current distress in the market. 

Was the initial $2300 what you spent on rehab during the two years you lived in it?