What information should I provide so a possible investor can make a quick decision on whether it would fit in their guardrails?

My close neighborhood rarely has any fixer upper that fit for a rehab.

I don't see that the license or certifications are helping people sort out the good from the bad there either.On the coaching part, in-person personal trainers or online fitness coaches are required to be hold some sort of certification, as far as know.  

Get rid of all units that don’t fit that mold.  

Investing $135k in Upstate NY, particularly in Greene & Albany Counties, offers a range of possibilities depending on your goals and risk tolerance.If you’re looking for steady cash flow and long-term growth, single-family rentals in strong rental markets might be a good fit.

also tough to find, and not a fit for everyone.with that said... i have to ask you about the property you're looking at. 

With your remote work flexibility and strong income, investing in a market like Indianapolis could help you expand your portfolio more sustainably without needing to save up a massive down payment for each new property.If that sounds interesting, feel free to shoot me a message—I’d be happy to share more about what I’m working on in Indy and see if it might be a good fit for your goals

Since there's a chance I might move away in about 3-4 years, I want to make sure I can rent it out later and cover all my expenses with the rental income.Can anyone recommend areas in downtown Chicago that would fit my criteria and might appreciate a bit over time?

Good work setting up your own service tailor made to fit your specific needs.

I'd suggest reaching out them and making sure they are a good fit.