Check the section 8 checklist and be sure you will pass (do you have a lead cert if you need one, do all your bedrooms count as bedrooms, anything weird about the house that won't pass inspection? 

Or rental demand could be poor leading to higher than norm vacancies.

I'd say forget the AI buzzword hype and go back to programming something useful based on real transaction-level data like below (that can help you with any deal you find, from whatever source you have).Sales Comps & ARV estimate:Market Stats:AI won't be able to provide you anything close to this, nor does the RedFin/Zillow market data drill down into the market as deep as I do here.Additionally, if you understand how the leading LLM's work based on a black-box floating point matrix, you just can't trust their conclusions like you can with your own program.

I saw a few higher comps that may lead some to push the arv: 956 N Chester - Sold for $182.5k ($133/sqft), 607 N Chester - Sold for $165k ($130/sqft)(2 baths though), and 520 N Bradley - Sold for $170k ($113/sqft)(also 2 baths).

Having a tangible property to discuss often leads to a much more constructive discussion.

Jumping into a deal just because it feels like you "need" to can be tempting, but as your story highlights, it doesn’t always lead to the returns we hope for no matter how hard we try and convince ourselves that we know everything, it is like the universe pushing the other way around against us.I especially appreciate your point about really knowing your market.

Recommend you Google "Cleveland lead paint instpection" and read what it says on city website.

This will usually lead you directly to low barrier stagnant markets where the cash flow represented in your spreadsheet does not transfer to reality and the most of the equity is "paper equity" because you will never see it materialize yet many look at completing the BRRRR as the ultimate success.I recognize I am using some assumptions but let's assume you have $100k to invest and purchase and renovate a home in MARKET A for $400K but once renovated the home is worth $500K.

First things first, remember it's a marathon, and you are getting such a head start that, in the long term, you will be leading the pack no matter your pace!

For me, I had no goals but found that two of the deals that I did, the seller looked me up on FB and said that they felt good about me pretty much because they got to know me through videos / posts that I made and I suppose that it built trust with them.