Hello Bigger PocketsMy Wife and I (both 28 yo) are new to investment properties and would like to start by supplementing out income as well as prepare for retirement with buy and hold investments.

I get health insurance through my W2 and last year I itemized about 27k in different expenses. 

Have thought about trying to find a way to leverage web scraping to supplement the land records for additional commercial property data.

I am chasing these leads for my partners to supplement income and learn the business.  

In the end I want to get a good deal, but I want to give him an avenue toward retirement so that he can be with his family during all his health troubles.

If it's kicking out good cash flow and your goal is cash flow, then I'd keep it and let it continue to perform as a cash cow to supplement your income.If you are investing in areas out of state where you are happy to be investing and your returns are strong, it could also make sense to buy again in that area and consolidate your portfolio.

for context, the person whose name is on the home is deteriorating in terms of mental health and originally bought the home for my family member to take primary residence in.

First they claimed to be having financial issues due to health issues, so we gave them the benefit of the doubt and worked with them for a few months.

Intel is a great example, who is building the largest chip manufacturing plant in the US right here, and it will be a $20 billion dollar investment that brings a few new thousand jobs.https://www.dispatch.com/story/business/2022/01/21/intel-ohio-building-computer-chip-factories-licking-county-jersey-township/9173472002/ Another example of economic growth is the upcoming Ohio State University Wexner Medical Center Inpatient Hospital which is a 1.9million square foot hospital that will bring over 800 new beds and a thousand new jobs. https://abc6onyourside.com/news/local/new-osu-hospital-expected-to-transform-health-careHere are a few more recent investments https://www.10tv.com/article/money/business/hydrogen-power-company-hyperion-bringing-700-jobs-to-columbus/530-25907aab-5517-4661-a9f3-d2ed2d5be6b0 https://news.wosu.org/news/2022-02-08/rumpke-to-build-50-million-recycling-facility-in-columbus Check out The Complete Guide to the Columbus, Ohio Real Estate Market which goes through the Columbus, Ohio market in depth and will give you a better scope of where the highest levels of growth are taking place and where to look to invest.

Not having rent rolls should have been the  first alarm but we were in the middle of a family health issue and lost one of our dogs so my mind was not fully in the game.