If your rent increases just mimic inflation close to half or more if you self manage will bump your yield up and cash flow. 

I also sold one of my rentals here and have my current house hack remaining (the rest of my portfolio is out of state).

You may be able to capitalize on this if your area has experienced similar growth.Simplification: Selling would allow you to focus on your new single-family investment properties and potentially expand in those markets.Capital for other investments: The proceeds from selling could be used to fund other potentially higher-yielding investments, especially if you use a 1031 exchange.Small town limitations: Depending on the specific town, there may be limited growth potential compared to larger markets or more popular tourist destinations.Given the stable cash flow, low remaining debt, and your established experience with the property, keeping the fourplex seems like a solid option, especially if it's in a location with STR potential.

Though the timeline for the project remains uncertain, the vision is clear: Chicago is poised to lead the future of technology.

The seller remains personally liable for the note BUT no longer owns the property2.

At same time there operations costs are also expanding due to wage inflation naturally fallowing the "everything inflation" so yeah....

Depending on how long it will take to complete the remaining work and get the property sold, you could also try to find a larger general contractor; one that could self fund the work in return for a higher payday at closing.  

ARV values are often over inflated and rehab costs under valued creating a lose-lose situation for an investor.

Indeed, if one's intent is to cultivate an ambiance of erudition, one must remain vigilant lest one's lexicon becomes an impenetrable labyrinthine construct, leaving interlocutors in a quagmire of lexical bewilderment. 

As property reconstruction costs climb due to inflation, I anticipate more insurance providers will follow suit in the coming years.Therefore, investors with properties in high-risk areas might consider a 1031 exchange to a safer investment location as a prudent option.