Given your situation and concerns, here's a breakdown of considerations and advice:Pros of Renting Out Current Home and Buying a New Primary Home:Living Condition Upgrade: Moving to a larger, newer home with boutique features can improve your living space.Rental Market: West Town in Chicago generally has a strong rental market, which could provide good rental income from your current home.Portfolio Diversification: Adding another property to your real estate portfolio can enhance diversification and potentially increase long-term wealth through property appreciation and rental income.Cons and Concerns:Interest Rate: The current interest rate of 7% on a new mortgage is high, and there's uncertainty about future rate decreases.

I have some guys that are sitting on houses because they went over budget , and over improved for the neighborhood .Have a exit plan .

Ok , you are the homeowner doing an improvement to your house . 

Anyway, code enforcement asked to see the inside of the apartment & i agreed as i was doing some improvements inside like painting etc.....afterwards he nailed a red tag to my wall which i didnt pay much attention to because I was literally unaware of what it was or what it meant.

However, if you can deliver your message AT A GLANCE, and it looks professional enough AND you tell them to KEEP your card for future reference, you may be surprised as to how well your closing ratio improves over time.

which creates what I've been thinking : the supply and demand is artificially created by the number of dollar is being circulated, just like a stock market.currently money supply is increasing since the last six months hence triggered buying activity in loops.These days, it seems having good investment is better than having company that may collapse at any time.

The sell that  non-profit agencies do is that there is on-going support for these recipients to improve their credit.

Even with the recently improved ADU regulations, for most house hackers it still a long process that could leave them with a unit that is not legal.

If so, has this been effective with improving efficiency, tenant satisfaction, and overall business operations?

The plan is to come in and improve the NOI over the next 12-24 months then implement a strategic cash out refinance and move to long term permanent agency debt.