When that happens both Chicago and its surrounding environs will pass rent control laws in a heartbeat.As for taxes, not only are property taxes high in Illinois to begin with, but they will only increase as all levels of government pay the piper for ignoring pension obligations for decades.

Even with all the government financing programs, banks are becoming more cautious as the future economic/employment outlook becomes more and more uncertain.There's even a bigger problem in that right now the inventory is so low that I think rehabbers are paying too much. 

Depending on the next president, the government may be stricter when it comes to allowing POGOs to continue their operations here.

This is not me speculating, there are articles released by the government about this.I'm not giving into the "there are no deals to be had" mentality, so I'm wondering if there are ways I can incentivize my agent and her brokerage to find me off-market deals?

I have thought about the appraiser field too after meeting the gentleman but its being squeezed by market forces and also by government regulations after the last housing crisis.

Im just saying besides worrying about expiring eviction moratorium we as landlords need to worry about the laws governing the collecting of the debt.

But you'd probably still want some kind of paper trail documenting the issues and communicating your concerns and reasons for moving to your lender (or, the opposite approach would be to not tell them a thing and hope you don't get caught - which I'm certainly not advocating).Ultimately, they need to believe and verify that moving early wasn't your intent all along, just to try and circumvent the FHA requirements (which would essentially be defrauding the government and using up a finite resource intended to promote home ownership in the US); Giving you an FHA loan could ultimately mean that some other family was unable to get one.

The more the Government "plans" the harder it is for regular citizens (and small landlords) to make plans.

Based on the CARES Act it doesn't matter if it's MTM or 12 month lease, you can't do a non-renewal or evict for non-payment if the property has a federally backed mortgage or the tenant is using government subsidy such as section 8.

We are currently both unemployed due to the impact of Covid-19 on the tourism sector but have more than enough money to pay the entirety of the lease and security deposit upfront.