I told Scott Carson, when we signed up in 2014, that I have 3 medical conditions and won't be able to work through age 70, so please promise me you will help us to help ourselves through these investments.

I think there was a medical bill for around $50, too.  

Unfortunately, the process has been much slower than anticipated, and we are still not ready to list the property.Additionally, the costs have significantly exceeded our initial expectations, and the property manager has not been very responsive or clear about why this is happening.

Things like:- having them name you as an additional insured- having their policy be Primary and Non-contributory- Requiring that their policy provide 30 day notice of cancellation- Having their policy waive subrogationThe Tenant should have General Liability, Professioanal Liability, Workers Compensation, Business Auto, and possibly Accident/medical coverage.

It took a year and a half and a lot of work, as well as significantly more dollars than I was insured for.We had a slip and fall medical claim a few years ago that resulted in a settlement of over $200,000.

Maybe they want a large down payment for medical needs but are already so financially comfortable that they'll do an interest only at 5% for the first two years. 

Somebody said 30 days and everyone followed suit.I was a the Dr last week and the Nurse said Charley Horse.I asked if that was a medical term, which it isn't. 

(eg Travel medical, post grad, insurance relocation, other random etc)?

This could limit your ability to refinance in the future to lower your payments.Rental Viability: Renting out a very new home (built in 2019) may not be ideal due to potential wear and tear concerns and the fact that it's less likely to need significant repairs or updates that tenants often expect.Local Market Considerations: Chicago's property market is known for high property taxes and historically slower appreciation compared to other markets.Financial Necessity: If you don't have a strong financial or personal reason to move, such as proximity to work, family, or lifestyle changes, it may not justify the hassle and costs of buying a new primary home.I am a loan officer so feel free to reach out to me directly if you have any other questions or would just like to discuss!

Section 8 rentals are a huge opportunity in the area, and medical students/employees at the nearby hospitals are a great pool of potential tenants as well.