I secured a 250k physician loan (no money down) at 7%, which brings payments to 1707/month, and 1887 with insurance and taxes.

Increased floating-rate interest payments, coupled with climbing utilities and property taxes, have eroded profit margins and negatively affected debt service coverage ratios.As over $250 billion in multifamily loan debt matures in 2024 alone, owners and investors are bracing for a challenging deleveraging cycle.

Thank you  I'm not expert in Real estate, but from a business perspective, if you sell, you'd have to pay capital gains tax.

I rent out on a 32+ day basis to avoid Chicago red tape and building restrictions.I own real estate in several states (strange that I'm still renting, I know!).

If they do find out you can always deed it back to the original entity to avoid the due on sale.Make sure you make sure the insurance has the original entity/owner on the policy as the policyholder or additional insured so that doesn't trigger the due on sale when sent to the lender

Downpayment came from proceeds of a land flip bought at an online tax auction (**********).

Tax Write Offs: There are certain tax benefit to house hacking because you blend benefits of primary residence with rental income.

So When you say Tax Deed Sale and Tax Lien Sale I did not get that. 

Doing your homework, checking everything carefully, and planning well can help you avoid big mistakes.The best place to put your money depends on things like how the market is doing, what's happening in the economy, what you want to achieve, how much risk you can handle, and what you like.

It's very intuitive and has key functions that I really needed like the ability to quickly categorize transactions into categories that sync with your Schedule E for tax time, the ability to set up accounts for each property and sub accounts for specific things related to each property.