Thankfully I have no property in NY.I loved this quote which shows just how clueless people are about housing issues:“Housing instability is at the root of so many problems facing our city, such as exacerbating homelessness and hunger, failing to meet our children’s educational needs, and undermining public safety,” said the CWTU in a statement.

This way your tenants essentially pay your mortgage while you're deployed.

However, short term rentals are much less passive than long term rentals and are essentially a hospitality business, which is in and of itself required a whole additional layer of knowledge and expertise.With regard to your question about private lenders, it’s important to draw a distinction in terminology between “private” and “hard money.”

Second, you don't want to operate at a net loss, it's money out of your pocket every month and essentially negates your equity gains over time.

Hey Lenny,Love to see that you also got the Real Estate bug so youngI recommend a BRRRR/house-hack for your first oneBuy a place that you can live in with a low downpayment, fix it up, and then you will have the option to 1) Refinance and live in it2) Refinance and rent it out3) Sell and do it over again4) Dont refinance and continue to live in it5) Dont refinance and rent it outYou will have a ton of flexibility and the safety of knowing you have a place to livePlease reach out via DM if you have any questions moving forward.

You may not like their current deals/offerings, but I would call each of them and let them know what you are looking for - essentially your "buy box."

My updated expected monthly rental income will be $2,800, resulting in a cash flow of $795 per month (excluding my share of the split utilities).I plan to set aside at least 80% of my cash flow for property-related expenses.Additionally, I’ll be installing keypads and security cameras for enhanced safety and operational efficiency.

If your company were to manage the STR in CR how do you deal with matter of safety / home burglaries? 

Chicago’s unpredictable weather can sometimes affect project schedules, so it’s essential to set estimated start and completion dates.

Higher property taxes can eat into your profits, so it's essential to factor this into your calculations.It's worth asking yourself if you'd want to live in the markets you're considering.