If anyone has done this type of project before and has a detailed/itemized breakdown of project cost (invoice), I would truly appreciate if you can provide me with a copy and any guidance.thanks!

Hi does anyone have experience with providing direct STR stays (so not through Airbnb or VRBO) and charging, collecting, and remitting the local Chicago hotel tax?

Overall, Section 8 is a good way to get some pretty reliable income to get the property cash-flowing, provide additional experience, as well as with the required annual inspections, make sure your property stays in a good condition! 

Medical Payments: Provides coverage for an injury suffered on the premises.

Definitely reach out to your insurance provider.

If it's currently an STR they should be able to provide you with the p/l statement from prior years so you can see gross rents, operating expenses, average daily rates and occupancy levels.

., are ONLY transaction based.A PMC has to deal with your property, tenants & maintenance EVERY DAY until you sell or terminate them.A great PMC can provide contractors and also check out properties for you. 

Here’s what renters should know.Trump also didn’t provide any more money to help renters.

I was told that some commercial insurance companies are able to provide umbrella policies without auto policy and primary residence.

So, your focus may need to pivot from high rental cash flow to little to no cash flow as a rental with an appreciation upside.I would recommend taking your $150K to $200K and securing a solid equity position in something that will cover its expenses and maybe provide a small cash flow, but then is poised to appreciate nicely over the course of the next several years.