@Delmar Marsh JrAs you begin your investing career I would suggest using this website to get a general idea of the area you are looking to invest in. https://www.areavibes.com/Its a great starting point and gives you a whole list of data that you can look through. 

You can type in the properties address and it pulls data from airbnb and other short term site to give you from what I've read a pretty accurate estimation of Occupancy rates and income.

The most recent data show that record momentum continues for the residential rental industry especially for the short-term rental industry, with year-over-year bookings now exceeding pre-pandemic levels.The complexity of the problem hinges on the definitions of “short-term” versus “long-term” rentals for tax purposes.

Your problem is likely in the data you relied on for your expected return and their experience.

Hi Matthew,This data is a macro look at median sales price of all property types within those four cities limits.

Explaining the reason for the increase and providing some market data to show how rental prices in the area have risen could make things clearer for the tenant.

I've been managing places for my aunt up here and in SoCal for about a year now and personally believe that how often a tenant asks for fixes is more based around their personality than anything else.Take my opinion with a grain of salt as I've never used a PM service so don't have any data to actually compare.

I only have 7 months of data, but other hosts say Padsplit tries to at least keep everyone as close to 80% as possible. 

When you surround yourself with a great team, are well-educated, and use data to make your decisions, your odds of a significant issue are VERY LOW.Continue to network with the awesome community here in Chicago, and you will stay on the right path.

Purchase price: $135,000 This deal is for three lots (4930 Paseo, 4940 Paseo, 4935 Lydia) with an existing SFH in need of rehab to the studs or scraping.