On the flip side the clients I fund in my land deals are doing very very well in the foothill subdivision 50 miles or so west of the springs.. but thats the land game buy low sell high.. cant wholesale that stuff it needs to go on MLS to marketed and turn around time is generally 90 to 180 days but nice margins for my clients ..

It doesn't help with your tax issue but keeps you in the real estate game with a lot less headaches.

In addition- if it's not working and the tenant takes legal action, the judge certainly isn't going to be on your side when you tell them a flooring contractor said it was warm in the house.This game is all about mitigating your risk by being proactive.

If able, speak to them face-to-face at their work, your kids soccer game, church, whatever.

Happy to talk further on the area (we are large enough to offer options to focus on student rentals/UW Madison campus, and anything from Class C to A locations or suburban/surrounding communities) but to help you consider broad initial search, you could start by deciding how important cash flow is. 

“Josh, I feel you on this one—it’s a tough spot to be in, but let me tell you, these situations are where the real players in this game prove their mettle.

To win the STR game, especially if you're a new entrant, the most important aspects are 1) Amenities2) Location3) Property type4) UniquenessAll are geared toward you standing out on Airbnb/VRBOHot tubs, fire pit, bowling alley, pools etc. or being in the best location in an area as well as being to host a large group are all things to help you win.

In the end, you have 2 choices when there is a change, blame the system or find a way to win the game.

If you’re looking to build long term wealth, accumulate assets, take advantage of tax code, and benefit from appreciation, then play the appreciation long game.

Person new to real estate trying to get in the “game” with little or no capital and trying creatively.