To all aspiring house hackers and those aiming for a single-family primary to hold it as a long-term rental, what are your biggest frustrations likely keeping you from jumping in the game? 

This is a very fair game I could say, I meant to say in the real world they're just "property management"/REIT that doesn't necessarily have to perform to buy/sell the property to increase NAV.

Hi Kim, welcome to the game.

Professional SEO here with 15 years experience (who happens to be looking to get into the STR game in the next 12-18 months). 

RE is a long game. 

But, those of us who have been in the rental game for more than a couple of years know that cash flow is a myth with most rental properties no matter what the initial analysis shows.

This can be a game-changer, especially in neighborhoods like the South Loop or near revitalizing areas like Pilsen, where property values are expected to rise.Improvement Exchanges: Recent IRS rulings allow you to use exchange proceeds to make improvements on a replacement property while still qualifying for 1031 deferral benefits.

After 20 years in the game as a landlord, I've seen just how impactful hands-on experience can be!

Clearly, he’s not just playing in the STR game; he’s changing the rules.This was a recent feature from our weekly STR newsletter here at BiggerPockets is called BiggerStays.

Whether you’re trying to find off-market deals, build a pipeline of motivated sellers, or scale up your operations, there are some game-changing tools and methods that can seriously boost your efforts.I’m really passionate about helping others take their business to the next level, and I’ve seen firsthand how these approaches can deliver results.