Everyone will tell you it’s great to get started early, or you can just move after a year, but in the current environment in our region the rent your property will generate after you move out will likely be less than your mortgage, if you are tied to the area and feel confident you want to stay in whatever property you buy for 3-5 years go for it, if you want flexibility rent and throw that money into and index fund. 

If you’re thinking of branching out, cities like Austin or San Antonio are worth considering, but staying local has its perks too.

One way would be to get the real estate under contract, then bring an experienced partner in who also has access to capital, and stay in the deal as a minority equity partner.

Hey Marc - Offering free Netflix can be a nice bonus for guests and make your property more appealing, especially for longer stays.

I am sorry that the storm that passed through just prior to your stay required emergency roof repairs. 

I think it would be better just to stay on good terms and let him know you will contact him when you are ready to sell.

Just be sure to stay on top of your contributions, fees, and any extra paperwork so you can get the most out of those “triple tax” benefits.Hope this helps!

For Airbnb, do i allow STR stays for the next three months and then block out the calendar beyond 3 months for MTR stays?  

.✅ Knowledge of Chicago Rental Laws – A good property manager stays up to date on local laws, helping you avoid costly legal mistakes.✅ Maintenance & Repairs Handled – No more emergency calls at 2 AM about a broken water heater!

I plan to stay overnight for a weekend trip in the next week or so.