I have a list of them that I can share with you.Chicago, without a doubt, has some downsides, but there are also a lot of positives, like the inventory of older multi-family properties and price points at all levels.Investing out-state can be challenging because of the distance and the need for boots on the ground that you can trust 100%.

Another thing is the insurance is sent to the bank from your insurance provider and the seller should never be needed as long as the documentation has been completed correctly.This is why you must vet the law and title office you are closing with to make sure they know how to handle these transactions. 

The email was short and challenged us by implying we were looking for investing planning and not tax planning.

Is there someone local who handles these sales? 

We upsell 3-to 4 simple packages that guests love; I have trained my cleaners to handle them (they make extra money), my VAs help schedule it with cleaners, and we still make a 50% profit margin on everything.

Happy to be a resource as I know all of this is challenging.

A good manager will handle tenant communication, security deposit transfers, and ensure a smooth transition for you.Changing managers doesn’t have to be difficult—following the agreement and partnering with a competent new PM will help you get things back on track.

Plus, investing in new construction has meant fewer headaches and better cash flow for us over time.Real estate isn’t without its challenges, but it’s hands-down the best way we’ve found to build long-term wealth.

Here is an example: We run a fund that has a transfer agent that handles the cap table.

I’d love to hear from others who have navigated similar challenges or have insights on improving profitability in the short-term rental space.