If you continue to write offers (10-20) and NOTHING is still landing, you may want to go back and look at your underwriting or, better yet, have a more experienced Chicago investor take a look at it.Where and what type of properties are you making offers on?

Hiring a good property management company who's on top of things, or ensuring you or someone else you hire put aside additional time for property inspections on a more consistent basis.

Then you can read a more in-depth book like The Book On Rental Property Investing by Brandon Turner or The Unofficial Guide to Real Estate Investing by Spencer Strauss.2.

I had trusted the wrong people, but I will invest again now with a more money orientated approach. 

My questions here:For a vacation rental in a more remote location, what should I consider when restoring and maintaining a property of this size?

Does anyone have a more budget friendly option? 

There have been some changes that allow for a more 1:1 relationship with some of the local mentors.

Start with something light-value add or turnkey so you don't take on too much risk and you can learn the whole process with a more friendly investment. 

To me using low-interest leverage is the best thing about investing in real estate, as well as forcing appreciation but that is a more active strategy than most comparable investments.

Are you open to a more cost effective and organic solution outside Google Ads?