I definitely recommend that you seek out a Certified Cost Segregation Professional so that you are confident in the quality of the work performed and the deliverables produced.

As long as you have reasonable expectations of:- Running a 24 hour business (mostly remote but guest communications and emergency maintenance issues)- Managing cleaners (schedule and quality)- Managing maintenance (urgent and scheduled/preventative)You will be fine.  80% of the work is remote, with the exception being cleaning and maintenance. 

I agree it is a tough decision, but at the end of the day, this is a business and they should live where they can afford to live, whether that is on your property or elsewhere.That being said, you have every right to improve your property and allow for a better quality of life for someone. 

@Evan Polaski - amazing recommendations on the quality of materials.

But like Edwin Watson -- I am a local investor/agent here in Indianapolis -- and I have also driven by their properties and they seem to be great quality. 

What do you want out of a GC:  Someone who has lots of quality sub connections, someone who doesn't soak you with their fee on top of Sub costs, someone who will be there to oversee manage the quality and speed of your project at least 3x per week and be in constant communication through calls and pictures. 

I understand the arrangement is certainly different, but from a practical standpoint it isn't much different than a licensed GC staffing a team of laborers, who are actually doing all the work, and the GC checking in on quality of work.  

Lead Sherpa is a quality program, but its not cheap.

Glad you found someone Jon, I really hate seeing Business Owners struggle or go under because of low quality Bookkeepers that don't make accurate financials for the Owners to make better decisions. 

I use quality TP from Sam’s Club and supply 3 full rolls in each bathroom, adding a fourth for up to 7 night stays.