Quote from @Tod DuBois: Looks like everyone is using some software tools for various tasks, I'd not heard of most of them.

If you control how they perform tasks, set their hours, or provide tools, they should likely be a W-2 employee, requiring you to withhold taxes and comply with payroll regulations.

I rented out the additional bedrooms to friends and family, charging them well below market, and sold when it was time for my wife and I to start our own adventures.

@Marc Robinson some may be more adventurous than me but with septic and well I would walk awayI prefer TOH of course but with $300 lot rent and 19 occupied, utilities included in rent I would pay $400-450k for this

Just wanted to say a warm and friendly hello to all in the community. I am a newbie in this realm and looking forward to learning all I can in this endeavor of becoming financially independent. I am active duty and cu...

Allowing the team to assist in some of my "Busy" work, so I can handle more productive tasks. 3.)

Here's a link https://www.oregon.gov/ODA/shared/Documents/Publications/FoodSafety/ServiceAnimalsposter.pdf The BS factor is off the charts with some clients...Then it gets tricky because you are only allowed to ask certain questions as to whether the dog has been trained to perform a specific task etc.

I would love to help you in any way that I can in your new adventure. 

So, I am truly coming into this blind... but excited and optimistic and ready for a new challenge/adventure!

You'd have to stick to tasks like messaging guests, scheduling cleaners, etc.