Also note that my company will possibly either cover closing costs if we sell or provide property management for two years if we rent.

You can put a mortgage into a "trust: without triggering a due on sale but again contacting your bank/lender is the best route to avoid any issues.Some banks/lenders or servicing companies change guidelines and even a trust may require other paperwork but the attorney usually facilitates that to be safe.  

I would say they are a good company to go with. 

-Booking.com is a very large and established company that has been around much longer than airbnb and vrboCons:-more listings to make sure are all staying maintained assuming you are also on airbnb and vrbo-you have to pay them their commission back at the end of each month which is a pain in the a** and is an unnecessary extra step-payouts can take longer as you mentioned-it has been impossible for me to find anyway to contact customer service over the phone and instead you have to refer to their forums and FAQs for any answers you need.Hope you found this helpful.

I work for a flooring company as a designer and meet contractors and people who flip homes regularly so it has me flirting with the idea of doing it myself.My question is, how did you get your spouse to be on board with real estate investing?

That could be your PM company if you plan to hire one. 

I'm a local investor, flipper, and property management company owner.  

Petersburg area, resulting in highly–profitable investments.If you need professional and courteous property management experts for your multifamily, single family, condominiums or town home, you've found the right company!

But you knew the local landfill/trash incineration company had been given the ok to build a massive facility in 3 years.

I am currently self employed as a GC with my own company: Carolina Premier Homes.