I have been investing in SF for a few years and transitioning into the MF game.

@Edward Lin the area is transitioning and trending in the right direction. 

Also could I be liable during the transition period?

I eventually had to chase him down through the Office Manager.The only reason I'm still with them is because I don't want to rock the boat and have the tenant go through any hassle in the course of transitioning out to a new manager.

Then when your kids grow up it'll be an easier transition for her to run that side of the operations.

If I have a guest stay for a week, starting in December and leaving January 1, how should I account for the revenue from that stay, as it is in the transition from one year to the next?

Then after the exchange is complete look at transitioning the C corp to S status and as the  clock runs passive income continues and more options for down the road will be available. 

I started a Master Mind group here in Denver with @Jon Hill, my wife was running her business which once I left Public Accounting we transitioned to Business Coaching and Accounting Services in one with a focus on New Business Owners, and have been doing a Live and Flip! 

Ive listened to Rob's youtube video, a couple of podcasts that have covered the topic but I am trying to find some specific processes/people that have gone through transition from STR into a more MTR.

Wherever you wind up, if you're close to mass transit, prices will be higher.