This sounds like the kind of value add play where you need to clear the building to optimize the assets performance.

From my (personal) perspective you have a situation that demands pessimism so you can't afford to interject optimism.

I haven't fully test-driven the pages included with a Buildium account, but from their screenshots I can say we put more effort into good presentation.Having said that we are working on a more-refined website template for free accounts that is mobile optimized; should be ready next month.

Definitely get completely optimized on the first couple OTAs and maybe a channel mgr before investing a lot in software. 

It is seldom that a personal home is an optimal rental property.  

I think our way of self managing is the optimized way where our place stayed booked, our reviews are extremely positive and we are fairly handsoff and we can leave town no problem. 

What do you have that can solve or greatly optimize these two issues?

Binding your living arrangement with your investments is tough and you most likely won't be able to optimize both

Be it buying, fixing, renting it out, managing the rental, selling, refinancing or anything else, investors look for systems that can help them optimize their costs across multiple operations.

Study and learn how the tax code works and where you might be able to optimize and save.2.