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. 

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. 

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.

Love the optimism @Kenneth Donaghy, but @Dan Heuschele (and Ben) is right.

On the left box labeled "Document Type", pull the menu down and select "proposed rules"3.

:🔹 Map Your Touchpoints: Reach out at optimal times, provide pertinent info early, and maintain the right number of touchpoints.

I do have experience in web development, search engine optimization, writing copy, advertising, design, and user experience.With the rough numbers that I have so far, replacing and exceeding her income appears viable - Of course this is with financing, and a trusted friend joining as a partner.