I am considering having him book in 1-2 weeks at a time.

You'll end up spending countless hours trying to analyze all the numbers, and in the end you still won't know what house to buy.Our grandparents didn't have all these research tools, podcasts, books, and other resources, and they still managed to invest in real estate. 

I remember him mentioning it multiple times in the podcast, but I can't remember the specific book, can anyone help me out here?

In hindsight, I could have communicated better, so I’m sharing my experience for other hosts.Guest booked an 11-night stay.

I do furnished monthly stays and book via FF and AirBnB.

I’ve been enjoying listening to Bigger Pockets podcasts for a while and read a couple Bigger Pockets intro books to real-estate/house-hacking.

Are there any books I need to read?

One way to avoid that though is to invest in areas that allow str's - even if they're modest small town usa towns.You never have to worry about evictions as long as your management doesn't allow them to book stays 30 days or more (which you can put in your management agreement). 

We recently got 2 weeks of bookings for executives from a staffing company in our area.  

In the end the questions were geared towards encouraging me to:  1. eliminate my separate cleaning fee and include it in the nightly price, or 2. lower my cleaning fee to get more bookings.