Following to stay up to date, great insights on this post.

House hacking is the best way to start to gain knowledge and to see first hand how to operate and manage a property while living in it.

Just be sure to stay cash flow positive and not to give up so much it's no longer worth it for you! 

It's our existing tenant who wants to stay at a great rate, and we want to rent to them at that great rate.  

@Will Boller, in a quick click around on Interval International's website (https://www.intervalworld.com/web/my/home) a major exchange for timeshare properties, it seems like it is 50/50 from my small sample looking at properties in the northeast USA, with a handful allowing Sunday weekly check-ins too.Granted, this exchange is not an Airbnb, but it is all weekly stays in condos run, presumably, by large professional operators that have studied this business to maximize revenue.  

Stay curious.

@Joseph Ochoa it's almost impossible to make money at RE investing with no money and no knowledge!

I've done drastic increases before where I purchased a 6plex where the tenants were paying 700 opposed to 1550 being market rent what I did was i gave everyone a letter saying their rent would increase to 1,100 for 6 months and they would be month to month so they would be free to move at any point  because at the end of the letter i put that after the 6 months their rent would be 1,300 for a 1 year lease after that and all 6 tenants stayed. 2 years later everyone is near market and only one moved. 

One of my tenants is coming up on their first lease renewal, so if they decide to stay, it will be the start of their second year.

I'd love to connect and share whatever knowledge that's mutually beneficial.