I have talked to several agents across multiple States and many of the Agents I talk to seem to be pushing me towards SFH?

The benefits of in house property management is the seller or turnkey operator still has skin in the game after purchase and can exhibit low costs for the long term investor. 

I've now been through this multiple times. 

You can only trade out of one property but into multiple.

Live in SB, but looking to purchase multi family in some of the cheaper areas of the central coast to diversify my portfolio and get my skin in the game. 

Many of the units have multiple signers on the lease.

Both my wife and I worked multiple jobs through college but still managed to pile up mountains of student loan debt.

If you list your space on other websites, you can prevent multiple guests from booking the same dates by syncing your Airbnb calendar with your other calendars.Calendar importingCalendar importing allows you to automatically keep your Airbnb calendar up to date with an external calendar that supports the iCalendar format, including Google calendar or the calendar on HomeAway or VRBO.To import a calendar: On airbnb.com go to Host and select CalendarClick Availability settings in your calendar viewUnder Sync calendars, select Import CalendarCopy the URL for your other calendar into the Calendar address (URL) fieldName your calendarClick Import calendarIf you edit an external calendar that syncs with your calendar on Airbnb, it will take a few hours for those changes to be visible to guests viewing your listing.Calendar exportingCalendar exporting lets you view your Airbnb calendar on an external calendar that supports the iCal format.

Many a young investor has been skinned alive in them thar waters........Just kidding, they have all kinds of good information.

I have been running numbers on multiple properties around the Quad Cities area to become more efficient and comfortable with the process, as recommended on podcasts that I have listened to.