So there may be an opportunity to host one and be the guy that helps other connect. 

There is a meetup hosted at Hickory Tavern in Cary the 2nd Wednesday ( I believe) of every month.

I'll check out that group, is there someone who runs the meetings (aka host)?

As part of my real life, I am the CIO of a technology and hosting company and we are also an ISP.

Venmo/Paypal are very popular for tenants but if you're looking for more 'landlord official' then I would consider you check out sites like Burbz, Cozy, Tenant Cloud, TurboTenant, etc. 

I also think there's a small possibility the city's rules will change as the city and sharing economy continues to growBut would love to run my #s past other hosts/investors in the area!

Commiserating with other Florida hosts who are preparing for Tropical Dorian to arrive. 

I have been hosting on VRBO here in Winter Park, CO (my home away from home in GJ) and have been doing well with the revenues on the condo.

DREAM: I like to have my feet on the ground and my head in the clouds all at once.

My team and I actually host the Queens Real Estate Investing Club once a month in Bayside, Queens.