. 💪 You’ll have some wingmen along the way, sure, but it's all on you.Success will bring a squad of cheerleaders, but challenges?

I've seen a few folks make that kind of jump, and it's not as off-the-wall as some might think.

I have cleaning services, handymen, plumbers and kind of an electrician I call should the properties need something.

I can say the number of private messages I received lately from people offering private money is off the charts, which I also find comical as they clearly did not read my profile - and yes my response back is not very kind to them. 

Which means for those later asking, they won't get the kind of care of answer the earlier persons get. 

The kind that can’t fill out a form, checks both boxes in an either or situation, and can’t be bothered to respond to calls, texts, or emails.

Quote from @James Kerson: I’d like to start a new kind of real estate brokerage.

I'd consider doing some kind of cash out refi on the property at a number you're both comfortable pulling out, while still leaving $ for reserves to maintain the STR you currently have.

Guests treat those kinds of bookings differently than a STR vacation home.They are used to being able to cancel the booking 24 hours in advance and all sorts of other things that STRs like ours can't really accommodate.

I am based in Ventura and have experience managing rentals and we work with all kinds of investors in addition to being an investor as well.