Brian,Because VT is a traditional rental market (ski houses), depending on the minimum duration you will be allowing for rentals (ie. monthly, Weekly, etc.) there are some regular carriers in the New England Market that will write it. 

So it could take a decade to get to todays market rent. 2) it’s almost impossible if not impossible to non-renew a tenant, especially if you’re not an owner occupant. 3) As a seller, even if I could remove paying tenants I never would without a non-refundable payment from a potential buyer that covers all vacancies for 6 months if they fail to complete the purchase. 4) You MIGHT say as a buyer that’s worth it.

The high appreciation market will be the higher cash flow market over the hold.  

I've learned that it's extremely important to find balance in this industry as your passion for your business can impact your personal life greatly!

Highly recommend partnering with a local realtor who knows the market. 

And , since I had been working in an industry I really wasn’t passionate about, this was my chance to try an industry that I have had a passion for for the last 12 years or so.

You can achieve or even exceed your current cash flow in markets that are more landlord-friendly than Boston.

I have been very successful in helping clients acquire Airbnb homes and creating themes and uniqueness for their homes to be more appealing and marketable.

I still am on the lists of all the major wholesalers and still show up to showings occasionally on properties that might have enough margin for me but have not purchased recently from a wholesaler.Just like Adrien says, they provide a service of marketing and negotiating contracts for you.

Any advice on starting out on this in the Houston or Katy market?