@Ella Marie, I can't speak on behalf of your market, but in my respective market, competition is tough, and the successful fix-and-flip vendors are often full-time operating businesses.

Lenders do not look at your personal income or debt and will use the current market rent or lease (up to 120% if the lease is significantly higher than market rent or vice versa) as qualifying income.

Try networking locally with HML's who know the market. 

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.

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. 

Kay Properties are very good at marketing and put out great materials. 

Am I more likely to be able to add $50k or $100k of value above cost in a high Cost RE market or a low cost RE market?  

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

My weekly podcasts will also help you get a better feel of our market and then might help you learn our market quicker and with more data. 

I'm a local realtor and would love to connect and chat about the local market.