Anecdotally, I know a lender who has funded several flips that have turned into STRs and he says his client is doing very, very well which actually surprised me.

The first step is talking to a lender and getting pre-qualified.

Another great option is the BRRRR method (Buy, Rehab, Rent, Refinance, Repeat), where you buy a fixer-upper, renovate it, rent it out, and refinance to pull your cash back for the next deal, and this is a good route because most private lenders can go higher LTV than on a rental loan! 

Switch Lenders: I’m currently working on refinancing (six other properties), so I’m thinking maybe I should take everything to another lender who might be a better fit.  

I just signed a bunch of disclosures from my lender and after reading them it has me thinking, "Is there a cheaper way to do this."

Looking for help and suggestions- I want to say I have learned my lesson and now know to use a third party to hold funds.This is my first time working with a private lender/family member.

Financing your second property can be tricky since lenders may only count 75% of rental income toward your debt-to-income ratio, so get pre-approved early.

Although we do have our own money in every project we do, we rely heavily on our network of Private Lender's.

That may impact the amount you have listedYour most advantageous route for financing will be seller carry or finding a private lender.

Here's what I would do:Option 1- Talk to the lender to make sure that the buyer is strong.