I don’t place all the blame on him, as I understand Massachusetts law is heavily tilted in favor of tenants.

Quote from @Matthew Beninate: Quote from @Sarita Scherpereel: Quote from @Seo Hui Han: You may want to consider local banks / credit unions just because many of them will require or give you more favorable terms for things like HELOC's and other line of credit products if you have a deposit account with them. 

Generally, the coverage of the policy will state; “The coverage of this policy shall continue in force as of Date of Policy in favor of an Insured after acquisition of the Title by an Insured or after conveyance by an Insured, but only so long as the Insured retains an estate or interest in the Land, or holds an obligation secured by a purchase money Mortgage given by a purchaser from the Insured, or only so long as the Insured shall have liability by reason of warranties in any transfer or conveyance of the Title.”

We quickly saw its potential and finalized a deal with terms favorable for a successful flip.

@Isaac TerryIn terms of it being worthwhile, just like most other markets out of state if the barrier or entry is too high where you live, the landlord laws are not favorable where you live, and you are looking for positive cashflow then Cleveland can be a good option.

This could give me an option as a house flip if the numbers don't work out in my favor for positive cash flow.Target Returns:Given the higher risk, what cash-on-cash return or annualized return should I be aiming for?

The problem is these bigger markets are almost impossible to cash flow and to make them cash flow; I would need to have very favorable seller financing terms or a lot more money.

Motivated sellers and distressed properties are more likely to surface.Creative Financing: Higher interest rates are opening doors to strategies like seller financing or subject-to deals, where you can secure more favorable terms directly from sellers.Shift in Buyer Preferences: With work-from-home trends still influencing housing demand, suburban and secondary markets are seeing strong growth.

With that being said, do yourself a favor and do the research yourself on zoning, valuation and ACTUAL rent before talking to STR specialists who make a living on selling these =) Just my 2 cents...

Also, banks typically use a valuation process that does not favor the BRRRR strategy.