You want an accountant that can help you strategize and who is responsive when you want to know the tax consequences of the decisions you are making throughout the year.Good luck and let me know if you have any questions.

I've been mainly using Realtor & Zillow for the preliminary searches to get a feel for the Southern MA/RI area, but if you do know of some reputable agents and are willing to connect us that would be greatly appreciated!

If they own it outright probably the lowest tax consequence would be to do seller financing with an option to buy if the owner changes.

I am a young kid with a lot of hustle and just as much knowledge but I am lacking capital, how do I present my findings to a reputable investor?

This would be our first major renovation and looking for someone reputable.

I want to build a good reputation as a wholesaler then move to invest. 

Working with a reputable individual private lender.

Ins can vary depending on if you spoke with a reputable party that knows the island.My real estate brokerage specializes in vacation rental purchase and management.

The good news is that if your bet on #1 pays off, then selling the property 10-30 years down the line won't be a problem, as another investor will happily snap it up and participate in the returns.So, if the rent is there, justifies the value, and matches the style of investing you want to do then happy hunting :) I feel like the rent is there and a reputable 150 year old college isn't going to go anywhere anytime soon, but I'd need to get it at the right price for the deal to make sense.

Usually a consequence of a BRRRR strategy is low cash flow, but BRRRRs strength comes in the volume of deals done.