I moved my business to Worcester a few years ago and it was the best financial decision I've ever made.

I just know if i don't start ill regret not taking a shot at my financial future.

I've dealt with distressed homeowners needing help over the years and know a lot from that angle, but I've become interested in flipping and wholesaling, it seems like something I could do well, which can  help desperate homeowners needing help + provide some financial relief also to walk away from their home and avoid foreclosure.

.- 3-4 units still puts you in the residential category- 5 or more units is commercial residential and most lenders will expect you to have experience and will generally have more restrictions on the lending process- A 10+ cap rate in the Boston area will be extremely challenging to find unless you are planning on a massive value add or redevelopment- No idea what your personal financial situation, but a 3 family in Worcester versus a 20 unit requires a very different upfront financial commitment.

My financial planning team and I focus our business on anywhere from new to seasoned real estate investors on managing their cashflows, giving them a financially organized snapshot of their assets and liabilities, and helping them allocate their funds to achieve their goals.

I am looking forward to learning from others in the business as I start this path to the ever so elusive financial freedom!

Some people want to develop their own real estate empire, others just want financial independence. 

Not to be harsh, but the mere fact that you're asking the question tells me you have little understanding of what's involved logistically and financially.

@Michael S. whatever you choose to do I sure hope you consult with an attorney and have your contractor sign a clearly stated operating agreement outlining the work expected, deadlines for said work and payment schedule based on checks and balances from you also outlying your obligations as well. 

It was put together by WalletHub Jul 25, 2018 | Adam McCann, Financial Writer, and Called - "2018’s Best & Worst Places to Rent in America"Investors can learn quite a bit by studying what our Markets are dealing with; trends for renters and buyers."