My wife is stay-at-home, and I work a decent job as a self-employed IT contractor.

One of the common elements of most successful entrepreneurs is finding a need and filling the need.Secondly, learn everything there is to know about the community, the people who live there, the major employers, trends, attitudes, the thoughts, considerations and plans of government agencies ...

I'm also self-employed grossing around 100K, will be student loan free by the end of the year, and car loan free by April of 23'. 

You can get much lower interest rates with a W-2 job than you ever will self-employed. 

Transfer other IRAs for former employer funds to the IRA. https://www.irs.gov/retirement-plans/plan-participant-employee/rollovers-of-retirement-plan-and-ira-distributions

I’m Elliott.I’m being relocated by my employer from Queens, NY to Boston, MA.

A major employer and economic driver in Sierra Vista is nearby Fort Huachuca.

I then went and applied for my EIN at the IRS website:  https://www.irs.gov/businesses/small-businesses-self-employed/apply-for-an-employer-identification-number-ein-onlineBada Bing, LLC formed. 

The contacts I will be reaching out to will be mostly friends, previous employers (who own many commercial real estate properties), undergrad professors, etc.

I just did a job transfer ( by choice family reasons) from huntsville alabama  the economy in huntsville is starting to really expand  so all those  people in those new jobs are going to need some type of housing   bottom line is look for markets where large employers have moved into  look at  ecconomic groath for your desired areas