Hello, Do I have to disclose my Massachusetts Salesperson License when buying an off-market property for investment purposes?

The costs are not trivial, but they are less than you would pay for a nice used truck.One of the main reasons I am considering this route is the leads that are provided.

Instead I want to take advantage of the opportunity I have of living rent free to invest my time and money in STR's to hopefully build that portfolio up and eventually make that my main source of income (I understand that will take time).

Those property use codes may come in handy for other purposes, such as when my municipality is aiming to ban STRs.  

It all cash flows like a gold mine until the roof needs to be replaced, the main line goes, or you get your first turnover bill and need to upgrade a kitchen. 

My main question is whether it makes more sense to go the seller financing route and pay off the principal in 8–10 years or stick with a standard 30-year loan.My thinking is that the tax deductions from a mortgage wouldn’t outweigh the potential equity I could gain over those 8–10 years.

To 1031 it doesnt make a lot of sense IMO since $100k of equity going into a new property with 7-8% interest rates will force us to look into markets outside of Oregon, require a Property Mgr at 7-10% and we're almost back at square one unless its a MF with great cashflow.The main considerations for liquidating the brokerage account are: capital gains + OR state income taxes will be brutal, I like the idea of tax advantaged real estate gains AND growing real wealth and assets, not paper wealth.

Can you share what main use case that you propose to utilize our solutions would be?

I work mainly on the north side on Chicago and many realtors from south side call an area C that I would call a D and area I call B they would call A My grading goes like this.....

Is that the main goal or something else?