I think my plan would be to stay on that course, not necessarily with multi units though. 

People literally believe this and plan their lives and investment approaches around it. 

A higher assessment does not automatically mean higher property taxes.

If I can get from point A (drawing up plans) to point B (finishing the build and renting the cabin as an STR) I know that this thing will be a cash producing monster with a fantastic ROI.

Establish your objectives and adjust your investing plan accordingly.

My plan is to buy 1 STR and 1 LTR. 

Good afternoon Real Estate Experts I am planning to start commercial real estate investing later this year with the following plan: Looking to get 10-20-30-40 unit commercial multifamily with 20% down and preferred lender (the downpayment funds will be combined within 2-3 investor either to syndication or real estate fund, not yet decide it).

When you plan to move out will your portion of the "rent" and the other unit create enough positive cash flow.

I’m trying to figure out if it makes more sense to just do easy investing in the stock market especially if I plan to move out of philly to nyc in the near future.

At a terminal cap rate of 5%, and assuming all goes according to plan, your $100,000 investment might double.