You also still qualify for the 2/5 primary residence exemption. 

I was working as an EMT for $hit pay and long hours, in a broken medical system.

I love working on houses, meeting new people, and am currently involved in the medical field, with the goal of focusing in family medicine while doing real estate finance / investing simultaneously (can be a heavy load, but I'm learning to be tenacious).

Every lot I have saved to show him is literally under contract with in days I unfortunately was diagnosed with Lyme Disease the Medical Costs outrageous.

My mom, who not only cosigned to help me get approved for this home, she has also helped me out in part with my rent, and has been diagnosed by her doctor, after dealing with some stomach issues, that not only does she have some type of colitis or maybe something more, further testing is needed, but, she also has 2 holes in her heart, that will require surgery, and in turn will need to take medical leave from work beginning July 31st, which is the day of Her surgery.

You meet the use requirement for the primary residence exemption now. 

I can always transfer more if needed.To maintain the Agricultural exemption and extremely favorable tax status, i'd have to run a couple of cows on the property and let them graze. 

You should have a commercial attorney that specializes in retail,medical office, etc. do the lease and other components.

If it's because you had good credit, faced an emergency medical issue, maxed out your cards, but are working to pay them back, then they very well might.  

Why would there be exemption for Vermont.