An update:
I did a lot of reading and started feeling pretty confident about doing much of the work on my own. I ran into a large issue where electricians did not want to simply install the 100a breaker into my panel, disconnect the 20a 240v service I had installed in my kitchen last march, and pull the wire to the outside allowing me to carry on with the work. There wasn't a company out there willing to use their license to pull the permit and do that.
I spoke to the Town in great length, even going to the town to discuss with drawings and such about my plan. I was using the PJ diagrams posted here to illustrate my intentions. They said I could pull the permit and sub out whatever I didn't want to do. 4 electricians again declined my offer. In the end, I understood.
My next step was to consider doing it myself entirely, but I did not feel comfortable swapping around things and disconnecting other things within my panel. I have to draw the line somewhere. So I simply decided on which company I wanted to use and they're going to start work shortly. There was a fairly large delay which resulted in me choosing another company, so that was frustrating as I cannot do anything to the shed until there is electrical. Drywall and insulation is next. Either way, I believe the work may start this week if the weather is okay for them to drive here. The bigger issue is trenching the wire because the ground is now frozen. Of course, the cost is much higher than I wanted to pay, but I have little choice as every quote was within $100-$175 of one another.
Thank you all for your help. I learned a great deal and it will be helpful to be able to watch what the electrician is doing and know if it is right. I was already able to identify a company's attempt to sell me on work that was unnecessary and did try to double dip.
Soon I will start my brewery build thread, once there is more movement than just the shed appearing on my property.
