Hello @Morgan Wilson, welcome to the best Real Estate site!
Congrats on passing the license. And it looks like we share some of the same passions! (Real estate and Farm)
I was a CT teacher for 4 years before taking the jump into full time real estate investing. I got my license 3 years ago, and can offer some good reflections on the best path to take. For me, the license was the best transition into real estate investing. Although it took me a year or so, I was able to replace my teaching salary with some great flexibility compared to a full time W2 job.
On picking the right brokerage. It is important that you pick the one that works best for your goals, and there are a few ways to go about it then just picking the highest split, lowest fees, etc.
If you're trying to become the best agent and treat this like full time work, I would recommend you interview the top 3 highest producing agent teams in CT. Even thought the split will be very minimal (35-50% of each transaction, desk fees possible, etc.). You will be able to learn from the best that have proven systems in place, and utilize transaction coordinators so you can spend your time on what you do best. Think of the lower split like a mentor fee, instead of not making as much as you can. You will do the most amount of volume here if you apply yourself, this approach will require that you work "full time", as well as nights and weekends.
The next brokerage we can call the mom and pop approach. This is someone who may work a full time job or not, has almost no fees associated with hanging your license, offers a really good split 60-75%, but no CAP. So whether you sell 1 million in real estate or 10 million, your fee structure stays the same. Working with the mom and pop is great, low key, offers the best flexibility, etc. But you may lack the systems, technology, passive income streams, and growth that may keep you in one place. But if your goal is to be a full time real estate investor, this may be the best approach.
The other way is to sign up with an online cloud based brokerage, that challenges the first brokerage above. There are two out there that are well known. You can get a higher split 80/20, passive income from recruiting other agents (You can get this from the other two as well, or sometimes just a bonus check), and agent ownership of a company (publicly traded).
My thought process was this, knowing that I never wanted to be a full time agent, because agent work is active income. Just remember you are on this site to gather knowledge about creating more passive income through real estate. Even though you can create a team as a broker and treat it like a business, I truly think owning buy and hold real estate is the best investment, then lending money, investing in syndications, and stock market may follow after that in my opinion.
So I started with the mom and pop, worked great, loved it. Until my friend brought me into the cloud based brokerage. The three reasons I left were to create my own brand (brokered by another company), and to earn passive income, and to be with one of the best real estate technology companies.
As with anything, do your research and make sure it is the best choice for your 10 year vision. And just remember the above is gross generalization of splits, etc. As most of everything above is negotiable with you and the broker, but I'm just trying to help with some perspective.
PS love the wine path, my uncle is a Sommelier out in CA. And my wife and I are building our dream home on a 64 acre farm in CT, and a small vineyard is on the agenda for sure!