@Matt Oehlsen Hi Matt! I agree with @Kerry Mertz unless you're on the million dollar listing show, it will be hard to earn what you earn now just starting out. If you are truly determined though, extremely hungry, fully dedicated, the earnings of being a real estate agent are endless and uncapped. You have to ask, is the juice worth the squeeze. Don't ask others for motivation or if it's worth it, only you know how dedicated or successful you'll be. I stopped talking to my dad about my ideas for this reason. He always shoots back, don't quit your day job, you have it great. We do landscaping on my off days. We have a healthy 23 accounts we started from scratch, I'd love to grow it, go official, market, etc. but he's so stubborn and won't let me do it.
A better bet would be to live a frugal/conservative life, invest all that excess capital into additional real estate investments. Once they mature, pay off, you will be financially free. I don't know about you but I like my weekends, I don't want to show 30 houses to indecisive married couples for a 3% commission, but that's just me.
I'd love to talk more with you about New Haven. I have a great rental in downtown Stamford, but for the price I paid I could probably get a 2-3 family in New Haven. I love the Yale area. I need to connect with a realtor one day and get up there.