@Anthony Cannizzaro Hey Anthony, I think this is an awesome plan and definitely worth trying, but you are going to need creativity and a lot of drive. This is almost exactly what I have done here Denver/Springs area. I left a stable career as a CPA to get my Realtor's license (not the normal path) so that I could learn the business and start investing. After working very hard to get transactional business of buying/selling for others during my first year as a Realtor, I got a lot of experience and felt comfortable enough to branch out and add investing/flipping to my income as a Realtor.
As Bill mentioned, lenders didn't take kindly to be self-employed in a "new" field even though the income was there. I had to partner with someone with more stable work history and this partner has been the catalyst to my successes so far. I have been having a lot of fun and now definitely enjoy what I do and I know you can make it work with enough drive and creativity. Best of luck!