I think your biggest worry is not going to be getting the job. Anybody determined enough can get a job. It may not be your dream job but it will be a job. Ex-cons get jobs when they get out of prison. Your biggest concern is going to be settling for the full-time employment lifestyle.
I moved to Florida when I was 18 years old, straight out of rehab, and lived in halfway houses for about a year and a half. I worked a variety of unskilled positions and made barely enough money to pay my weekly rent and buy groceries.
Eventually I just got sick and tired of being broke. I moved out on my own, stopped hanging out with the AA people, and got into dealing as a full-time business. I told myself it was just going to be until I could earn enough seed money to start a full-time business as a club/party promoter. I always said when I was getting high that if I could sell shit sober I would make a killing. I was not wrong.
I sold shit for about 2 1/2 years, strictly wholesale business within 6 months. I never touched anything, not even a beer. I hung out at clubs and strip clubs every day but I always drank soda, never smoked weed and took significant precautions to avoid incidental exposure to the shit I worked with. And I made insane money, or at least insane money for an 18 year old with no degree, work experience, or marketable skills to speak of.
I bought a car and a condo, ate out for every meal and spent money like it was free. I was taking a few classes at the community college throughout all of this. Looking back I'm astonished that I somehow got 60 hours of credits and maintained a decent GPA throughout. I remember one time I was coming back on a run from up north, hauling ass down 1-95 through SC with $25,000 cash in the trunk and running late for a philosophy exam the next morning. I got pulled over at around 1:00 am by a State Trooper in a Camaro. I stopped at the next exit and bought a $200 radar detector at a truck stop. When I finally got to the exam the next morning, I was 20 minutes late and just happy to have made it. I ended up with a B-. It was always stupid shit like that.
Eventually I finished my Associates degree and wanted to transfer to University, so I gave it up. It was a good time to get out anyway. Everything was going to shit. The hardest part was adjusting to not being able to spend whatever money I wanted and live on whatever schedule I wanted. If I had not gone to college, I never would've been able to force myself to give up that lifestyle.
I sold the condo and used that money, and my surprisingly meager savings, to pay tuition and living expenses for the next 4 years. I earned a pair of graduate degrees and a highly esteemed and valuable professional license. With three years of experience, I now make somewhere between 1/6th and 1/8th pre-tax of what I made annually over that 2 1/2 years from the ages of 19-22. And even though I still miss it like hell on a regular basis (not just the money but the freedom) I now feel as though I have something to lose. And maybe I'm just a little older and less invincible.
From time to time I fuck around on the DOC website and check on my old associates, some of whom are doing time through 2018 (I retired in 2002). And I try with miniscule success to invoke even a small fraction of the appropriate appreciation and good fortune that I should feel for having avoided the same fate or worse.