Horrible employment history and criminal record

Hello. Don’t know if this is the right place to post this. I apologize if it isn’t.

I wanted to know: I have terrible work history. Never held a job for a year, lots of gaps between jobs, and couldn’t even begin to tell you a ten year work history - don’t even know how I would go about constructing one as I don’t remember all of the employers I have had over the last ten years. It’s that bad. I would probably have to go to the social security office to even try to do this. When I wasn’t working I was either a stay at home mom or living off of meager spousal support.

I also have a criminal record: four misdemeanors and two dismissed charges. These are: criminal trespassing (2025), immunity prohibited conduct/abuse of the 911 system (2025), jaywalking (2025), and disorderly conduct (2021). The two dismissed charges are for littering (2025).

I know that having a company pay for my cdl training is completely out of the question. However, I would really like to try to become a truck driver. If I paid for my own cdl a licensure, is it possible to be hired by a truck driving company? I just don’t want to pay for the schooling and then never be able to find a job. Thank you for your insight. I know both issues are pretty ugly.

ps: how many years of driving history do companies look at? My three year record is completely clean but not so much before that.

 

I did look into wioa- funds are frozen. They are not giving out the grant at all.

After I got divorced I still went through unemployment gaps - living on spousal support.

in addition, many jobs I have held have been part time fast food jobs too. From what I understand truck driving only accepts full time jobs.

I’m just wondering if it’s at all possible to be hired anywhere if I pay for my own cdl training- yes I would plan to pay for school.

 

I just don’t want to pay seven to eight thousand dollars for trucking school and then never be able to find a job.

 

I just want to be clear: my work history is soooooo bad. Have even held jobs for months/month. I just thought maybe if I went to school for trucking I might still be able to find a job. And yes I have gone through unemployment gaps in between these jobs as well. I couldn’t even begin to construct a ten year employment history. I would literally have to go to the social security office to try to get ten years. I am genuinely trying to figure things out at this point in my life.