urglass
urglass
Free AI skills training, mentorship, and job placement support for people with criminal records — because a record shouldn't be a life sentence to unemployment.
A criminal record closes doors that have nothing to do with someone's ability to do the work. Employment is consistently one of the strongest factors in successful reentry — yet it's often the hardest thing to get.
Four pillars, built to remove every barrier we can — cost, experience, and connections.
Hands-on, practical training in tools like ChatGPT and Claude — prompt writing, AI-assisted admin and data work, content creation, and automation basics. No degree, coding background, or prior tech experience required.
Direct introductions to employers open to second-chance hiring, plus guidance on freelance and gig platforms where AI skills are in growing demand.
Every participant is paired with a mentor for resume building, interview prep, and ongoing coaching that continues through their first 90 days on the job.
The core program is offered free of charge. We believe cost should never be the reason someone can't take the first step toward a new career.
Apply — a short application, no cost, no obligation
Orientation & skills assessment to find your starting point
Hands-on AI training at your own pace, with instructor support
Mentorship, resume building, and job-readiness coaching
Employer matching and placement support until you're hired
If your organization is open to hiring people with criminal records, we'll connect you directly with trained, mentored candidates who are ready to contribute from day one.
Second Chance AI is a new initiative, and we're actively building relationships with funders, grant partners, and community organizations who want to invest in workforce development and reentry. We'd welcome the conversation.