Hiring the formerly incarcerated: a business case and call to action

Executive overview

56% of US companies refuse to hire people with criminal records, cutting off access to 70 million potential workers. Leaders who hire from this pool consistently report equal or superior performance — with lower turnover — compared to the general workforce.

Formerly incarcerated workers are often more loyal and motivated than standard hires, because for them the job is a second chance, not just a job.

Shelley Winner's story: from prison to tech

  • Grew up with an incarcerated, addicted father — no positive role models or path to college
  • Became an addict and drug dealer, following what she calls the loser's loop: the generational cycle of incarceration and dysfunction
  • Arrested while pregnant; that moment became the turning point — she enrolled in a faith-based treatment program while fighting her case
  • Received a four-year sentence; with good time and drug treatment credit, served roughly 18 months
  • Used prison time to complete rehabilitative programs: drug treatment, anger management, public speaking, forgiveness courses

The reentry wall: why getting out is harder than being in

  • Reentry is the hardest part — not incarceration itself
  • Immediate barriers: no ID, no Social Security card, no clear place to start
  • Even with ID, most employers won't hire people with records — forcing them back to illegal income
  • Unemployment rate for the formerly incarcerated runs 25–30% in the first few years after release
  • Many can't afford to fight discriminatory rejections; fighting requires time and stability most don't have

The job search and the Fair Chance ordinance

  • Shelley joined Code Tenderloin, a job-readiness and coding program connecting justice-involved people with Bay Area tech companies
  • The program: resume writing, mock interviews, tech company field trips, and direct hiring relationships
  • She applied for a tech role, disclosed her record upfront, received an offer — then had it revoked after the background check
  • Discovered San Francisco's Fair Chance Ordinance: employers cannot reject applicants solely on a criminal record unless the offense directly relates to the job, and cannot reject those who've demonstrated rehabilitation
  • Appealed through the ordinance; the company eventually had to repost the role — she reapplied and won the position
  • Took three months; she could fight only because her halfway house covered basic living costs

The business case for fair-chance hiring

  • SHRM data: 82% of managers rate workers with criminal records as similar or better in value compared to those without
  • Total Wine & More study: employees with records had 12% lower first-year turnover than those without
  • 70 million Americans have a criminal record; 95% of those incarcerated will eventually be released
  • Prison provides time for self-reflection and access to rehabilitative programming — building character and grit
  • Formerly incarcerated workers treat the opportunity as life-changing, not just employment — that mindset drives performance

The spotlight pressure on justice-involved employees

  • Society expects formerly incarcerated people to fail; that expectation creates real workplace scrutiny
  • Shelley felt watched for the first 6–8 months; she performed well because she was genuinely excited to be there
  • As she moved into senior roles, a co-worker warned: one poor performance reflects on all formerly incarcerated people
  • Her approach: focus on one day at a time, build the new skill set incrementally, refuse to catastrophise the future

What leaders and organizations can do

  • Be the internal advocate — raise the question with HR or management: "What are we doing for people re-entering society?"
  • Use existing data to address fear: share the SHRM report, relevant TED Talks, or publicly available statistics
  • Look at companies already running hiring initiatives: Slack, Dave's Killer Bread, Total Wine & More
  • The ask is not charity — it's access to an underutilized talent pool that outperforms expectations

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