Project Reentry: Control what you can - Employment tips and mentality for parolees returning to the community

From the September 2025 Criminal Defense Newsletter

SADO’s Project Reentry is dedicated to supporting individuals transitioning from incarceration back into society, offering resources and guidance on the reentry process. This new column aims to provide valuable knowledge and guidance from the Reentry team, highlighting the critical work they are doing to support individuals transitioning from incarceration back into society. We hope readers will gain insight into challenges faced by returning citizens and the strategies used to overcome them, fostering a more informed and supportive community.

Returning to the community after a significant time away can be both exciting and intimidating—especially when it comes to employment. The job market may feel unfamiliar, and the challenges of reentry can be discouraging. But with the right mentality and approach, parolees can build a stable, meaningful path toward long-term success.

The first and most important step is shifting your mindset. Life inside often requires a survival mentality, but returning to society means learning to focus on growth, progress, and long-term goals. Rather than being defined by the past, embrace the opportunity to shape your future. Your record is a part of your story, not the whole story, and every day is a chance to move forward.

When it comes to work, start where you can. The first job after release might not be your dream job, but it’s a foundation. Entry-level or temporary work can be valuable for gaining experience, showing reliability, and building confidence. Many successful careers begin with humble beginnings, so don’t let pride or impatience hold you back. Focus on learning, building habits, and proving yourself.

Honesty is key during the job search, but so is strategy. Be upfront about your background, but frame it in a way that highlights growth, accountability, and readiness. Practice explaining your past in a way that’s truthful and positive, emphasize what you’ve learned, the steps you’ve taken to improve, and your commitment to moving forward. Employers value people who take responsibility and are eager to contribute.

Take advantage of reentry programs, workforce development organizations, and local nonprofits. Many offer job training, resume support, interview preparation, and even direct connections to employers willing to hire those with a criminal history. You don’t have to do this alone—there’s help available if you’re willing to seek it out and use it.

It’s also worth investing in new skills. Trades, technology, and service industries often offer second-chance opportunities and paths for growth. Look into vocational training, certification programs, or even online learning to strengthen your resume and boost your confidence. Fields like construction, CDL trucking, culinary arts, and IT support are just a few of the many that offer promising paths for motivated individuals.

Establishing a daily routine is essential. Structure helps build discipline, reduce stress, and keep you focused. Whether it’s job searching, studying, or working, treat each day with purpose. Write down goals, track applications, and celebrate small victories—they add up over time.

Lastly, make sure you understand your rights and restrictions when it comes to employment. Some convictions limit certain types of work, but others don’t—and in many states, there are protections for job seekers with criminal records. Talk to your parole officer, a legal aid organization, or a reentry specialist if you’re unsure about what’s allowed.

Rebuilding after incarceration is a process. It won’t happen overnight, but it will happen with effort, support, and consistency. Don’t focus on how far you have to go—focus on what you can do today. You’re not starting over; you’re building something new. And every day you stay committed, you get closer to the life you deserve.

Questions? Email the Reentry Team at Reentry@sado.org

Marcus Williams
Reentry Specialist