Entry Point Staffing is the first-of-its-kind staffing agency created to specifically address systemic inequity in accessing the job market.


Connecticut recidivism rate for returning citizens with no services.


after completing 6 months employment, recidivism rates can drop from 50% to 0%.

unemployment rate for formerly incarcerated individuals is 4-7x higher than the general population.

In Fairfield County, nearly 600 justice-involved citizens are released from prison each year, and the many challenges they face lead to high recidivism rates. Their common denominator is lack of access to economic viability. Parolees have traditionally lacked the employment opportunities  and life supports needed to reintegrate into society.

A staffing program of Career Resources, Entry Point Staffing associates are provided full wrap-around supporting services including case management, coaching, housing and counseling. All associates are assessed at intake and receive the necessary training through the nationally recognized STRIVE program. What this means for you is a dedicated and ready employee who can learn and do the job.

Entry Point Staffing Administration

Mary Hennessey

Director of Entry Point Staffing

Mary Hennessey’s career in workforce development has spanned 22 years in the north central Connecticut American Job Center. She began as a job developer, using her experience in the staffing industry to connect with employers. While in the role of Job Developer, she was asked to present to a group of inmates in a Connecticut correctional facility on how to find a job, get a job and keep a job, where she discovered her passion for guiding justice-involved job seekers toward gainful employment.  Mary has since served as a Reentry Career Advisor in the Free to Succeed program, working closely with those transitioning from incarceration in attaining their goals. She is a certified professional resume writer, motivational career coach, and certified workforce development professional specializing in job seeker services.  Mary is the recipient of the NAWDP 2014 Jodi Spiegel Customer Service Award and the Capital Workforce 2013 Star Award. 

Robert Hebert

Sr. Vice President of Business Development and Re-entry Affairs 

Rob grew up in Plymouth, Connecticut and is a graduate of Central Connecticut State University. He is currently the Senior Vice President of Business Development and Re-entry Affairs for Career Resources. Over the last twenty years, Rob has worked the full spectrum of social services positions, including Mental Health and Addiction Services, Law Enforcement, Probation, and Prison Re-entry. Prior to joining CRI,  Rob was the Senior Job Developer and Media Spokesperson for the State of Connecticut’s STRIDE program, which was a statewide workforce development program for returning citizens. He has built longstanding relationships with the business community as well as various media outlets, non-profits and, state agencies.

As of January 2018, Rob replaced Dan Braccio as the Bridgeport Re-entry Council’s chairperson and also serves on the advisory board for the Bridgeport Mayor’s Initiative for Re-entry affairs (MIRA). In the fall of 2018 Rob was chosen to serve on the Criminal Justice committee of Governor Lamont’s transition team.

In 2020 Rob joined the policy planning committee of the Connecticut Reentry Collaborative and also joined the faculty of UConn’s Encore program.

He has lived in Naugatuck with his wife Katie and daughters Amaya and Brooklyn since 2011. In his downtime Rob is avid sports fan and can be found traveling the Connecticut Wine Trail or vacationing in Cape Cod.