Jesse Osmun
Recovery coach in New Haven, Connecticut, working online
| Hourly rate range | $115 to $175 an hour |
|---|---|
| Focus areas | |
| Also coaches | Health coach |
| Based in | New Haven, Connecticut, United States |
| Sessions | Online |
| Credentials | CCAR Certified Recovery Coach; IAP Certified Life Coach |
| Practice | ShameLess Recovery Coaching |
Jesse Osmun is a recovery coach and life coach in New Haven, Connecticut. Jesse helps people in recovery, and their loved ones, break free from toxic shame and the cycle of relapse and addiction. Sessions are online. Jesse is formerly incarcerated and understands the struggles of reentry and staying free from addiction. Jesse holds CCAR and IAP certifications and runs ShameLess Recovery Coaching, which offers shame-free and guilt-free support.
What Jesse helps with
Jesse helps people move past shame and stigma tied to addiction and relapse. Jesse also supports people who are managing reentry after incarceration.
- Ending toxic shame tied to addiction
- Breaking the cycle of relapse
- Ending self-imposed shame and stigma
- Building a basic plan to access resources
- Staying accountable and on track in recovery
- Managing reentry after incarceration
- Supporting a loved one who is struggling with addiction
- Setting realistic goals
Who Jesse works with
Jesse works with people in recovery and with family members who want to help a loved one. Jesse also works with people who have been incarcerated and are dealing with reentry, and with families of formerly incarcerated people.
How Jesse works
Jesse builds a basic plan with each client to access resources and stay on track in recovery. Jesse also helps clients set realistic goals and provides accountability. Sessions are held online, so clients can join from home. The work centers on ending the shame and stigma clients place on themselves. Jesse uses lived experience together with recovery coaching skills.
Background and qualifications
Jesse Osmun is a CCAR Certified Recovery Coach and an IAP Certified Life Coach based in New Haven, Connecticut. Jesse is formerly incarcerated and draws on that lived experience, along with recovery coaching skills, to guide clients. Jesse understands how hard reentry can be and how heavy it feels to look for the right help. Jesse runs ShameLess Recovery Coaching, an online practice.
Jesse Osmun pricing
Programs and services
- Online recovery coaching sessions
- Online life coaching
Jesse Osmun reviews
The CoachVouch take
Jesse is a formerly incarcerated recovery coach who builds every session around ending shame and stigma.
Best for people in recovery, or their loved ones, who want shame-free support and a plan to stay accountable.
Common questions
How much does Jesse Osmun charge?
Coaching with Jesse runs $115 to $175 an hour. Message Jesse from this page for an exact quote.
What does Jesse Osmun help with?
Jesse Osmun helps with ending toxic shame tied to addiction, breaking the cycle of relapse, ending self-imposed shame and stigma and building a basic plan to access resources.
Does Jesse Osmun coach online?
Jesse is based in New Haven, Connecticut, United States. Sessions are online.
Is Jesse Osmun certified?
Jesse Osmun lists: CCAR Certified Recovery Coach; IAP Certified Life Coach.
Does Jesse work with loved ones of people struggling with addiction?
Yes. Jesse helps individuals help themselves or their loved ones move free from shame and the cycle of relapse.
How do I contact Jesse Osmun?
Send Jesse a message from this page. It's free and takes a minute.
Similar coaches to compare
Tick "Compare" to message several coaches at once.

Gabriella Wolson
Gabriella Wolson is a career, life and business coach in Connecticut. She helps job seekers, professionals and business owners through career, business and life changes. She spent years in corporate Human Resources and also worked in marketing, social work, fashion and non-profit management. She writes resumes and LinkedIn profiles built to pass applicant tracking systems and reach hiring managers. She also offers a self-paced course for finding a dream job.

Acacia Quaintance
Acacia Quaintance is a life coach and anxiety coach in Ohio. She helps conservative thinkers, military spouses, veterans, and spiritual seekers build lives grounded in faith and family. She worked as a therapist before she became a coach, and she now focuses on forward-looking guidance. She is a military veteran spouse, and she builds her coaching on Christian values, personal responsibility, and resilience. She also works with parents and families.

Adam Griffin
Adam Griffin is a life coach who also works as an executive function and ADHD coach. He spent over 20 years leading instructional technology teams in pharmaceutical and financial services. He worked as an actor on stage and television and was the voice of Comcast for over five years. He trained in ontological coaching in India. He holds a master's degree from Columbia University Teachers College. He offers a free discovery session.

Adam Scheldt
Adam Scheldt is a burnout, grief and sleep coach based in Kenmore, New York. He works with individuals, couples and groups on stress, major transitions and personal growth. He has more than 20 years of experience across healthcare, non-profit, congregational and education settings. He spent over five years directing a counseling department at a hospice center. He sees clients in person in Western New York and online in the US and abroad.
Browse related
Last updated September 2026. Request a correction.