Private coaching · By consultation
Quiet, exceptional support for people who carry a lot.
Personal coaching for professionals and the people they love. Discreet, flexible, and never billed to insurance.
Jennifer works with a limited number of clients at a time.
- 25+ years of experience
- Never billed to insurance
- Early morning & evening hours
- LGBTQIA+ affirming
- Sonoma, Marin & virtual statewide
For those who hold everything together, and the people who count on them.
Leaders & professionals
Founders, executives, medical professionals, and attorneys who need a private space to think, reset, and recover.
Teens with potential
Grades, college, social media, and the weight of everyone's expectations. Support for young people with so much ahead of them to build confidence and find their own way forward.
Families in transition
Career moves, relocations, separations, and blended families. Steady support through big change.
LGBTQIA+ clients & families
Coming out and exploring identity, relationships and chosen family, parents supporting an LGBTQIA+ child, and work and family spaces that don't always make room. Grounded support from someone within the community, at every stage of the journey.
An experience built around you.
Complete discretion
Private pay only. No insurance claims, no diagnosis codes, no employer involvement.
On your schedule
Early mornings and evenings. In person in Sonoma and Marin, or by secure video.
Support between sessions
Brief check-ins by text or email, so you're never waiting a week to talk something through.
Support, whenever you need it
Some clients reach out in a hard moment and need support right away. Others want a focused burst of coaching through a big change, or a steady partner for the long haul. Every relationship begins with a complimentary consultation.
All coaching is direct pay, with no insurance billing. A sliding scale is available.
Hi, I'm Jennifer.
Jennifer R. Caldwell
For more than 25 years I've walked alongside people in our North Bay and South Bay communities through life's hardest and most pivotal moments, from high-pressure careers to families and teens finding their footing.
I'm part of the LGBTQIA+ community, and every identity and every kind of family is welcome here.
I keep my practice small on purpose, so every client gets my full attention.
Request a private consultation.
Jennifer accepts a limited number of new clients each season. Share a little about yourself and she'll personally reach out within two business days.
North Bay, California
In person in Sonoma & Marin counties.
Virtual sessions anywhere in California.