Hi, I’m JennyBess Chaim. After years of practicing corporate law at a huge international firm, I took a freeform sabbatical and I never returned. Instead, I dedicated my journey to crafting a life with meaning, purpose, and mindfulness.

You can, too (with or without the sabbatical!)

Here’s a bit about me:

• Master of Divinity candidate (M.Div ‘26) at Harvard University, studying (1) the intersection of transcendental meditative techniques and psychedelic experiences, and (2) meaning-making for Spiritual-But-Not-Religious (SBNR) Americans in the absence of organized religion

• Founder of Santosha at Hillholm Estate, a nondenominational retreat center located in an 1895 Gilded Age mansion in the mountains of Maine, focusing on yoga, meditation, farm-to-table nosh, and writing

• Chaplain at Brigham and Women’s Hospital, providing interfaith spiritual care to cancer patients and their care providers

• Chaplain at Dana-Farber Cancer Institute, providing interfaith spiritual care to cancer patients and their care providers

• Ketamine Integration Chaplain at Mass General Brigham (Faulkner Hospital) Department of Psychiatry’s Ketamine and Esketamine Therapy Clinic, conducting compassionate integration sessions for patients experiencing depression

• Co-founder, Hillholm Writing Residency, a biannual fully-funded residency for emerging creative writers

• Life-Design Coach, certified by CLCI, an International Coaching Federation-accredited training program, and designer of the Mind Your Flow Method

• Former Private Equity & Venture Capital attorney with Latham & Watkins LLP; licensed to practice law in Maine and Massachusetts

• Mediator, certified in collaborative dispute resolution

• Yoga teacher (RYT-500) and meditation guide

• Alumna, Middlebury College; Boston University School of Law

I live in Cambridge, MA and coastal Phippsburg, ME with my two pups, Pamplemousse and Winnie.