Adrienne Prentice, the founder and CEO of Keep Company, joins us to share her transition from attorney to leadership coach and entrepreneurship. Through her personal journey, Adrienne provides deep insights into the significant challenges faced by working parents and caregivers, highlighting the tough choices between career aspirations and family obligations. Drawing from her experiences at law firms and Hewlett Packard, she delves into the disconnect in organizations, where top talent often feels compelled to sacrifice personal well-being for professional success.
In our discussion, Adrienne introduces the innovative Care Census tool and the Signature Group Learning Experience, designed to offer real support to employees juggling caregiving responsibilities. These solutions not only foster a sense of community but also enhance retention and promotion rates, providing substantial cost savings for employers. Adrienne argues for a reevaluation of work-life balance strategies to better accommodate all parents and caregivers, ensuring that support extends beyond just new mothers to include all caregiving roles.
We also explore the critical elements of building a supportive business environment, from engaging passionate investors to maintaining strategic team alignment through the Entrepreneurial Operating System (EOS). Adrienne shares her thoughts on the delicate balance between leveraging technology and preserving human connections, ensuring her company’s mission remains intact.
Chapters
(00:00:50) – Supporting Working Parents and Caregivers
Adrienne Prentice’s journey from lawyer to CEO, challenges faced by working parents and caregivers, and the need for better support systems in organizations.
(0:12:34) – Supporting Employee Well-Being Program
Care Census and Signature Group Learning Experience support employees with caregiving roles, improving well-being and retention rates.
(0:25:57) – Establishing Investor Relations and Team Alignment
Passionate investors, strategic alignment, scalability, and “Survival to Thrival” book impact on early business growth.
(0:32:36) – Navigating Technology and Human Connection
Rereading books, notes and highlights in e-books, impactful books on loneliness and fulfillment, integrating tech and human interactions.
Books Mentioned in this Episode
Together: The Healing Power of Human Connection in a Sometimes Lonely World by Vivek H Murthy M.D.
https://www.amazon.com/Together-Connection-Performance-Greater-Happiness/dp/0062913298
New Happy: Getting Happiness Right in a World That’s Got It Wrong by Stephanie Harrison
https://www.amazon.com/New-Happy-Getting-Happiness-Right/dp/0593541383
Traction: Get a Grip on Your Business by Gino Wickman
https://www.amazon.com/Traction-Get-Grip-Your-Business/dp/1936661845
Survival to Thrival: Building the Enterprise by Bob Tinker and Tae Hea Nahm
https://www.amazon.com/Survival-Thrival-Building-Enterprise-Startup/dp/1684014905
- Building France’s Lifetime Mortgage Market: Thomas Bodereau, Co Founder and CFO of Arrago - October 2, 2026
- Reinventing the Personal Accountant with AI: Sai Dhanak, Cofounder and CEO of Deduction - September 15, 2026
- Running a Consumer Lending Business with Discipline: Akshay Sarma, CFO of axio - July 31, 2026
Comments are closed