Workbook for Learning To Love Midlife
12 Reasons Why Life Gets Better with Age — Your interactive roadmap to personal reinvention.
The essential interactive guide for navigating your next chapter with clarity and purpose.
Collaborators
Holly, Kelly, and Mary with Chip Conley
The Only Workbook Endorsed by Chip Conley
This workbook was created in direct collaboration with the Modern Elder Academy. It is the only interactive guide officially endorsed to accompany Chip Conley's research on midlife transformation.
Chip Conley
Founder, Modern Elder Academy
Bestselling Author of 'Learning to Love Midlife'
Midlife Isn't a Crisis—It's an Opportunity
But finding your path forward requires more than hope. It requires a map.
The Opportunity
Midlife is when you have enough experience to know what matters, and enough time to actually do something about it. It's the perfect moment for reinvention.
The Challenge
Society tells us midlife is downhill. Career pressure, relationship transitions, and physical changes can feel overwhelming without proper guidance.
The Solution
This workbook provides a structured, practical roadmap to transform your middle chapters into your most fulfilling years yet.
The 12 Reasons Why Life Gets Better with Age
Discover the research-backed principles that transform midlife from a crisis into your greatest opportunity.
Redefining Success
Break free from society's expectations and decide for yourself what truly matters.
The Great Midlife Edit
Cultivate deeper relationships by being your authentic self, letting go of emotional baggage.
Body Positivity
Appreciate yourself as you are, without comparison to others or past versions.
Growing Whole
Form deep, abiding connections with the people you love and matter most.
Career Evolution
Navigate your professional journey with renewed purpose and intentionality.
Emotional Navigation
Understand and work through the emotional shifts that come with midlife.
Spiritual Exploration
Deepen your connection to what gives life meaning and purpose.
Legacy Planning
Define how you want to leave a lasting impact and what legacy you'll create.
And 4 More...
Discover all 12 reasons through guided reflections, journaling prompts, and practical exercises designed to transform your perspective.
Created by Experts in Life Coaching
In partnership with Chip Conley and the Modern Elder Academy
Turning Research Into Action
Holly Prescott
Certified Life Coach, Founder
Holly is the creator of Midlife Sherpa and brings vast experience in creating practical, replicable strategies for implementing Chip's wisdom. At 73, Holly embodies the transformative power of embracing midlife.
"The perfect guide to why life gets better with age."
Kelly Rae White
Career & Life Coach
Kelly has witnessed countless transformations in both her own life and her clients' lives. She serves as the anchor for the workbook's reflective content, extracting and organizing Chip's essential ideas for meaningful discussion.
Mary Weaver
Writer & Learning Designer
Mary brings a career of creating empowering educational content. She developed the workbook's questions and activities to help you live your best midlife, turning research into action.
What Readers Are Saying
"The MidLife Sherpa Guide to Living Our Best Life"
"This workbook is the perfect companion for Chip Conley's book 'Learning to Love MidLife.' I have read Chip's book and attended his retreat at his Modern Elder Academy in Baja, and was looking for more structure on how to adopt the principles outlined. There are 12 reasons why/how life gets better with age, and this workbook is just that—a book designed for the reader to dive in and 'DO' the work."
"I am 59 and it leaves me with hope that the best years can be ahead if I am willing to play the distance. Holly Prescott, also known as The MidLife Sherpa, is the perfect person to guide us—as she is THE example of why life really does get better with age."
Gina V.
Amazon Reviewer
Frequently Asked Questions
Everything you need to know about the workbook