Flip ForwardWhen Life Doesn'tGo As Planned
Book a thirty-minute conversation to explore your journey of flipping forward in your life and
Learn about the Flip It book project.
Most people don't move forward in one dramatic leap.
They move forward through a series of
Small Decisions
Reframes
And Actions
I call this process
Flipping Forward
the moment when someone chooses not to stay stuck, and begins to move, even in small ways.
In this free session,
we'll explore —
- 01Where you may feel stuck right now
- 02What a flipping point might lok lik
- 03Small ways to begin moving forward
- 04What others have done in similar moments
- 05Your story, if you're interested in sharing it
This is not prescriptive advice. It's a thoughtful conversation grounded in lived experience and real stories.
What you'll get
from this session.
- A focused 30-minute one-on-one conversation
- A chance to talk through your current challenge
- Perspective on the flipping process
- Ideas for small next steps
- Details about the Flip It book project (optional)
Some people come for clarity. Some come to reflect. Some come to share their story. All are welcome.
Flip It Project
Flip It is a collection of stories from people who have gone through hard things in life and found ways to move forward.
Some contributors are in the middle of their journey. Others are further along. There is no single right way to flip forward. If you have a story, this session is a place to talk about it.
— Jay, on a Tuesday
Hi, I'm Jay.
Jay Waddell is a writer, speaker, and curator of human stories focused on how people move forward after adversity.
After surviving a series of strokes and later undergoing a heart transplant, Jay found himself asking a question that medicine couldn’t answer:
What does it actually look like to rebuild a life after everything changes? Not in theory. Not in motivational slogans. But in lived experience.
That question became the foundation for his work. Jay gathers and curates powerful stories from people who have faced profound challenges — serious illness, loss, identity shifts, career collapse, addiction, and unexpected life fractures. Through these stories, he explores the messy, non-linear process of moving forward. Some people reinvent. Some slowly rebuild. Others simply find a way to keep going. His first book, Voices from the Heart, brings together heart transplant survivors sharing their lived experiences in their own voices. His upcoming project, Flip It, expands beyond medical adversity to explore how people navigate the broader terrain of life disruption and reinvention.
Before turning to writing and speaking, Jay spent nearly two decades as a business executive and management consultant, followed by nine years as a faculty member at the University of Colorado’s Leeds School of Business. Across these roles, a consistent theme emerged: he was always drawn to the human story beneath performance, success, and struggle.
Today, Jay focuses on collecting, curating, and sharing stories that illuminate how people move forward — not perfectly, not quickly, but meaningfully.