Larry Freeborg founded Stepping Through the Gate, a wise-elder coaching practice dedicated to helping individuals navigate life’s most meaningful transitions.
As a transition coach, author, and speaker, Larry works with people facing loss, major changes, reinvention, or uncertainty about the future.
With decades of experience in strategic planning, leadership, business growth, and training in life and equine-guided coaching, Larry helps individuals move from endings to new possibilities.
Larry is available for keynote presentations and workshops, including his popular “Refire, Don’t Retire!” “Always At Choice,” and “Be An Observer of the Observer You Are.”
We all encounter gates—times when life feels blocked, uncertain, or out of sync with who we are becoming.
Gates can appear as loss, retirement, grief, career shifts, identity changes, or the urge for something new.
Stepping Through the Gate guides you forward with clarity, intention, and renewed purpose.
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- Life transition coaching
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- Grief and loss support
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- Purpose and reinvention guidance
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Always At Choice
How do you move forward when life falls apart?
In his book Always At Choice, Larry shares the journey that shaped his life’s work — a season marked by the loss of his wife to leukemia, the elimination of his eighteen-year career during a recession, and the responsibility of raising four young children alone.
Through that experience, Larry discovered a powerful truth: while we cannot control what happens to us, we always retain the ability to choose how we respond.
Always At Choice offers reflection, insight, and practical guidance for anyone seeking healing, meaning, and forward movement after profound change.
What Clients Have Said
“You have the most amazing perceptive, wise, powerful insight — offered in a respectful and caring space.”
“You have an incredible ability to create clarity on life plans, goals, and vision — especially in moments of confusion or emotional turmoil.”
“You provide feedback in a supportive and deeply affirming manner.”

