What happens when you’ve checked every box, built an impressive career, and still feel like something is missing?

In this episode of Welcome to Your B-Side, Dr. Amy Lindsey sits down with Chrysalis client and longtime executive Tiffany Stith, President & COO of Lawry’s Restaurants, to talk about what it really looks like to reinvent your life and health in midlife… even when everything looks “successful” on the outside.

Tiffany came into Dr. Amy’s world as an individual patient focused on health goals. Group work did not appeal to her. But after saying yes to the Chrysalis program, she discovered something she never expected: a community that helped her build self-trust, transform her health, question long-held assumptions about success, and step toward a life and career that actually match who she is becoming.

In this episode, you’ll learn:

• What it feels like to be at the “pinnacle” of your career yet quietly misaligned

• How survival skills like taking “the next indicated step” stop working in midlife

• Why individual clinical care can only take you so far without inner work and community

• How group support and accountability become a bridge to real self-trust

• The link between physical strength, nervous system regulation, and big life decisions

• The difference between fitting in and belonging (and why belonging lives on your B-Side)

• How aligning health and purpose changes how you lead at work, at home, and in the world

Tiffany’s story is a reminder that midlife discomfort is not a sign you’re broken. It is an invitation to stop betraying yourself, claim your agency, and create a life that feels as good on the inside as it looks on paper.

Mentioned in this episode:

⁠⁠Chrysalis⁠⁠⁠ ⁠— Dr. Amy’s program for linking life purpose with health in midlife. (All genders welcome.)

WELLTH: Create Your 2026 New Year’s Resolutions with a Healed Relationship to Health & Wealth

Reminder: Nothing in this podcast is a substitute for medical or professional advice. Always consult your own doctor.

KEY MOMENTS:

• 04:28 — “I did not want a group program”: from hesitation to wholehearted yes
• 08:49 — Side A vs. Side B: external success and internal misalignment
• 11:11 — How community and accountability unlocked deeper change
• 17:30 — Fitting in vs. belonging
• 18:55 — Getting stronger at 54: physical health as the foundation for big decisions

RESOURCES:

⁠⁠⁠⁠⁠Free B-Side Community on Skool⁠⁠⁠⁠⁠

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