Lead from the inside out.
The Work of You treats leadership as an inside job, using coaching language, Enneagram insight, and practical reflection. Jen Ostrich moves between solo analysis and guest interviews about emotional regulation, identity shifts, team systems, writing work, and the habits behind effective leadership.
PRESS PLAY
The Work of You approaches leadership from the inside out. Jen Ostrich uses coaching, Enneagram language, and candid conversation to examine the habits and beliefs that shape how people lead, collaborate, write, manage pressure, and grow. The show is practical, but it does not rush toward quick fixes. It lingers on the internal work behind visible decisions. In one thread, leadership becomes a question of identity: how someone changes as their role expands, their responsibilities shift, or their old self-image stops fitting the work in front of them. In another, emotional regulation becomes a strategy rather than a soft skill. Episodes with leaders such as Tony Ross connect that inner work to operational realities: global teams, delegation, strategy, development plans, changing work norms, and the effort required to be known by the people one leads. His examples keep the show connected to concrete leadership behavior, including the small, deliberate practices that make a large organization feel more human. Creative work gets similar treatment. A conversation with Brannan Sirratt looks at book development, authorship, ADHD, and the process of shaping an idea without forcing every project into the same mold. Ostrich’s solo reflections pull patterns from interviews and turn them into focused lessons, often circling back to systems, self-awareness, and the difference between a dramatic breakthrough and steady practice. The show’s register is warm and direct. It has humor and personal candor, but the center is disciplined reflection. The Work of You is especially suited to professionals who already know that better leadership is not only a matter of better tools. It is also a matter of noticing what drives decisions, what blocks connection, and what needs to change internally before the external work can change.
Made for: The show suits ambitious professionals, managers, coaches, authors, and reflective leaders who want career growth tied to self-awareness. It is especially useful for people interested in Enneagram-informed coaching, emotional regulation, and the inner patterns behind leadership behavior.
What sets it apart: The Work of You connects leadership tactics to the personal beliefs and identity shifts beneath them. Its mix of solo synthesis and guest stories makes the coaching feel specific, grounded, and usable.
This is a podcast about the leadership that matters most — the kind that starts from within. Hosted by certified behavioral coach and Enneagram expert Jen Ostrich, The Work of You is for high-achieving humans ready to stop repeating patterns and start leading themselves differently. Through insights from coaching, the Enneagram, and her own personal inner overhaul, Jen brings honesty, humor, and sharp emotional clarity to the table. With real talk, self-awareness tools, and a healthy dose of tough love, she helps you uncover what’s driving you, shift what’s no longer serving you, and ultimately do the work of you — on...
Short reviews from the PlayNext desk, based on the episodes we processed.
A thoughtful leadership conversation that keeps curiosity, connection, and growth close to the center.
The Work of You treats leadership as something that starts inside the person doing it, then moves outward to the harder task of guiding teams through change.
Manifestation talk with everyday roots.
Higher consciousness with practical surrender work.
Jen Ostrich says she is leaving her Austin home because she does not want to face Coco's decline alone and wants more daily community.
Jen Ostrich interviews Jason Sperling, Chief Creative Officer at InOcean and author of Creative Directions, about moving from creative talent to responsible leadership.
Host Jen Ostrich interviews book coach Brannon Surratt about inner work, Enneagram types, and managing ADHD in her career.
Jen Ostrich interviews Heidi Jones, a strength and mobility coach and massage therapist in Austin, Texas, about building health routines through consistency rather than complication.
Jen Ostrich, host of The Work of You and a Certified Behavioral Coach and Enneagram Expert, explains how the Enneagram can function as both a mirror for hidden patterns and a map for growth.
Jen Ostrich analyzes leadership lessons from Tony Ross, who spent 22 years at Apple, and KG Tresser, who works as chief of staff at LinkedIn.
KG Treser, a chief of staff with nearly seven years at LinkedIn, recalls a manager telling her "we're all just making all this up," which pushed her to put a point of view on paper.
["Tony Ross says the hardest leadership change is when your success is measured by other people's results instead of your own output.", "He talks through managing teams across Austin, four cities in China, Singapore, and Cork, where blunt talent-planning feedback and reward language forced Apple to adjust its leadership culture.", "Jen Ostrich and Ross also discuss 'gelato with Tony' sessions, personal development plans, and an Enneagram exercise that helped teams work together more clearly.", "Ross closes with Denali, retirement, his CrowdStake advisory work, and the rule to stay curious and take one stretch goal each year."]