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Browse the full archive. New episodes drop every week.

Latest Episode

When Ambition and Loyalty Collide
Ep. 12Career48 min

When Ambition and Loyalty Collide

What happens when chasing your next opportunity means leaving people behind? Naomi and Brad explore the tension between personal ambition and the loyalty we owe the people who helped us grow.

The Feedback Nobody Wants to Give
Ep. 11Leadership

The Feedback Nobody Wants to Give

Why honest feedback is rare — and what it costs everyone when we avoid it. A candid look at the conversations we keep putting off and why avoiding them makes everything worse.

41 minListen
Redefining Success After 40
Ep. 10Personal Growth

Redefining Success After 40

Two perspectives on what success looks like when the goalposts move and the original plan no longer fits. Is it failure — or is it growth?

52 minListen
Managing Up Without Selling Out
Ep. 9Leadership

Managing Up Without Selling Out

How do you influence the people above you without losing your integrity? Naomi and Brad share stories from both sides of the org chart.

44 minListen
The Boundaries We Don't Talk About
Ep. 8Relationships

The Boundaries We Don't Talk About

Setting limits at work, in relationships, and with yourself. Why boundaries feel selfish — and why they're actually the most generous thing you can do.

39 minListen
7
Ep. 7Decision Making

When the Right Decision Feels Wrong

Sometimes the logical choice and the emotional choice point in completely different directions. How do you know which voice to trust?

46 minListen
6
Ep. 6Personal Growth

The Invisible Weight of Expectations

Family, culture, career — we carry expectations we never agreed to. Naomi and Brad unpack where they come from and what it takes to put them down.

50 minListen
5
Ep. 5Leadership

Disagreement as a Design Feature

What if conflict isn't a problem to solve but a signal to follow? A conversation about why the best teams — and relationships — need friction.

37 minListen
4
Ep. 4Career

Loyalty, Legacy, and Letting Go

When do you stay out of loyalty — and when does staying become self-betrayal? A raw conversation about the cost of holding on too long.

43 minListen
3
Ep. 3Personal Growth

The Stories We Tell About Ourselves

The narratives we carry about who we are shape every decision we make. What happens when those stories stop being true?

55 minListen
2
Ep. 2Leadership

What Nobody Tells You About Leadership

The gap between what leadership looks like from the outside and what it actually feels like on the inside — from two people who've lived both.

48 minListen
1
Ep. 1About the Show

Why AND/OR?

The first conversation. Where the idea came from, what Naomi and Brad hope to explore, and why they believe different views lead to better moves.

32 minListen

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