Episode 2 | You're Hitting Every Goal and Still Feeling Empty. Here's Why. With Kourtney Street
What if the thing standing between you and your next level of leadership isn't a strategy problem — it's a silence problem? On this episode, I sit down with Kourtney Street, co-founder of Sacred and Strategic, a coaching practice built at the intersection of the sacred and the strategic, between the “soul line and the goal line.” Kourtney and I get honest about what it actually looks like to work with a business coach, the vulnerability required to let someone see behind the curtain, and how to tell the difference between a coach who's just collecting a retainer and one who can genuinely help you grow. We talk about high-achiever burnout, 360 feedback done right, the discipline of silence, and how her work as chaplain for the Orlando Pride shapes the way she coaches business leaders. If you've ever wondered whether it's time to bring a coach into your world — or how to find the right one — this conversation is for you.
Highlights
The "soul line, goal line" framework: why delivering results isn't enough if you're not becoming a better human along the way
How to know when it's time to hire a coach and the questions to ask yourself first
What separates a great coach from someone who just put "coach" in their title (hint: 80% listening, 20% talking)
Why high achievers are especially prone to unsustainable pace and how a coach helps you catch it
The truth about 360 feedback: why it should never surprise you, and how to do it without blowing someone up
Learning to distinguish a "sprint" season from a "marathon" season in leadership
Lessons from serving as chaplain for the Orlando Pride (NWSL) and what elite athletes teach us about balancing individual and team success
Common leadership blind spots and why building in silence and reflection is a discipline, not a luxury
What it means to lead with alignment, especially when life outside work gets chaotic
Chapters
1:20 — Meet Sacred and Strategic
2:24 — Soul Line, Goal Line Framework
4:14 — Kourtney's Origin Story
7:26 — When to Hire a Coach
9:29 — High Achiever Patterns
13:48 — Choosing the Right Coach
19:05 — Vulnerability and 360 Feedback
22:32 — Leadership Ceilings and Inflection Points
27:59 — Wiring, Pacing, and Intensives
30:55 — Sports Chaplaincy Lessons
36:31 — Blind Spots and Silence Practice
43:15 — Getting Started and Closing
Resources Mentioned
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