On Culture: What We Resist, We Repeat
- Myste Wylde

- Jul 17
- 5 min read

Dear Culturati Insider,
Everyone wants transformation. No one wants to go first.
That’s the paradox of leadership today: bold in ambition, cautious in action. It’s easy to talk about change, but much harder to be the one who initiates it, especially when the stakes are high and the path unclear. But modern leadership isn’t about having the perfect plan. It’s about managing contradictions: between speed and sense-making, legacy and innovation, personal mastery and necessary reinvention. If you feel pulled in opposing directions, you’re not failing. You’re doing the job.
And yet, the biggest barriers to progress aren’t external; they’re structural and psychological. Most leaders don’t squash progress outright. They never see it. Power dynamics, identity preservation, and institutional memory all influence what ideas make it through the filter. Breaking that pattern requires psychological safety, political neutrality, and trust in discomfort.
Even learning can backfire if it’s poorly designed. Research shows teams perform worse when brainstorming and reflection are crammed into the same session. Like muscles, minds need recovery between exertions. Innovation requires pacing with distinct phases of reflection, exploration, and action.
These aren’t just tactical errors but deeper reflections on how we make sense of the world. Evolution shaped us to move fast, seek the familiar, and protect our group. But those same instincts can distort our decisions, favoring what feels safe over what’s right.
That’s why leading well today requires more than instinct and strategy. It requires the ability to see what matters before it’s obvious, and to act before it’s easy. It means holding space for ambiguity and resisting the urge to close loops too quickly. The edge—the liminal space between what was and what’s coming—isn’t a place to avoid. It’s where meaningful transformation begins.
And yes, someone has to go first. Leadership always involves stepping into uncertainty before others are ready. But that’s the privilege: you get to set the terms for what comes next.
Perched on the verge,
Myste Wylde, COO
P.S.
If you're grappling with pressure, performance, or fatigue (and who isn’t?), don’t miss this week’s Culturati: LIVE with Rev. Steven Tomlinson, PhD and Dr. Greg Wallingford. It’s a masterclass in leading through high-stakes tension without burning out or checking out. Cognitive hospitality might just be one of the most underrated leadership skills today...
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