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Executives Unplugged
Keith Cowing
14 episodes
37 minutes ago

Welcome to Executives Unplugged, the show for leaders navigating rapid change with limited resources and relentless expectations.

Join operator and executive coach Keith Cowing as he sits down with world-class leaders to decode their playbooks. Drawing on experience leading teams through both failures and multi-billion dollar exits, he skips the idealistic frameworks for battle-tested tactics that will help you:

  • Make high-stakes decisions with confidence.
  • Align your team and drive rapid results.
  • Find clarity in the chaos.

Leadership is messy, but you don't have to face it alone. Executives Unplugged puts the best operators and insights in your corner to help you win and enjoy the ride.

Show more...
Entrepreneurship
Technology,
Business
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All content for Executives Unplugged is the property of Keith Cowing and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

Welcome to Executives Unplugged, the show for leaders navigating rapid change with limited resources and relentless expectations.

Join operator and executive coach Keith Cowing as he sits down with world-class leaders to decode their playbooks. Drawing on experience leading teams through both failures and multi-billion dollar exits, he skips the idealistic frameworks for battle-tested tactics that will help you:

  • Make high-stakes decisions with confidence.
  • Align your team and drive rapid results.
  • Find clarity in the chaos.

Leadership is messy, but you don't have to face it alone. Executives Unplugged puts the best operators and insights in your corner to help you win and enjoy the ride.

Show more...
Entrepreneurship
Technology,
Business
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How to bring startup speed to big organizations
Executives Unplugged
39 minutes 5 seconds
2 weeks ago
How to bring startup speed to big organizations

A startup founder joins a 10,000-person company to build AI from scratch and learns how to move fast without losing trust.


Moving fast inside a big company can feel impossible. You’re hired to shake things up - but if you move too quickly, you lose people. This episode dives into that tension. Atlassian’s Head of AI, Nisha Iyer, shares what happens when a startup founder joins a 10,000-person company and tries to build new AI products from the inside. She unpacks learning to slow down, earning trust, and building momentum the right way - without giving up the spark that made you effective in the first place.

Executives and operators will relate to the tension between urgency and patience - and take away ideas for leading change without burning out your team or losing trust.

  • 00:00 — Moving fast meets resistance
  • 04:00 — “Learn the business”: slowing down to speed up
  • 09:00 — The big swing that fell flat — and the lesson in humility
  • 17:00 — Piloting change and earning trust one team at a time
  • 22:00 — Turning internal wins into customer-facing AI
  • 26:00 — Balancing empathy, momentum, and trust
  • 31:00 — Reducing fear, sparking excitement: leading through change
  • 36:00 — What’s next: voice tech, connection, and being more human


Shoutouts:
The First 90 Days — https://www.amazon.com/First-90-Days-Strategies-Expanded/dp/1422188612
Atlassian — https://www.atlassian.com
Rovo — https://www.atlassian.com/software/rovo

Follow Nisha Iyer: https://www.linkedin.com/in/nisha-ranjani-iyer/

Follow Keith Cowing: https://linkedin.com/in/keithcowing
Subscribe to Keith’s free coaching via email: https://kc.coach

Subscribe to the show:
YouTube — https://www.youtube.com/@kcowing
Spotify — https://open.spotify.com/show/1Bw7KhjlUzFjMoFhdfNAKN
Apple Podcasts — https://podcasts.apple.com/us/podcast/executives-unplugged/id1769131263

Executives Unplugged

Welcome to Executives Unplugged, the show for leaders navigating rapid change with limited resources and relentless expectations.

Join operator and executive coach Keith Cowing as he sits down with world-class leaders to decode their playbooks. Drawing on experience leading teams through both failures and multi-billion dollar exits, he skips the idealistic frameworks for battle-tested tactics that will help you:

  • Make high-stakes decisions with confidence.
  • Align your team and drive rapid results.
  • Find clarity in the chaos.

Leadership is messy, but you don't have to face it alone. Executives Unplugged puts the best operators and insights in your corner to help you win and enjoy the ride.