CEO @ Endsight. Host of the First Principles Podcast. Exploring leadership, decision-making & how to build organizations that last.
Joined May 2025
- Tweets 23
- Following 19
- Followers 6
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20 Photos and videos
Apr 27
Anthropic got phished. Aura got phished. Oracle, Co-Op, and M&S all said "no customer data was accessed."
The "set it and forget it" era is over.
Stephen Hicks on what it means for the C-Suite. April 30, 1pm PST. Free: bit.ly/4cKDPZ3
ALT Cyber Security Office Hours, April 30th, 2026
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Apr 24
Nobody told them to ask, read the signal, or lead with honesty. They just did it. That's the operating system running. The values behind this didn't happen by accident. We've been iterating on them for years. bit.ly/484PUH2
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Apr 22
Keeping a poor performer feels like kindness. It's not. Took the 30-something version of me years to figure out why. Rocky and I got into it on Profit Answer Man. Catch the full episode on YouTube here: bit.ly/4tPBenx
ALT Prophet Answer Man with Rocky Lalvani
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Apr 20
Two modes in leadership: prey and predator. Prey mode is stress, protect, survive. Predator mode is where the energy and the fun come from. Got into this and a lot more with Jeff Holman on the Breakout CEO podcast. Link below.
ALT Mike Chaput interview with Jeff Holman on the Breakout CEO podcast
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Apr 20
Full episode here. If you're leading a team and something feels stuck, this one's worth your time: youtube.com/watch?v=ORB0SKMg…
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Apr 17
Every law firm conversation I'm in lately: "we bought an AI thing, now what?" Buying was easy. Adopting is a different exercise. Which is why I'm into what the Golden Gate ALA is rolling out. 5 sessions, kicks off 4/23. Open to anyone. bit.ly/41F8HFg
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Apr 15
My business partner and I were 24 with long commutes and no clue what we were doing. So we started buying books and passing them around the team.
500 books and 25 years later, those ideas became our values, our strategy, our language.
On The Breakout CEO Podcast. Link in bio.
ALT Mike Chaput interview with Jeff Holman on the Breakout CEO podcast
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Apr 13
AI-powered phishing is up 1,200% in two years. Deepfake attacks up 2,137% in three. Annual training doesn't cut it anymore. Our team at @endsightit runs a free quarterly cybersecurity training. Next one is April 14th. Link below.
ALT Cybersecurity Fundamentals Training promotional graphic showing illustrated scenes of modern cyber threats: deepfake scams, AI-powered phishing, and MFA attacks. Text reads "Don't Get Caught Off Guard! Monthly Training on Today's Threats.
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Feb 21
Just wrapped up a great conversation as a guest on Kim Miller Hershon’s podcast. We talked about culture, leadership, and building values that teams actually practice, not just talk about.
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Feb 20
Had the opportunity to be a guest with Kim Miller Hershon on Unconventional Wisdom About Conventional Wisdom. We explored leadership, culture, and what it takes to create values that move beyond statements and into real behavior.
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Feb 18
I recently joined Kim Miller Hershon on Unconventional Wisdom About Conventional Wisdom for a conversation on culture, leadership, and how to build values that people genuinely live out day to day.
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Feb 16
New episode with Kim Miller Hershon. We talked culture, leadership, and building values that people actually live. Appreciate the invite.
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8 Dec 2025
This Thursday I am teaming up with Brian Tirado, Michelle Brezenski, and Eugene Motisko to share what we are learning about real AI implementation at Endsight. A tool without a workflow will not deliver value. Join us.
bit.ly/3MN6KCj
#AI
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20 Nov 2025
Real leadership means submitting to the culture you ask others to live. Talked about this with Sana Chakraborty on BizBlend. bit.ly/4o59bNu
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17 Nov 2025
Most business partnerships fall apart. Ours didn’t.
Jeff Sesol and Jana Landry pushed into that on the Pull the Chute podcast, focusing on values, culture, and what it really takes to build a company with the same co-founder for 20 years.
bit.ly/4r1EiMQ
ALT Mike Chaput on the Pull the Chute podcast with Jeff Sesol and Janna Landry
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5 Nov 2025
Big thanks to Carol Collison for having me on the Small Fortune Podcast to share why I’m launching my own show. The new podcast drops soon. Subscribe to my YouTube channel to catch the first episode: youtube.com/@thechaputperspe…
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3 Nov 2025
AI is a transformative tool. It's like giving every turn to the century farmer a tractor. People aren't realizing its power to change everything. Huge thanks to Tracy and Brien for having me on Ask Brien!
#AI #Innovation
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31 Oct 2025
Knowing how to sell is more valuable than most other skills. Flexibility lets one adapt and sell anything. For entrepreneurs, mastering sales, delivery, and innovation is key. #SalesTips #EntrepreneurLife
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