Matthew GregerMatthew GregerHelping Tech Leaders Amplify Brilliance Through AI

Matthew Greger's videos and podcasts

234 items

September 2026

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Brendon Burchard said something at a recent event that stopped me cold. "Be first in exploration. No...

1mo ago
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Our CRM still lives on the old platform. Reporting is moving to the new one. They still have to talk...

1mo ago
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This is the strategic reality behind everything we’re building on the technology side at Diray Media...

1mo ago

August 2026

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Speed Is Not Progress We are rolling AI out across our organization right now. Connecting our tools....

1mo ago
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Speed Is Not Progress We are rolling AI out across our organization right now. Connecting our tools....

1mo ago
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The best decision I made this quarter was to stop building something good. We had a working prototyp...

1mo ago
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The best decision I made this quarter was to stop building something good. We had a working prototyp...

1mo ago
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This is exactly the problem we're building to solve at Diray Media. Media planning used to be someth...

1mo ago
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Most AI rollouts don't fail because people resist the new technology. They fail because the old way ...

1mo ago
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Our Chief Transformation Officer just left. We're actively searching for a VP of Measurement and Ana...

2mo ago
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Researchers have a name for what most tech leaders are living through right now. They call it the c...

2mo ago

July 2026

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We keep growing and transforming, changing and evolving. Let’s Go! Commenting on post from: Diray M...

3mo ago

June 2026

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Ask “What if?”

3mo ago
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Paige DiGiacomo is #hiring. Know anyone who might be interested?

3mo ago
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Thanks Hunter for your dedication and numbers addiction. Hopefully you learned something from us too...

3mo ago
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My favorite question is simple: What if? What if this is possible? What if I approached this problem...

3mo ago
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Let's GO! Is it you or someone you know? Commenting on post from: Diray Media with content: 📣 We're...

4mo ago
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Let's GO! Is it you or someone you know?

4mo ago
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Two days. Three teachers. One room full of people who refuse to play small. I just got back from UL...

4mo ago
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Two days. Three teachers. One room full of people who refuse to play small. I just got back from UL...

4mo ago

May 2026

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I know what your Tuesday at 9am looks like. A helpdesk ticket that turned into an infrastructure is...

4mo ago
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I know what your Tuesday at 9am looks like. A helpdesk ticket that turned into an infrastructure is...

4mo ago
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At Diray Media, we don't just buy media that sells. We're building the intelligence layer behind it...

5mo ago
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It never happens on a Tuesday at 2pm when you're ready for it. It's always the wrong moment. A crit...

5mo ago

April 2026

matthewgreger.com

Curiosity Exercises

5mo ago
matthewgreger.com

Curiosity Exercises

5mo ago
matthewgreger.com

Think Brilliance

5mo ago
matthewgreger.com

Matthew Greger

5mo ago
matthewgreger.com

Matthew Greger

5mo ago
matthewgreger.com

Matthew Greger

5mo ago