Episodes 25
Avg. Duration 35m
Activity Sporadic
Apple Rating 5.0 (1)
Since Jul 2025
Latest Episode Feb 2026

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Schedule
Weekly
Consistency
55%
Hosting
app.kajabi.com

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About This Podcast

Purpose. Clarity. A life built by choice, not momentum. If you didn't have to do anything, what would you do? Drink Coffee. Do Cool Stuff. is a podcast about the work of becoming who you are meant to be. It explores the question that sits underneath every meaningful life. Who would you become if nothing was required of you. It is a conversation about purpose, courage, and the discipline to build a life that reflects your values. I am Jason Elrod. I am an award winning CISO, author, and founder of Limitless Cyber. Most people know me for cybersecurity, but my world is broader than that. It is shaped by philosophy, mindfulness, martial arts, backcountry exploration, and a commitment to showing up with intention. Each week I sit with thinkers, doers, and builders. Cybersecurity leaders, creators, founders, and people committed to growth who refuse to drift through life on autopilot. If you want to think with clarity, lead with courage, and live like your choices matter, you are in the right place.

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Recent Episodes

S1 AI Can’t Say “I Don’t Know” - Sol Rashidi on Judgment, Hallucinations & Leadership

Feb 12, 2026 42m

Artificial intelligence is advancing faster than most leaders have time to process it. But the real risk is not the technology. It is the erosion of judgment. In this episode of Drink Coffee. Do Cool…

S1 Curiosity Over Fear - Leadership, Judgment, and Staying Human in the Age of AI

Jan 22, 2026 59m

Leadership rarely breaks down because of a lack of tools.It breaks down when fear replaces curiosity, and judgment gets outsourced. In this episode of 𝘋𝘳𝘪𝘯𝘬 𝘊𝘰𝘧𝘧𝘦𝘦. 𝘋𝘰 𝘊𝘰𝘰𝘭 𝘚𝘵𝘶𝘧𝘧., I sit down with…

S1 Why Some Leaders Crumble and Others Stand Firm - Stoic Leadership

Jan 14, 2026 55m

Stoicism is often misunderstood as emotional detachment or indifference. In reality, it is a practical leadership discipline built for moments when pressure is high, decisions are imperfect, and…

S1 Bonus Episode: AI Can’t Lead. The Human Responsibilities We Can’t Outsource

Jan 05, 2026 12m Bonus

This is a bonus episode of Drink Coffee. Do Cool Stuff. It’s not a traditional conversation. It’s a short, focused leadership reflection. As AI continues to accelerate, the real challenge facing…

S1 Why Slowing Down Feels Unsafe: A Navy SEAL on trauma, ego, and rebuilding presence

Dec 29, 2025 1h 3m

High performers are often told to slow down, reflect, and be more present. But for many, slowing down doesn’t feel calming. It feels unsafe. In this episode of Drink Coffee. Do Cool Stuff., Jason…

S1 The Ritual Matters: Identity, Drift, and Designing the Next Chapter

Dec 22, 2025 56m

What happens when you strip away titles, roles, and expectations? In this episode of Drink Coffee. Do Cool Stuff., Jason sits down with longtime peer and retiring executive Brant Borchert for a…

S1 Eyes to See: AI, Leadership, and the Courage to Move Faster Than Comfort

Dec 15, 2025 54m

In this episode of Drink Coffee. Do Cool Stuff., Jason Elrod sits down with Bradd Busick to unpack what leaders are missing about AI, speed, and organizational courage. This is not a conversation…

S1 The Quiet Drift: When Momentum Replaces Intention

Dec 12, 2025 7m

Most people don’t lose their purpose in a single moment. They lose it slowly, quietly, and without noticing. In this solo episode of Drink Coffee. Do Cool Stuff., Jason Elrod explores the quiet drift…

S1 Balance is Power: A Framework for Life & Leadership

Dec 04, 2025 11m

Episode 16 — Balance is Power: A Framework for Life & Leadership In this solo episode, Jason Elrod explores the idea that balance isn’t neutrality — balance is power. Drawing from Aristotle’s…

S1 Practice Positivity: Leadership, Faith, and Fatherhood with Jarrod Washington

Nov 11, 2025 55m

In this episode of Drink Coffee. Do Cool Stuff., I sit down with Jarrod Washington, tech leader, father, and perpetual source of optimism, to talk about faith, leadership, empathy, and the power of…

S1 Clarity Over Control: Leading When You Can’t Predict What’s Next

Oct 27, 2025 6m

In a world obsessed with control, clarity is the true leadership advantage. In this short solo episode, Jason Elrod explores how uncertainty tests our ability to stay calm, think clearly, and act…

S1 The Age of AI: Leading Through the Acceleration

Oct 20, 2025 14m

Artificial Intelligence isn’t coming,  it’s here.  And like every great leap before it, it’s testing what kind of leaders we are. In this solo episode of Drink Coffee. Do Cool Stuff., Jason Elrod…

S1 Do the Right Thing: Purpose, Courage, and Leadership with Dorene Rettas

Oct 13, 2025 40m

Jason Elrod talks with Dorene Rettas, co-founder of Cyber Security Tribe, about courage, empathy, and what it really means to lead with purpose. From leaving corporate comfort to building a…

S1 Ultramarathon Lessons for Life: Discipline, Preparation, and Progress in the Dark with Brian Recore

Oct 06, 2025 48m

In this episode of Drink Coffee. Do Cool Stuff., I sit down with longtime friend and ultra-endurance athlete Brian Recore. With more than a hundred ultra marathons under his belt, including 50+…

S1 Preparation Beats Panic: The Prepper Mindset for Life & Leadership

Sep 29, 2025 28m

Most people think prepping is about bunkers and canned beans. But the truth is, being a prepper isn’t paranoia, it’s preparation. And that’s exactly what Business Continuity and Disaster Recovery…

S1 From Risk to Purpose: Radical Transparency as a Leadership Test

Sep 22, 2025 43m

In this episode of Drink Coffee. Do Cool Stuff., I sit down with James Pham — entrepreneur, risk-taker, and co-founder / CEO of Opisin. James’s story is one of bold leaps: leaving med school in…

S1 You Wil Be Met: The Courage to Defend Free Speech

Sep 15, 2025 7m

This episode is different. It’s not about strategy or technology, it’s about conviction. When the murder of Charlie Kirk shook the nation, it was more than another act of violence. It was an assault…

S1 The Power Broker: Why Real Leaders Give Influence Away

Sep 08, 2025 9m

In this solo episode of Drink Coffee. Do Cool Stuff., I share the story of my first leadership role—and how I almost walked away from management before I even got started. What turned it around was a…

S1 From Near-Death to Quantum Defense: Noel Grover on Purpose, Failure & Future-Proofing Security

Sep 03, 2025 50m

In this episode of Drink Coffee. Do Cool Stuff., I sit down with Noel Grover, entrepreneur, inventor, and founder of EnQuanta. Noel’s journey is extraordinary. At 38, his heart stopped, and coming…

S1 Lead With Heart, Deliver Outcomes: Corey Elinburg on EQ and Identity

Aug 25, 2025 43m

In this episode of Drink Coffee. Do Cool Stuff., I sit down with Corey Elinburg — a seasoned CISO and field security leader — to talk about why emotional intelligence, identity, and outcomes matter…

Frequently Asked Questions

How many episodes does Drink Coffee. Do Cool Stuff. have?

Drink Coffee. Do Cool Stuff. has published 25 episodes since July 2025, covering topics in Business, Careers.

Is Drink Coffee. Do Cool Stuff. still active?

Drink Coffee. Do Cool Stuff. is currently sporadic with new episodes weekly. Average episode length is 35m.

How do I contact Drink Coffee. Do Cool Stuff. for sponsorship or guest appearances?

Sign up on Grep.FM to access contact details for Drink Coffee. Do Cool Stuff., including email and social media links.

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