HeyJaredDrink Coffee. Do Cool Stuff.
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.
- Indexed episodes, last 90 days
- 4
- Latest publication
- Jul 22, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 3, 2026
Latest episodes
Accountability Is Not Blame (opens the original)
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Every time you point to the process instead of the outcome, you tell your team that ownership stops where the org chart ends. But accountability does not mean accepting blame for everything that happens. Blame looks backward and asks who should be punished. Accountability looks at reality and asks who must respond. In this episode of Drink Coffee. Do Cool Stuff. , Jason breaks down why distributed work so often becomes diluted accountability and why leadership is tested when authority, responsib
AI Didn't Break Your Data. It Found It. (opens the original)
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Two decades of deprioritized data security do not disappear when a copilot shows up. They get exposed. Ward Balcerzak has built data protection and insider risk programs from the operator seat, and now advises organizations from the field CISO chair at Sentra. His argument is simple: AI is not a new data security problem. It is a spotlight on the old ones. In this conversation Jason and Ward pull the whole thing back to the uncomfortable basics. Where is the data. Who owns it. Who can access it.
Bonus Episode: The Father’s Day Ride (opens the original)
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This bonus episode of Drink Coffee. Do Cool Stuff. was recorded during a motorcycle camping trip through the Nevada backcountry with my son, Luke. We were almost 700 miles into the ride, with around 200 miles on dirt. We chased thunderstorms, found a remote hot spring, camped by a lake at the end of a trail most people could not get to, and recorded part of the conversation from a truck stop on the final ride home. Luke is an AI engineer who builds automation and agent-based solutions, so the co
When a season ends before you are ready (opens the original)
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A season does not send you a notice when it ends. The light shifts. The air changes weight. Something that was true last month is quietly less true this month, and you feel it before you can name it. The same thing happens in a life. Specifically, it happens to the definition of winning you have been carrying, the one that formed early, got rewarded, and slowly stopped feeling like a belief and started feeling like reality. For a season, maybe a long one, that definition was exactly right. Then
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