Behind PROMPT This

The operators, the experiments, and the humans making the show happen.

A Note from Clint & Greg

Since you ended up on the About page, you’re probably wondering who is really behind all of this and what's their real story?

Well, we’re two friends from college who’ve spent most of our adult lives running business organizations. We’re not media people. We’re not “creatives.” Nobody is funding this. There’s no production crew. It’s mostly just the two of us trying to figure things out with Barbara behind the scenes keeping the whole thing from falling apart.

AI showed up in our work faster than we expected, and we both had that moment of, “We probably should figure this AI stuff out before it figures us out.”” So instead of pretending we already knew what we were doing, we decided to learn in public, and that's PROMPT This.

Every episode, we talk to people who are already using AI in their jobs and have them share with us what’s working, what’s not, and what’s worth trying. We mess around with tools, break things, get confused, get excited, and then share whatever we learned that week.

If you’re also trying to keep your head above water with all this AI stuff, you’re basically one of us already. Come hang out.

— Clint & Greg

Meet the Team

PROMPT This is built by a small crew that works the way our listeners do: curious, hands‑on, and always testing what’s possible. Clint and Greg bring the on‑mic energy, asking the questions people usually save for off‑hours and trying the tools everyone else is still circling. Barbara shapes the brand behind the scenes, making sure everything we put into the world feels sharp, inviting, and unmistakably us.

Scroll down to meet the people who make the show what it is.

Clint Oram

Cohost

Helping companies better connect with their customers runs deep for Clint Oram. A fourth generation entrepreneur, he co-founded SugarCRM in 2004 to do just that. Over the years as CTO, CMO, then Chief Strategy Officer, he transformed this open-source project into a global CRM leader.

And long before AI became boardroom jargon, Clint mapped its customer-engagement potential—steering product roadmaps, forging strategic alliances, and driving expansion into new markets. After two decades at the helm, he has shifted into advising and mentoring the next wave of technology innovators.

Clint is now bringing his pragmatic, execution-first approach to business leaders seeking to navigate AI’s emerging realities. As co-host of the PROMPT This podcast and blog, he demystifies emerging AI tech for business leaders. He also advises early-stage SaaS and AI ventures—helping founders sharpen go-to-market tactics, accelerate product-market fit, and navigate seed through Series A fundraising. Whether behind the mic, in the boardroom or at a hack session, his goal remains: empower companies to build smarter, more human connections with their customers and lead in an AI-powered world.

Greg Rosenthal

Cohost

Greg isn't just another corporate suit; he's a force of innovation. Greg grew up immersed in technology before he even knew what it was thanks to early exposure to the latest innovations through family friends at companies like HP and Apple. That spark of curiosity has fueled his lifelong drive to explore how technology can power transformation.

From scrappy startups to Fortune 500 heavyweights, Greg has mastered the art of transforming sales teams with cutting-edge technology. As the Vice President of Inside Sales at 8x8, he didn't just lead, he revolutionized, turning everyday reps into revenue-generating machines. If there's a system, a tool, or an untapped digital frontier that could push sales into overdrive, Greg's already three steps ahead, making it happen.

A dynamic thinker and relentless strategist, Greg is on a mission to redefine sales for the digital age. Whether leading teams, pioneering new techniques, or sharing game changing advice, he's always pushing the boundaries of what's possible in the industry. Greg is the guy who refuses to settle for "good enough". Because in his world, innovation isn't optional, it's the only way.

Barbara Bubak Rosenthal

Brand Architect

Barbara is the creative heartbeat of PROMPT This, shaping its identity across every digital surface. Through design, messaging, and tone, she builds an immersive brand ecosystem that's as bold and curious as the AI topics it explores. From podcast cover art that commands attention to episode teasers that intrigue, Barbara orchestrates a visual language that sparks recognition and invites conversation. Her eye for detail and instinct for storytelling ensure that every scroll, click, and listen reflects the podcast's smart-yet-witty DNA.