“Good enough isn’t.”
In this episode, host Myles Biggs and Patrick sit down with Level Agency’s newest executive, Chief Revenue Officer, Howard Diamond, to talk about growth, leadership, and why strategy (not hype) should lead your AI adoption.

Howard shares lessons from 16+ years helping build a high‑growth agency, the poker‑player mindset he brings to decision making, and how Level’s no‑markup, fully transparent approach to media sets clients up for epic wins. You’ll hear why Level doesn’t have “an AI strategy”, we have a strategy enabled by AI, and what that means for marketers who don’t want to hand their competitive edge to the ad platforms.

In this episode, you’ll learn:

• How to turn AI into an advantage through orchestration (not inventing LLMs)
• Why transparency in media buying beats short‑term “cheaper” models
• The culture behind “good enough isn’t” and aiming for epic wins
• A CRO’s real job: amplify innovation for new and existing clients
• “Briefs on steroids”: using AI to show up radically prepared for pitches
• Guardrails for growth: data, creativity, and your own optimization levers
• Sales philosophy: lead with curiosity, problem‑solve, and serve the truth
• Early‑career advice: patience over virality, own your learning, and ship work
• Leadership that scales: mentorship, feedback, and one conversation at a time

Guest

Howard Diamond — Chief Revenue Officer, Level Agency

Hosts

Myles Biggs with Patrick

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