Meet our CRO, Howard Diamond episode artwork

EPISODE · Aug 29, 2025 · 44 MIN

Meet our CRO, Howard Diamond

from Good Enough Isn't · host Patrick Patterson

Send us Fan Mail“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” modelsThe culture behind “good enough isn’t” and aiming for epic winsA CRO’s real job: amplify innovation for new and existing clients“Briefs on steroids”: using AI to show up radically prepared for pitchesGuardrails for growth: data, creativity, and your own optimization leversSales philosophy: lead with curiosity, problem‑solve, and serve the truthEarly‑career advice: patience over virality, own your learning, and ship workLeadership that scales: mentorship, feedback, and one conversation at a timeGuestHoward Diamond — Chief Revenue Officer, Level AgencyHostsMyles Biggs with PatrickIf this was useful, follow the show so you don’t miss upcoming episodes, and share it with a colleague who’s navigating the same AI‑driven marketing landscape.

Episode metadata supplied by the publisher feed · Published Aug 29, 2025

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Send us Fan Mail “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 ...

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Meet our CRO, Howard Diamond

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