Listen "Letting Go & Leading with Gil Allouche | Scale Like a CEO"
Episode Synopsis
What if the fastest way to scale isn’t doing more, but doing less yourself? We sit down with Gil Allouche, founder and CEO of metadata.io, to unpack how he turned a hacked-together experiment engine into a platform that automates B2B performance marketing end to end—audiences, creative, execution, and optimization to pipeline—so leaders can spend time on strategy and message instead of chasing broken UTM tags.Gil takes us inside the hardest leadership pivot: moving from hands-on founder to true orchestrator. He shares a simple, repeatable handoff pattern—“I do you watch, you do I watch, then you do”—that builds confidence without dropping standards. We explore how to respond to mistakes without judgment so people keep experimenting, why waiting to hire creates bad choices, and how to recruit leaders who already share your pace and values. Gil makes a strong case for promoting from within by letting rising stars shoulder responsibilities before they get the title, so the promotion feels obvious rather than risky.Culture shows up most when stakes are high. When metadata.io doubled down on AI, Gil chose radical transparency: one-on-ones with every team member to assess appetite for the journey, clarity on workload and expectations, and respectful exits where needed. That honesty avoided quiet resistance and aligned the group around action. We dive into the operating rituals that sustain psychological safety in a remote company—quarterly off-sites, weekly town halls, monthly pulse surveys, and a confidential advisor who surfaces issues early. Gil closes with two force multipliers for any founder: find a coach who can call your bluffs, and surround yourself with peers who model the CEO you want to become.If this conversation sparks ideas for your team, share it with a founder who’s ready to grow, then subscribe and leave a review to help more builders find the show.
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