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Nick Ayers

Nick Ayers

Chief Marketing Officer, Glovebox

Nicholas Ayers is the founder of Five Fold Systems, a forensic GTM advisory practice built for insuretech. His work centers on finding the revenue hiding in closed-lost deals, stalled pipelines, and buried sales conversations — and translating what he finds into the EBITDA math that drives exit value.

He is a two-time CMO with 20+ years across insurance and SaaS. He co-founded and scaled Better Agency before its acquisition in 2024, and previously founded and sold two commercial insurance agencies. He is also a co-founder of the Insurance Agency Owners Alliance. Based in Phoenix, Nicholas works with founders and PE-backed CEOs to protect enterprise value and grow revenue with discipline.

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