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Data, Metrics, and Buyer Behavior with Omi Diaz-Cooper

Most episodes of Cleared for Takeoff sit down with an operator or a technology leader. This one is different. Omi Diaz-Cooper is CEO of Level 350 Advertising, a platinum certified HubSpot partner who has spent over 21 years studying how B2B aviation buyers actually behave: what pressures they're under, how they justify a purchase, and what risk feels like when a plane is grounded and a part is missing. In this episode, Ben Tosado talks with Omi about why sales, marketing, and IT need to align around the same data and the same definition of success before AI can help at all, what that buyer behavior actually looks like in aviation, and why the companies pulling ahead are the ones that took their data as seriously as their relationships.
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In this episode

  • 00:00 Introducing Omi Diaz-Cooper, CEO of Level 350 Advertising
  • 00:58 From cultural anthropology to B2B aviation marketing
  • 03:42 What makes aviation marketing different, and why the fastest RFQ wins
  • 09:33 AI inside HubSpot: customer agent, prospecting agent, Breeze, and the MCP connection
  • 14:48 The AI content debate: force multiplier, not shortcut
  • 19:19 The dirty data problem behind sales and marketing in aviation
  • 22:42 Inside the Unical Aviation partnership, three years of aligning technology and marketing
  • 33:19 Rapid round: overhyped AI, underrated wins, and what “Cleared for Takeoff” means to Omi

Key Takeaways

  • Buyer behavior in aviation is specific, and generic messaging misses it. A lessor and an operator think about the same part differently, and Omi’s anthropology background is built around reading that gap between what buyers say and what actually drives the decision.
  • Speed reads as trust. Nine in ten deals close on a handshake, yet Omi says the fastest RFQ response often wins over the best price, because a fast, accurate answer is itself a signal of reliability to a buyer weighing risk.
  • Sales, marketing, and IT have to align around the same data and the same metrics before anything else works. Omi saw this directly with joint customer Unical Aviation: once ERP and CRM data were stabilized, sales and marketing could finally agree on what numbers were right, and the conversation shifted from “can our system do this” to “should we, and what’s the impact on the customer and on revenue.”
  • Dirty data quietly breaks both marketing and sales. Duplicate contact records, inconsistent account names across the ERP and CRM, and missing fleet information mean companies can’t learn from their own sales history, because the history isn’t accurate.
  • AI only works once the data and the metrics are already aligned. Omi is direct about this: the first mistake is treating AI as a shortcut instead of a force multiplier, and no amount of AI fixes a company that hasn’t done the unsexy work of cleaning its data and agreeing on what to measure.

About the guest

Omi Diaz-Cooper is CEO of Level 350 Advertising, a platinum certified HubSpot partner that has spent over 21 years working with B2B aviation and transportation companies, including Silver Airways, Amerijet, and Unical Aviation. She started in cultural anthropology, studying how people behave and where what they say diverges from what they actually do, before moving into design and marketing. That background shapes how she approaches CRM and go to market strategy for aviation clients, treating a sales pipeline like a living culture with its own norms and unspoken rules.

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