Why 'Sprinkling AI' Is Both a Green Flag and a Red Flag | Jonathan Hansing, Wallabi
Jonathan Hansing, co-founder of Wallabi, joins Stu Willson to unpack what it actually takes for a mid-market company to move from AI experimentation to AI execution. Drawing on his background in Army intelligence, Salesforce/Tableau product leadership, and two-plus years of AI transformation work with CEOs and CIOs, Jonathan covers why "sprinkling AI" is simultaneously a signal of opportunity and a warning sign, how to assess whether a leadership team has the appetite for real change, and what separates companies that use AI from companies that are genuinely AI-native. He also walks through a detailed case study: a media and events company whose initial request for an email automation workflow revealed — layer by layer — a need for full data architecture overhaul, ultimately delivered in 8 weeks using Snowflake, dbt, Claude Code, and the Wallabi platform.
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Co-founder of Wallabi, a data, technology, and AI strategy firm helping growth-oriented mid-market companies go AI-native. He's also a Partner at The AI Lab, an advisory community for CEOs.
