What happens when productivity shifts from labor to capital but tax systems don’t follow? In this episode, Paid’s Manny Medina and Arnon Shimoni sit down with Spencer Schneier and Sam Suechting from Commenda Technologies to unpack the findings from their landmark study on AI agent taxability. We reveal how the way you structure and price your AI agent can mean the difference between paying sales tax in 22 states or just 4 and how this “hidden arbitrage” could cost U.S. governments $2.7 billion a year starting 2025. This is bigger than it seems. We talk about the rise of the agent builder economy, the policy lag that mirrors e-commerce’s 25-year journey to standardization, and why outcome-based pricing and Private Letter Rulings might be your best defense. Whether you’re building, funding, or regulating AI, this episode offers a front-row seat to the fiscal rewiring of the digital economy and the blueprint for staying ahead of it.