Freight Tech Isn’t Dead – It’s Getting Picked Apart More Than Ever

Craig Dickman of TitletownTech joined FreightWaves Today to talk freight tech, capital discipline, and what actually stands out in this market. If you’re building, buying, or betting on logistics tech, what’s the one signal you trust most right now? TitletownTech, the early-stage venture fund launched in 2019 as a partnership between the Green Bay Packers and Microsoft, has built a portfolio of roughly 80 investments — 35 currently active — with seven focused on supply chain and mobility, according to co-managing director and co-founder of Breakthrough Fuel. About 20% of total investments have already failed, and the fund’s read on why has shifted sharply. “My answer’s changed dramatically in the last five years,” the TitletownTech co-managing partner said.