Interview · Sep 18, 2025 · 49 min

Tapan Chaudhari

Let's Talk Logistics with Tapan Chaudhari

Tapan Chaudhari, founded Bubba.ai to fix what small carriers struggle with—dispatch. A voice-first AI that books loads, negotiates, and flags the fine print, it keeps one-to-five truck fleets running without offshore help. No fluff—just AI that works while the driver’s still in the seat.

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Interview · Aug 21, 2025 · 58 min

Grace Maher

Grace Maher, helped turn OTR Solutions from a five-person startup into one of freight’s leading FinTechs—without losing sight of what carriers actually need. Inside: how factoring really works, where fraud is evolving, and why consolidation plays won’t fix broken execution. From instant funding to AI-backed auditing, this is what modern back-office support should look like. No fluff—just real talk from someone who’s still in it.

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Interview · Apr 7, 2026 · 1 hr 6 min

Jeff Dangelo

Jeff Dangelo, breaks down how RA is acquiring and scaling brokerages, using AI to automate operations, and turning tech into a real growth lever instead of just another shiny tool. This episode dives into acquisitions, freight tech, AI voice agents, and why the next winners in logistics will be the ones built to move faster with fewer people.

Enough listening. Let's talk about your freight.

15 minutes with people who ship sofas, pergolas and squat racks for a living. Bring your worst lane — we'll bring ideas.

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