Cash flow is oxygen, and too many teams are holding their breath waiting on portals, proofs, and “who handles this?” handoffs. We sit down with Tarek, a former TQL broker turned founder, to unpack the culture of persistence he learned on the brokerage floor and how that same grit now powers an AI platform that doesn’t just assist accounts receivable—it does the work.

We start with the reality of freight sales: real-time chaos, creative problem solving, and an all-out push to win accounts. Then we widen the lens to founder-led growth, the kind of leadership that gets teams to feel the mission and deliver through tough cycles. From there, we go deep on AR. Why does a missing lumper fee stall a giant remittance? How do portals, short-pays, and missing documents consume weeks? Tarek breaks down a task-based system that sits on your ERP, automates the repeatable steps, and routes exceptions to the right humans in sales and CS. Think instant W‑9s, dispute drafts with proof attached, and AI-powered calls that surface the exact invoice history mid-conversation.

This isn’t AI as a buzzword. It’s time-to-value measured in days, not months, with reductions in overdue invoices and DSO you can feel in your working capital. We talk hiring A-level engineers who talk to customers and ship fast, the difference between commodity selling and value selling, and how a platform partner like A16Z adds real leverage in talent, BD, and brand. We also draw a firm line on ethics: automation belongs in B2B workflows where it creates clarity and speed, not in consumer collections that cross the line.

If you want practical tactics to close your cash gap, align finance with sales, and keep customers happy while the money moves, this conversation is for you. Subscribe, share with a teammate who’s drowning in AR follow-ups, and leave a review with the next bottleneck you want us to break down.

Follow The Freight Pod and host Andrew Silver on LinkedIn.

Thanks to our sponsors:

Stuut Technologies: Your AI coworker that collects your cash automatically.

https://www.stuut.ai/

Cloneops.ai: Not just AI. Industry-born AI.

https://www.cloneops.ai/

Rapido Solutions Group: Nearshore solutions for logistics companies.

https://www.gorapido.com/

GenLogs: Freight Intelligence on every carrier, shipper, and asset via a nationwide sensor network

https://www.genlogs.io/

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