AI + Freight: Why Point Solutions Are About to Die with Ryan Soskin of GoodShip

About this episode

Madelyn O’Farrell interviews Ryan Soskin about GoodShip's innovative approach to freight orchestration and the impact of AI on the industry.

In this episode, Madelyn O’Farrell sits down with Ryan Soskin, Co-Founder and CEO of GoodShip, to explore how the company is transforming freight orchestration and procurement for large shippers. Ryan shares his journey through Coyote, Convoy, and Stord, and how those experiences shaped Goodship’s focus on disciplined capital deployment, high hiring standards, and truly shipper-centric tools. They dive into why shipper decision-making is much messier than simple rate-based bids, how GoodShip connects procurement and day-to-day network orchestration, and the role of Laney, their new AI transportation analyst, in turning complex transportation data into fast, actionable insights. The conversation also covers why neutrality (remaining a pure software layer, not a freight participant) is critical to earning shipper trust, how the freight tech stack is likely to consolidate into a single operating system powered by AI, and what Ryan has learned stepping into the founder role while scaling GoodsShip after a $25M Series B.

People in this episode

Host: Madelyn O’Farrell

Guest: Ryan Soskin

Topics covered

• freight orchestration
• procurement
• AI in transportation
• shipper decision-making
• transportation data
• founder experience

Keywords

• freight
• AI
• procurement
• transportation
• data insights
• shipper trust
• capital deployment

Mentioned in this episode

Organizations: GoodShip, Coyote, Convoy, Stord

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