Geoffrey Smalling

Pioneer
DISC Type : DSi

Chief Technology Officer at Shippo

San Francisco, California, United States

Overview

Geoffrey Smalling is the Chief Technology Officer at Shippo, focused on simplifying shipping for e-commerce. His career includes leadership roles at Flexport, Merkle, and Wine. com, with expertise in loyalty technology and global trade. He holds a BS in Electrical Engineering from The University of Texas at Austin. People who have worked with him describe him as "smart, " "visionary, " and "well rounded. "

Outside of his direct professional responsibilities, Geoffrey maintains a keen interest in business strategy and leadership, following publications like the Harvard Business Review. He also stays connected to his alma mater, The University of Texas at Austin, indicating a strong appreciation for his educational roots.

Under his leadership, his team at Wine. com was one of the very first customers to deploy a new technology while it was still in beta.

Personality Overview

Driven But Considerate

Friendly But Fast

Dynamic But Sincere

They have the unique ability to win both love and respect from their team (or outsiders)  If they are convinced, they can become very strong champions for your product They combine a unique set of diverse traits where they are fast and friendly but can slow down to be thorough when needed

Topics They Care About

AI in Shipping
He is leading Shippo's development of AI-powered features, including agentic shipping platforms and delivery estimate tools, to simplify logistics for merchants.
Shipping Analytics
He recently announced the launch of Shippo Intelligence, a new analytics platform designed to turn shipping data into actionable business decisions for customers.
Simplifying Logistics
His career focus at both Shippo and Flexport has been on building technology to make complex global trade and multi-carrier shipping easy for everyone.

Media Appearances

Geoffrey has no verified media appearances

Work History

10-2024
Chief Technology Officer at Shippo
10-2020 - 2-2024
Vice President Of Engineering at Flexport
3-2020 - 11-2020
Chief of Staff to CTO at Flexport
8-2018 - 3-2020
Vice President Of Product Management at Flexport
2-2018 - 11-2019
Vice President Of Professional Services at Flexport

Education

8-1996 - 6-2000
BS from The University of Texas at Austin

More Information

Social Presence :

Prographics :

Exp : N/A Location : San Francisco, California, United States Job Level : N/A Designation : Chief Technology Officer at Shippo

Interested in

Sports

Water Ski Team

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Insights For Selling To Geoffrey

During A Call Or A Meeting

DO's

  • During followups, use calls or text if needed, they should be fine
  • Build a trustworthy relationship while keeping the product center-stage
  • Ask them for a lunch or coffee once some rapport has been established

DONT's

  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t be very informal during the early interactions even if they are being so themselves
  • Don’t hesitate from asking questions or pushing them, but take a formal approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Geoffrey is

  • Nothing less than a strong combination of proof of results, relationship and high levels of professionalism is effective with them.
  • Will you ever get a clear answer from Geoffrey

  • They can say no while staying friendly, but can also be pursuaded to reconsider

Insights For Deal Planning

    How fast (or slow) will Geoffrey move?

  • They are generally fast movers and can take quick decisions
  • Can Geoffrey take some risk or not?

  • They have high risk-appetite but can get ahead of themselves once in a while. Observe carefully

You And Geoffrey

Personality Compatibility


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