John Huelskamp in

John Huelskamp

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Director of Enterprise Sales at Decagon
📍 San Francisco Bay Area, United States

John Huelskamp is the Vice President of Sales for North America at Flexport, where he has steadily advanced from an Account Executive role. An alumnus of Dartmouth College, he leverages his deep company knowledge to lead enterprise sales strategies across the region.

During his time at Dartmouth, John was highly active in extracurriculars. He was a four-year letterman on the varsity baseball team and also served as the Social Chair for the Theta Delta Chi fraternity, balancing athletics with social leadership.

Unique fact: John was a competitive NCAA Division I athlete, playing baseball all four years while attending an Ivy League institution.

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Experience
6 Years
Current Role
Director of Enterprise Sales
Job Level
Mid-senior
Location
San Francisco Bay Area, United States
Personality Overview

How John shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics John cares about

Enterprise Sales
Leads the North America enterprise sales division at Flexport, indicating a deep focus on large-scale, complex sales cycles in logistics.
Logistics Technology
Has built his career at a technology-first company and holds a certificate in Product Management, showing an interest in the tech side of freight.
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Career

Work history

6-2026
Director of Enterprise Sales
Decagon
10-2024 - 6-2026
Enterprise Sales Director
MaintainX
3-2023 - 8-2024
Vice President of Sales
Moxion Power
12-2021 - 1-2023
Vice President of Sales, North America - Enterprise
Flexport
3-2021 - 12-2021
Sr. Director, Platform Sales
Flexport
In the press

Media appearances

John Huelskamp joins Future Commerce "Step by Step" podcast (Flexport Instagram Reel). Featured in Instagram
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Education
2002 - 2006
BA
Dartmouth College
2015 - 2015
Product Management
General Assembly
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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