Kevin Calrow in

Kevin Calrow

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VP Sales (Fractional) & Industry Advisor at Freshworks
📍 New York, New York, United States

Kevin is a Go-to-Market executive with experience leading sales teams with revenues over $100M and participating in three exits, including Zendesk and Netezza. A Wharton alumnus, he specializes in moving organizations upmarket, leveraging the MEDDPICC playbook, and developing high-performing, data-driven teams through his proprietary “MONEYBALL GTM” framework.

Outside of his professional life, Kevin is a former athlete who channels a competitive spirit into his work. He is a supporter of the New York Giants and took a career sabbatical to focus on his family and complete his studies at Wharton, highlighting a commitment to personal growth and family values.

He is the creator of a unique sales methodology called the “MONEYBALL GTM”.

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Experience
6 Years
Current Role
VP Sales (Fractional) & Industry Advisor
Job Level
Senior
Location
New York, New York, United States
Personality Overview

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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 Kevin cares about

GTM Execution
He created the “MONEYBALL GTM” framework to build accountable, data-driven sales and customer success organizations that consistently perform at a high level.
MEDDPICC Framework
Serves as an executive sponsor for MEDDPICC, using it to improve win rates, increase deal velocity, and tactically engage with economic buyers in complex sales cycles.
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Career

Work history

8-2024
VP Sales (Fractional) & Industry Advisor
Freshworks
12-2023 - 8-2024
Personal goal pursuit
Career Break
1-2023 - 12-2023
VP NA Sales, Acquisition
Zendesk
10-2021 - 1-2023
AVP Mid-Market, AMER Sales
Zendesk
6-2019 - 7-2020
Sr. Group Director | Central, Mountain, & South US
NetSuite
In the press

Media appearances

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Education
12-2021 - 8-2024
Business Administration and Management
The Wharton School
Bachelor of Science - BS
Binghamton University School of Management
Social presence
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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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