Chris Calkin in

Chris Calkin

Inspirer · DISC type id
Head of Revenue at PointFive
📍 Denver, Colorado, United States

Chris Calkin is the Head of Revenue at PointFive, where he leads global enterprise adoption and revenue growth. His career includes senior sales leadership roles at Census, Moov Financial, and CircleCI. Educated at the University of Oxfords Saïd Business School and the University of Washington, he is described by colleagues as a "consummate professional" and "straightforward. "

Outside of his professional life, Chris has a strong interest in business-themed television shows. He has a curated and ranked list of his favorites, including popular dramas and comedies like "Silicon Valley, " "Mad Men, " and "Halt and Catch Fire, " appreciating them for their realistic portrayal of the business world.

Unique fact: Chris has a ranked list of his top nine favorite business dramas and comedies, which he has shared publicly.

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Experience
14 Years
Current Role
Head of Revenue
Job Level
Mid-senior
Location
Denver, Colorado, United States
Personality Overview

How Chris shows up

Generous
Fast Adopter
Decisive

They measure a product on its merit but can be influenced by strong testimonials. They usually prefer to drive the conversation. They respond well to objective pitches but also attach some value to relationships.

Priorities

Topics Chris cares about

Cloud Cost Optimization
As Head of Revenue at PointFive, he focuses on helping customers achieve measurable ROI by turning insights on cloud and AI costs into actionable savings.
Modern Data Stack
His time as CRO at Census gave him direct insight into the challenges of data infrastructure and the steep costs associated with platforms like Snowflake and Databricks at scale.
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Career

Work history

1-2026
Head of Revenue
PointFive
10-2022 - 12-2025
Chief Revenue Officer (CRO)
Census - a Fivetran company
11-2021 - 8-2022
Vice President of Sales
Moov Financial
2-2020 - 11-2021
Vice President Of Worldwide Sales
CircleCI
8-2018 - 2-2020
Global Director of Sales
CircleCI
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
Master of Business Administration (MBA)
Saïd Business School, University of Oxford
Bachelor of Arts
UW Foster School of Business
Social presence
in
Behavioral profile

DISC profile (public)

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Influence (I)

Influence (I) reflects the degree to which a person prefers to work by influencing or persuading others. Those scoring high tend to be people oriented, motivated by social recognition and building relationships.

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