Whitney Kelly Tosh in

Whitney Kelly Tosh

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Vice President, Customer Success & Operations at BetterCloud
📍 Greater Chicago Area, United States

Whitney is a customer-obsessed executive as the VP of Customer Success at BetterCloud. She specializes in building and scaling post-sale teams to drive retention and growth, with a focus on simplifying complexity and empowering high-performing teams. She holds a BBA from the Wisconsin School of Business.

Outside of her executive role, Whitney is a multi-talented hobbyist, identifying as a pickleballer, reader, and needlepointer. She also enjoys playing golf with her husband and friends, and values building personal connections with her colleagues through informal conversations about their weekends.

Interesting fact: Whitney combines her strategic leadership in the tech industry with creative and hands-on hobbies like needlepointing.

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Experience
9 Years
Current Role
Vice President, Customer Success & Operations
Job Level
Senior
Location
Greater Chicago Area, United States
Personality Overview

How Whitney 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 Whitney cares about

Customer Experience
Her career is focused on building and leading teams that create exceptional customer experiences to drive retention and growth in SaaS companies.
Post-Sale Operations
She has extensive experience operationalizing processes like customer health scores and post-sales revenue forecasting to provide strategic clarity.
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Career

Work history

10-2024
Vice President, Customer Success & Operations
BetterCloud
5-2022 - 9-2024
Director of Customer Success
Victorious
7-2021 - 3-2022
Director, Customer Success - Strategic Accounts
Mediafly
1-2021 - 7-2021
Customer Success Team Lead
Mediafly
4-2019 - 1-2021
Senior Customer Success Manager
Mediafly
In the press

Media appearances

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Education
Bachelor of Business Administration (BBA)
Wisconsin School of Business
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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