Whitney Kelly Tosh

Trailblazer
DISC Type : DI

Vice President, Customer Success & Operations at BetterCloud

Greater Chicago Area, United States

Overview

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.

Personality Overview

Values Relationships

Achievement-Oriented

Friendly But Fast

A combination of speed and relationship gets the best response from them.  They are not against taking risks and can make tough decisions when required.
 They are more likely to accept new and exciting technologies.

Topics They Care 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.
Team Empowerment
A core part of her leadership philosophy involves empowering and coaching teams, including transitioning commercial responsibilities to Customer Success.

Media Appearances

Whitney has no verified media appearances

Work History

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

Education

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

More Information

Social Presence :

Prographics :

Exp : 9 Location : Greater Chicago Area, United States Job Level : Senior Designation : Vice President, Customer Success & Operations at BetterCloud
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Insights For Selling To Whitney

During A Call Or A Meeting

DO's

  • Build a trustworthy relationship while keeping the product center-stage
  • Give them control of the sales process
  • Use phrases like ‘your decision will’, ‘you will impact’ etc.

DONT's

  • Don't make any commitments that you might not be able to fulfill
  • Don’t hesitate from asking them how they truly feel about your product
  • Don’t hesitate from asking questions or pushing them, but take a friendly approach

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Whitney is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from Whitney

  • If they are not convinced, they will say no though in a friendly way.

Insights For Deal Planning

    How fast (or slow) will Whitney move?

  • If you earn their trust and they develop faith in the product, they can make decisions quickly.
  • Can Whitney take some risk or not?

  • If necessary, they will be ready to take risks.

You And Whitney

Personality Compatibility


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