Cheryl Calcaterra

Trailblazer
DISC Type : DI

Director, Solutions Design & Operations at KellyConnect | Contact Center Solutions

Detroit Metropolitan Area, United States

Overview

Cheryl Calcaterra is a contact center solutions executive with over 20 years of experience leading operations, solutions design, and sales enablement for KellyConnect. Described by colleagues as a polished, articulate, and impactful leader, she is an expert in driving revenue and enhancing customer engagement. She holds a B. S. from Eastern Michigan University.

Outside of work, Cheryl is a voluntary board member for the Customer Service program at Henry Ford College, demonstrating a commitment to developing future talent. Her online activity shows she actively engages with her professional network by sharing opportunities and offering referrals to help her connections succeed.

She designed and launched a customer success program for a technology start-up, achieving $1. 4 million in sales in the first four months.

Personality Overview

Assertive

Achievement-Oriented

Friendly But Fast

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

Topics They Care About

AI in Customer Experience
She has shared insights on the need to monitor AI's impact on customer experience to balance cost savings with customer perception and satisfaction.
Contact Center Design
As a Solutions Architect, she specializes in designing, transforming, and growing contact center operations, a core focus of her career for over two decades.
Sales Enablement
Her current role involves supporting the entire sales lifecycle, from initial business qualification and managing RFP bids to securing new accounts and fostering client relationships.

Media Appearances

Cheryl has no verified media appearances

Work History

10-2019
Director, Solutions Design & Operations at KellyConnect | Contact Center Solutions
7-2016 - 9-2019
Senior Solutions & Operations Manager - KellyConnect at KellyConnect | Contact Center Solutions
11-2014 - 12-2015
Director of Customer Success at Stratos Card
10-2012 - 10-2014
Director of Customer Service at Destination Rewards
2-2012 - 10-2012
Logistics Marketing Operations Manager at United Road

Education

1989 - 1993
B.S. from Eastern Michigan University

More Information

Social Presence :

Prographics :

Exp : 15 Location : Detroit Metropolitan Area, United States Job Level : Mid-senior Designation : Director, Solutions Design & Operations at KellyConnect | Contact Center Solutions
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Insights For Selling To Cheryl

During A Call Or A Meeting

DO's

  • Keep your pitch focused on the impact but nurture the relationship too
  • Help them visualize the impact of their decision
  • Ask them for a lunch or coffee once some rapport has been established

DONT's

  • Don’t hesitate from asking them how they truly feel about your product
  • Don't make any commitments that you might not be able to fulfill
  • 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 Cheryl is

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

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

Insights For Deal Planning

    How fast (or slow) will Cheryl move?

  • They can reach decisions quickly if they develop trust and confidence in the product.
  • Can Cheryl take some risk or not?

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

You And Cheryl

Personality Compatibility


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