Jessica Roberts

Evaluator
DISC Type : csd

Customer Success Manager at Decisive Data Systems

Abingdon, Maryland, United States

Overview

A relationship-driven sales professional, now a Customer Success Manager at Decisive Data Systems. With a background as a Senior Account Executive, they focus on building trusted, long-lasting partnerships through honest communication. They are passionate about proactive, people-first approaches to IT and cybersecurity, aiming to deliver tailored, value-driven solutions.

This individual is committed to creating lasting community connections, guided by principles of empathy and transparency. They thrive on building genuine relationships, a value that extends through their professional collaborations and mentorship of others. Their focus is on creating partnerships that are built on a foundation of mutual trust and excellence.

Unique Fact: Their professional headline describes them as a "Jack of All, Master of Some, " reflecting a versatile and confident approach.

Personality Overview

Thorough Evaluator

Fast But Analytical

Hard To Convince

They focus on the results, but can still be quite procedural and analytical about how to get there  They have a unique set of diverse traits where they are decisive and methodical but can sometimes be extra cautious and skeptical They are not very likely to become strong advocates of your product or service

Topics They Care About

Trusted Partnerships
Their entire professional philosophy is centered on building genuine, long-lasting client relationships that drive meaningful results through trust and transparency.
Proactive Cybersecurity
Expressed excitement for their new company's 'people-first, proactive approach to IT and cybersecurity, ' indicating a belief in preventative solutions.
Cybersecurity Compliance
Highlighted their former company's achievement as a CMMC Registered Practitioner Organization, showing an interest in helping contractors navigate complex regulations.

Media Appearances

Jessica Roberts – Speaker Profile (Customer Success Manager at Decisive Data Systems). Featured in Sessionize

See Now

Work History

4-2026
Customer Success Manager at Decisive Data Systems
9-2025 - 4-2026
Senior Account Executive at CompassMSP
12-2024 - 9-2025
Account Executive at CompassMSP
8-2022 - 12-2024
Account Executive at ConnectPay Payroll Services
4-2014 - 7-2020
Sales And Marketing Specialist at Ryan Homes

Education

Education details unavailable from Towson University

More Information

Social Presence :

Prographics :

Exp : 23 Location : Abingdon, Maryland, United States Job Level : Middle Designation : Customer Success Manager at Decisive Data Systems
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Insights For Selling To Jessica

During A Call Or A Meeting

DO's

  • Showcase how you can impact results but also make sure that you share detailed information too
  • Showcase your competitive superiority clearly when possible or address it at the minimum
  • Use phrases like ‘the ROI of this’, ‘X% more’ etc.

DONT's

  • Avoid self-deprecating references or general informality, it could decrease their trust in you
  • Avoid making strong statements, instead invite them to agree with you by asking them questions
  • Avoid too much small talk, just a few formal pleasantries should be fine

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jessica is

  • ROI matters the most to them, followed by process and finally proof of results
  • Will you ever get a clear answer from Jessica

  • They might hesitate a little, but will go ahead and say no when necessary (or asked)

Insights For Deal Planning

    How fast (or slow) will Jessica move?

  • They are unlikely to move very fast, especially when it comes to new products or services
  • Can Jessica take some risk or not?

  • They have relatively low risk-appetite and are not very likely to go for something unproven and risky

You And Jessica

Personality Compatibility


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