Derek Cheairs

Energizer
DISC Type : I

Enterprise Account Execitive at Esker U.S.

Dallas, Texas, United States

Overview

Derek is an experienced Enterprise Account Executive at Esker, specializing in the computer software industry. With a background at major firms like SAP, JAGGAER, and NetSuite, he has a deep expertise in cloud ERP and procure-to-pay solutions. He holds a BA/BS in Business Administration from the University of Missouri-Saint Louis.

Colleagues consistently describe him as helpful, professional, proactive, and an energetic team player who is skilled in finding the right solutions for customers. His career has been heavily focused on managing territories and major accounts across Texas, indicating a strong familiarity with the regions business landscape.

He has built a career by working for a series of direct competitors in the enterprise software space, showcasing significant adaptability and deep industry knowledge.

Personality Overview

Enthusiastic

Informal

Big Picture Person

They are really good at seeing what the long-term impacts of their decisions could be.  They are friendly, approachable and love to make new connections. They are always positive and upbeat, so take their promises with a pinch of salt.

Topics They Care About

Source-to-Pay Solutions
His current role at Esker and previous experience at JAGGAER and SAP (Ariba) are focused on the Source-to-Pay and Procure-to-Pay automation sectors.
Cloud ERP Strategy
He has a demonstrated history of selling complex, cloud-based ERP solutions for industry leaders including SAP S/4HANA and NetSuite.
Strategic Initiatives
His professional headline states he is "Happy to help with strategic initiatives, " showing a focus on high-level, impactful business goals rather than just transactional sales.

Media Appearances

Derek has no verified media appearances

Work History

9-2024
Enterprise Account Execitive at Esker U.S.
8-2021 - 9-2024
Enterprise Account Executive at JAGGAER
8-2017 - 8-2021
Territory General Manager at SAP
4-2014 - 8-2017
Account Executive - General Business - Texas at NetSuite
5-2013 - 4-2014
Business Development Manager at Pronto Software

Education

BA/BS from University of Missouri-Saint Louis

More Information

Social Presence :

Prographics :

Exp : 12 Location : Dallas, Texas, United States Job Level : N/A Designation : Enterprise Account Execitive at Esker U.S.
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Insights For Selling To Derek

During A Call Or A Meeting

DO's

  • Share some stories about how you you have helped people in similar positions succeed
  • Use adjectives like ‘amazing’, ‘coolest’, ‘unbelievable’ etc.
  • Invite them for a lunch or a drink/coffee

DONT's

  • Avoid cutting into their flow
  • Avoid ifs and buts, don’t talk too much about the risks etc.
  • Avoid overloading them with too much detail

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Derek is

  • Relationship and rapport can play an important role, sometimes more than the other factors.
  • Will you ever get a clear answer from Derek

  • They will probably never say no directly, you have to make that decision yourself.

Insights For Deal Planning

    How fast (or slow) will Derek move?

  • They are not the quickest decision makers, their friendly attitude could be misleading.
  • Can Derek take some risk or not?

  • They can take certain risks that are unlikely to have personal consequences.

You And Derek

Personality Compatibility


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