Hank Bergstresser

Visionary
DISC Type : Ds

Enterprise Account Executive (RIF) at insightsoftware

Atlanta Metropolitan Area, United States

Overview

Hank is a growth-focused digital transformation specialist with over 18 years of experience in AI, ERP/HCM modernization, and analytics. He leverages his expertise to drive net-new growth in competitive markets, particularly within the healthcare sector. He holds a Bachelor of Science in Business Administration from the University of Central Florida.

Colleagues and clients describe him as a professional with a tremendous work ethic who pays close attention to client needs. He has a strong interest in the strategies of major technology corporations like General Electric and IBM, following their business developments and innovations.

Unique Fact: He has cultivated deep relationships with key decision-makers (CFO, CHRO, CIO) across more than 35 healthcare systems.

Personality Overview

Objective Evaluator

Direct & Assertive

Goal-Oriented

They might take some time to make their mind up but once they do, they don't change it easily.  Reading between the lines and seeing beyond your words comes naturally to them. They are very professional in their approach and can weigh multiple perspectives together.

Topics They Care About

AI Transformation
He champions using AI-driven solutions to help enterprise organizations modernize their operations and achieve measurable growth, as highlighted in his recent career focus.
Healthcare IT Sales
He has deep expertise and relationships within the provider healthcare ecosystem, focusing on solving challenges for finance, HR, and IT leaders.
Enterprise Cloud Solutions
His background includes selling complex cloud applications for major players like Oracle and Microsoft, focusing on ERP, HCM, and CRM.

Media Appearances

Hank has no verified media appearances

Work History

2-2025
Enterprise Account Executive (RIF) at insightsoftware
2-2025
Senior Account Executive at Cyclotron, Inc.
HCM Cloud Applications Sales Manager at Oracle
Enterprise Business Solutions Specialist at Microsoft
Enterprise Sales Executive at Evariant

Education

Bachelor of Science (Business Administration) from University of Central Florida

More Information

Social Presence :

Prographics :

Exp : 1 Location : Atlanta Metropolitan Area, United States Job Level : Junior Designation : Enterprise Account Executive (RIF) at insightsoftware
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Insights For Selling To Hank

During A Call Or A Meeting

DO's

  • Let them know of potential risks but suggest mitigation methods alongside
  • You can spend time on BANT (or other qualification methodology) but keep it to the point
  • Use phrases like 'your team deserves', 'best in class' etc.

DONT's

  • Avoid putting conscious effort into relationship-building
  • Don't shy away from asking hard questions, but be extra polite
  • Don't get into pricing discussions early on, steer conversation towards proven results

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Hank is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Hank

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Hank move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Hank take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Hank

Personality Compatibility


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