Jim Willson

Go-getter
DISC Type : d

Director of IT Projects at Harbor Group Management Company

Virginia Beach, Virginia, United States

Overview

Jim Willson is an Agile leader specializing in transforming business needs into scalable technology solutions for the software and financial services sectors. Described by colleagues as thoughtful, smart, and reliable, he holds a Masters from the University of Virginia and a certification in Design Thinking, with experience leading teams across the US and India.

Outside of his direct professional roles, Jim shows an interest in the application of technology across different industries, following companies like GE HealthCare and Cisco. Based on his time at the University of Virginia, he may also follow the Virginia Cavaliers sports teams.

He has direct experience hiring, developing, and leading cross-functional Agile teams in both the United States and India.

Personality Overview

Fast-Paced

Decisive

Challenger

They can be nudged to make faster decisions by offering what they value.  They focus on objectivity in a pitch and pay little attention to bells and whistles. They don’t always try to control the conversation but neither do they like yielding it fully.

Topics They Care About

Agile Transformation
A core theme of his career, focused on transforming business requirements into scalable technology solutions and improving workflow efficiencies in large organizations.
People-First Leadership
Highlighted in recommendations as a competent and reliable people leader who excels at the "people" aspect of management, not just the administrative tasks.
Global Team Management
Has extensive experience hiring, developing, and leading cross-functional teams with direct reports located in both the United States and India.

Media Appearances

Jim has no verified media appearances

Work History

7-2025
Director of IT Projects at Harbor Group Management Company
10-2024 - 6-2025
Platform Modernization Program Manager at Milliman IntelliScript
4-2022 - 5-2023
R&D Program Management Manager at Atlassian
12-2017 - 4-2022
AVP IT Program Delivery at PRA Group (Nasdaq: PRAA)
1-2017 - 11-2017
Agile Program Manager at PRA Group (Nasdaq: PRAA)

Education

2017 - 2018
MS MIT from University of Virginia
1997 - 2001
BA from Hamilton College

More Information

Social Presence :

Prographics :

Exp : 22 Location : Virginia Beach, Virginia, United States Job Level : Mid-senior Designation : Director of IT Projects at Harbor Group Management Company
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Insights For Selling To Jim

During A Call Or A Meeting

DO's

  • Refer to testimonials from others in similar positions
  • Make sure that you you respond to any queries from them quickly
  • Stress on the business value that your product offers

DONT's

  • Refrain from asking too many questions
  • Don’t expect them to change their mind quickly if they say no once
  • Don't try too hard to get friendly, let it happen with time

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jim is

  • Conviction in the product matters to them, followed by proof points and strong testimonials.
  • Will you ever get a clear answer from Jim

  • They may not be very forthcoming, but they will say no if needed.

Insights For Deal Planning

    How fast (or slow) will Jim move?

  • They are neither the fastest decision makers nor the slowest.
  • Can Jim take some risk or not?

  • They can take risks but after weighing up the pros and cons.

You And Jim

Personality Compatibility


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