Karl Prosser

Trailblazer
DISC Type : DI

Individual Volunteer at Freelance

Redmond, Washington, United States

Overview

Karl is a seasoned software leader and engineer with extensive experience scaling a company from its startup phase to a publicly traded entity at Pushpay. He is also a recognized PowerShell expert, a published author on the subject, and a Microsoft MVP award recipient.

Outside of his technical career, Karl is a dedicated father and husband to a large family, having taken a 100-day sabbatical to focus on them. He is currently an active, self-funded individual volunteer, providing direct support for Ukraine through various organizations.

Unique fact: He co-authored the book "PowerShell Deep Dives, " a collection of techniques and insights from experts in the field.

Personality Overview

Values Relationships

Achievement-Oriented

Charismatic

They are not against taking risks and can make tough decisions when required.
  They are charming and can persuade others to support their decisions. They will fight for you if they come to believe in you.

Topics They Care About

Supporting Ukraine
Currently his primary focus, he is a self-funded individual volunteer actively working on the ground with various organizations to support Ukraine.
Software Leadership
Served as Director of Engineering at Pushpay, guiding the company's technical growth from an early startup to a billion-dollar public company.
PowerShell Expertise
A multi-year Microsoft MVP for PowerShell and co-author of the book "PowerShell Deep Dives, " demonstrating deep subject matter mastery.

Media Appearances

Karl has no verified media appearances

Work History

4-2023
Individual Volunteer at Freelance
2-2019 - 5-2019
Chief Sabbatical Officer at Sabbatical
1-2014
Director of Engineering/Principal Engineer at Pushpay
9-2013 - 12-2013
Vendor Providing Senior Software Engineering Services at Prithvi Catalytic
2-2011 - 1-2014
Vendor Providing Senior Software Engineering Services at Microsoft

Education

1998 - 1999
Education details unavailable from Massey University

More Information

Social Presence :

Prographics :

Exp : 10 Location : Redmond, Washington, United States Job Level : Mid-senior Designation : Individual Volunteer at Freelance
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Insights For Selling To Karl

During A Call Or A Meeting

DO's

  • Help them visualize the impact of their decision
  • Use phrases like ‘your decision will’, ‘you will impact’ etc.
  • 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
  • Avoid unnecessary negativity or slowness
  • Don’t force involvement of other stakeholders unless it is critical

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Karl is

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

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

Insights For Deal Planning

    How fast (or slow) will Karl move?

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

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

You And Karl

Personality Compatibility


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