Mike Wesling

Examiner
DISC Type : sc

Client Executive at CDW

Greater Chicago Area, United States

Overview

Mike Wesling is a Client Executive at CDW, focusing on providing enterprise technology solutions that drive growth. A graduate of Indiana Universitys Kelley School of Business, he has deep expertise in AWS. Clients and colleagues consistently describe him as trustworthy, hardworking, and professional, with excellent follow-through.

Outside of his technology career, Mike is an entrepreneur, having co-founded two vacation rental companies, Anchor Point Premier Vacations and Simply South Haven. He maintains a strong connection to these ventures and publicly supports his sister, who now leads one of the businesses.

He is the co-founder of two vacation rental companies, demonstrating an entrepreneurial spirit alongside his corporate career.

Personality Overview

Status Quo Seeker

Unexpressive

Late Adopter

They are always well-planned and adopt a systematic approach.  They are heavily focused on quality and prefer doing things the right way, even if it takes time. They do not like taking risks at all and go for proven options in the end.

Topics They Care About

AWS Cloud Solutions
Holds an AWS Certified Cloud Practitioner certification and actively promotes AWS events like re: Invent, demonstrating deep expertise in their cloud ecosystem.
AI on AWS
Actively shares content about building AI solutions on AWS and exploring best practices for AI governance, highlighting a key area of professional focus.
Microsoft 365
Recently completed a certification in Microsoft 365 Copilot, indicating a current interest and expertise in leveraging AI within the Microsoft ecosystem.

Media Appearances

Mike has no verified media appearances

Work History

9-2025
Client Executive at CDW
12-2023 - 9-2025
AWS Solution Executive at CDW
7-2023
Co-Founder at Anchor Point Premier Vacations
1-2007
Co-Founder at Simply South Haven, LLC
8-2020 - 12-2023
Enterprise Account Manager at Amazon Web Services (AWS)

Education

1997 - 2001
B.S from Indiana University - Kelley School of Business

More Information

Social Presence :

Prographics :

Exp : 24 Location : Greater Chicago Area, United States Job Level : N/A Designation : Client Executive at CDW
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Insights For Selling To Mike

During A Call Or A Meeting

DO's

  • Expect them to be slow and cautious, encourage them to ask more questions
  • Ask them which other stakeholders would be important for this purchase decision
  • Be firm in your communication and stay in control

DONT's

  • Don't rely on relationship building even if they act pleasantly
  • Don't push them too hard to make fast decisions, give them time
  • Don't use phrases like 'do not worry', 'i promise' etc.

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Mike is

  • For them, low risk and acceptance by others are very important, followed by proof of ROI.
  • Will you ever get a clear answer from Mike

  • They don’t say no often, they push out the decisions or keep going around in circles.

Insights For Deal Planning

    How fast (or slow) will Mike move?

  • They do not like to take decisions in a hurry, so they could be slow in making their mind up.
  • Can Mike take some risk or not?

  • They are low on risk-appetite and prefer to make informed decisions.

You And Mike

Personality Compatibility


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