Charlie Stalle

Wildcard
DISC Type : sic

President at Keller Williams Milwaukee

Milwaukee, Wisconsin, United States

Overview

Charlie Stalle serves as the President of Keller Williams Milwaukee, where he focuses on helping others achieve their vision. His expertise extends into finance and investment as a managing partner in commercial real estate and venture capital firms. He is a graduate of the University of Wisconsin-Madison.

Outside of real estate, Charlie is a dedicated member of the Young Presidents Organization (YPO), holding positions as a Wisconsin Chapter Board Member and Membership Officer. He is passionate about promoting Milwaukees potential for young professionals and consistently shares messages focused on spreading positivity, joy, and hope.

Charlie was recognized as one of the Milwaukee Business Journals "40 Under 40" honorees.

Personality Overview

Curious But Skeptical

Requires Proof

ROI Driven

They are unlikely to ever become strong champions even when the conversations are going well; you should focus on cultivating other champions  They are often friendly and nice, but can sometimes suprise you with their piercing questions  They typically tend to be late adopters even when they seem friendly and excited about what you have to sell

Topics They Care About

Real Estate Investment
Serves as a managing partner in Juniper Investments 2, a firm focused on a commercial real estate portfolio.
Venture Capital
Acts as a partner at Glass Water Capital, a firm involved with venture capital investments, showing an interest in emerging companies.
Milwaukee Advocacy
Actively encourages young professionals to build their careers in Milwaukee, demonstrating a passion for the city's growth and potential.

Media Appearances

Charlie has no verified media appearances

Work History

9-2017
President at Keller Williams Milwaukee
2-2018
Managing Partner at Focus Title LLC
5-2021
Managing Partner at Juniper Investments 2
1-2021
Partner at Glass Water Capital
9-2022
Member at YPO

Education

2006 - 2010
Bachelor's Degree from University of Wisconsin-Madison
9-2002 - 6-2006
Education details unavailable from Whitefish Bay High School

More Information

Social Presence :

Prographics :

Exp : 8 Location : Milwaukee, Wisconsin, United States Job Level : N/A Designation : President at Keller Williams Milwaukee
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Insights For Selling To Charlie

During A Call Or A Meeting

DO's

  • Ask them questions to understand their needs better while staying affable
  • Invite them for a social do but don’t rely solely on the relationship
  • Build rapport, it will come handy to handle hard questions later

DONT's

  • Avoid winging it with them particularly, answer a question only if you know the answer well
  • Don't ask them to move fast, let them take their time and digest all the information
  • Avoid phrases like ‘trust me’, ‘you will just love it’ etc.

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Charlie is

  • Clear proof of product value matters to them, followed by others' testimonials and rapport.
  • Will you ever get a clear answer from Charlie

  • They are likely to give you a clear answer without taking you around in circles. However, if you share a good relationship, they might not be so forthcoming.

Insights For Deal Planning

    How fast (or slow) will Charlie move?

  • They like to perform full analysis and can take time to make any decision.
  • Can Charlie take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Charlie

Personality Compatibility


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