Ann Sylvester (Hickey)

Enthusiast
DISC Type : i

Director of Cultural Affairs and Special Events at City of Joliet

Chicago, Illinois, United States

Overview

Ann has no verified overview

Personality Overview

Optimistic

Amiable & Agreeable

Consensus Focused

They tend to be agreeable by nature, so take their promises with a pinch of salt.
  They prefer to build relationships rather than staying totally transactional. Unlike D or C types, they are convinced more by stories and testimonials.

Topics They Care About

Ann has no verified topics they care about

Media Appearances

Ann has no verified media appearances

Work History

8-2025
Director of Cultural Affairs and Special Events at City of Joliet
5-2022 - 8-2025
Deputy Commissioner of Operations at City of Chicago
10-2017 - 5-2022
Deputy Commissioner of Facilities at City of Chicago
6-2008 - 10-2017
Projects Administrator at Chicago Department of Cultural Affairs and Special Events (DCASE)
9-2004 - 7-2008
Media Relations and Marketing Specialist at City of Chicago

Education

2002 - 2004
MS from Northwestern University
1994 - 1998
BS from Miami University

More Information

Social Presence :

Prographics :

Exp : 21 Location : Chicago, Illinois, United States Job Level : Mid-senior Designation : Director of Cultural Affairs and Special Events at City of Joliet
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Insights For Selling To Ann

During A Call Or A Meeting

DO's

  • Maintain high, positive energy and convey confidence
  • Compliment them about their personality if you get a chance
  • Ask them how their day is going or exchange some other pleasantries

DONT's

  • Don't be critical or challenge them openly, they can react defensively
  • Don’t push them for a direct ‘no’, take lack of ‘yes’ as ‘no’ after some time
  • Don’t be excessively objective, be like a storyteller with them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Ann is

  • Relationship and rapport are valuable for them, but so is proven product value.
  • Will you ever get a clear answer from Ann

  • They are unlikely to say no directly.

Insights For Deal Planning

    How fast (or slow) will Ann move?

  • They are not very fast decision makers, even while they continue to stay engaged.
  • Can Ann take some risk or not?

  • They can take some low-probability risks if needed.

You And Ann

Personality Compatibility


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