Tony Silvestro, CBPA in

Tony Silvestro, CBPA

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Regional Vice President at Insperity
📍 Andover, Massachusetts, United States

Tony Silvestro is a Regional Vice President at Insperity, where he acts as a dedicated Small Business Advocate. A graduate of the University of Houstons C. T. Bauer College of Business, he leverages his expertise to help business owners flourish and serves as a trusted advisor to organizations like Vistage and EO Boston.

He is passionate about business performance and strategy, actively following insights from the Harvard Business Review and innovations from companies like Salesforce. His work with entrepreneurial groups demonstrates a commitment to helping business communities prosper.

He is a highly decorated sales leader, having won the Arizpe Award for both sales volume and client retention.

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Experience
14 Years
Current Role
Regional Vice President
Job Level
Senior
Location
Andover, Massachusetts, United States
Personality Overview

How Tony shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Tony cares about

Small Business Advocacy
He is a proven advocate for small businesses, focusing on developing strategies that help owners flourish and supporting organizations like Vistage and EO Boston.
Strategic HR ROI
He recently shared a Forrester study highlighting the measurable ROI and administrative benefits of strategic HR solutions, showing an interest in quantifiable business impact.
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Career

Work history

5-2025
Regional Vice President
Insperity
1-2018 - 5-2025
Regional Manager
Insperity
7-2015 - 1-2018
District Manager
Insperity
District Sales Manager
ADP
12-2003 - 3-2005
Regional Sales Manager
IntelliCorp
In the press

Media appearances

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Education
2011 - 2012
CBPA
University of Houston, C.T. Bauer College of Business
1995 - 1999
BA
Connecticut College
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

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