Jason Smith

Cheerleader
DISC Type : Is

Business Performance Advisor at Insperity

Wilmington, Delaware, United States

Overview

Jason is a Business Performance Advisor at Insperity, where he specializes in providing Fortune 500-level HR infrastructure to growing small and medium-sized businesses. A results-oriented sales professional with a background at Bugcrowd, he is described by colleagues as a strategic, dependable, and hard-working team player.

He is actively involved in his community as a member of the Rotary Club of Wilmington, DE, and Philadelphias Irish American Business Chamber & Network. Jason enjoys connecting with other professionals and giving back, recently participating in a charity golf event supporting Surrey Adult Services.

He is passionate about leveraging his professional network to support meaningful causes in his community.

Personality Overview

Story-Driven

Listener

Considerate

Unlike D or C types, they are calm as well as friendly and can give the impression of being more receptive than they actually are.  They are more likely to go for proven solutions. Win-win scenarios can appeal strongly to them.

Topics They Care About

SMB HR Solutions
His current role at Insperity focuses on simplifying HR processes and reducing risk for business owners, allowing them to concentrate on growth and efficiency.
Sales Process Optimization
In a prior role, he designed and implemented outbound sales strategies and built scalable CRM workflows for technology and SaaS startups using tools like Salesforce.
Community Service
As a member of the Rotary Club of Wilmington, he is part of an organization dedicated to "Service Above Self" and improving lives locally and globally.

Media Appearances

Jason has no verified media appearances

Work History

2-2025
Business Performance Advisor at Insperity
11-2025
Member at Rotary Club of Wilmington, DE
11-2025
Member at Philadelphia's Irish American Business Chamber & Network (IABCN)
1-2024 - 1-2025
Independent Consultant at Stealth Startup
2-2022 - 11-2023
Account Executive at Bugcrowd

Education

Education details unavailable from Delaware Technical Community College
Political Science and Government from University of Delaware

More Information

Social Presence :

Prographics :

Exp : 3 Location : Wilmington, Delaware, United States Job Level : N/A Designation : Business Performance Advisor at Insperity
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Insights For Selling To Jason

During A Call Or A Meeting

DO's

  • Use testimonials, case studies to show them why it is a low-risk, high-value decision
  • Take time to make them feel comfortable before getting to the main pitch
  • If possible, involve their colleagues in the sales process

DONT's

  • Don’t get into excessive details unless prompted
  • Avoid unnecessary confrontation if it arises incidentally
  • Don’t give the impression of being unproven or risky

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jason is

  • Relationship and rapport play a major role, followed by low risk and the presence of proof points.
  • Will you ever get a clear answer from Jason

  • They are diplomatic when the need arises; they hardly ever say a direct no.

Insights For Deal Planning

    How fast (or slow) will Jason move?

  • They can take their time to reach decisions, even while they stay engaged and friendly.
  • Can Jason take some risk or not?

  • They are unlikely to take many risks.

You And Jason

Personality Compatibility


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