Bio
For over two decades, Matthew Shippey has been at the forefront of business operations and human capital management, helping companies navigate every stage of workforce management—from hiring to retirement and everything in between. His expertise spans HR, benefits, compliance, and the technology that powers modern business infrastructure.
Matthew’s career is deeply rooted in sales and business development. He spent 10 years as a sales representative for various payroll companies and another five as a sales manager, successfully building and leading sales organizations in South Florida multiple times. His ability to train teams, optimize sales processes, and drive revenue growth laid the foundation for his next
CEO of the Year 2025 
 |
Season |
Rank |
Move |
Points |
|
| 2025 |
#759 |
14 |
<10 |
|
Title to be awarded: World CEO of the Year 2025
 |
Season |
Rank |
Move |
Points |
|
| 2025 |
#92 |
- |
<10 |
|
Title to be awarded: United States CEO of the Year 2025
 |
Season |
Rank |
Move |
Points |
|
| 2025 |
#9 |
- |
<10 |
|
Title to be awarded: Florida CEO of the Year 2025
 |
Season |
Rank |
Move |
Points |
|
| 2025 |
#5 |
- |
<10 |
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Title to be awarded: Miami CEO of the Year 2025
Performance Excellence Award 2026 
| Season |
Rank |
Points |
|
| 2026 |
#620 |
<10 |
|
Corporate Support Award 2026 
| Season |
Rank |
Points |
|
| 2026 |
#620 |
<10 |
|
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People’s Choice Award 2025 
| Season |
Rank |
Points |
|
| 2025 |
#627 |
<10 |
|
All-Time Rankings
| Current Rank |
Peak |
Total Points |
|
| #1771 |
#1767 in 2025 |
<10 |
|
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Integrated Management Group
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