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The Power of Community

Where relationships are built and legends share their stories you won't hear anywhere else.

The Power of  
          Community

A membership that extends beyond events.

Be a part of something special. Our exclusive group of business leaders meets on a regular basis to connect and elevate one another. 

Meet Our Members

Our members include executives from companies such as Oracle, IBM, PTC, Dell, EMC, UKG, Cisco, Red Hat, ASG, SAP, Pitney Bowes, General Motors, Hewlett-Packard, Microsoft, Gartner, ACI Worldwide, Facebook, Informatica, and BMC.

A Note From Our Founder

Why Join Pioneers and Legends

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"Pioneers and Legends is a terrific resource that one can only find in Naples - the range of business leaders we saw last year was amazing. And being able to see them in a 'home' setting along with a small crowd of interested people - incredible."

- Cliff Elam, SVP and Head of Sales of Solutions by Text

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"Welcome new members! You're going to love these sessions! Excited for the fall to connect with all of you."

Pioneers and Legends Hall of Fame

The guest speakers that make every event memorable.

Season I

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John Cullinane

  • LinkedIn

Founder, Cullinet Software

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Named "CEO of the Year" by The Wall Street Transcript (multiple years)

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Jim Routh

  • LinkedIn

Chief Trust Officer at Saviynt

 

Former CSO/CISO at American Express, DTCC, KPMG, Aetna, CVS, & MassMutual

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Lawrence Lepard

  • LinkedIn

Founder, Equity Management Associates LLC

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Author of  "The Big Print"

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Bill Seibel

  • LinkedIn

Founder & CEO, Gumball

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Named "Technology CEO

of the Year" by BestinBiz

Season II

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Aron Ain

  • LinkedIn

Named a "Top CEO" multiple times by Glassdoor

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Executive Chair of the UKG Board of Directors

Ginni Rometty

  • LinkedIn

Fortune’s #1 "Most Powerful Woman" three years in a row 

 

Former Chairman, President & CEO of IBM

Jeffrey Henley

  • LinkedIn

Vice Chairman of  Oracle 

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Chair of  the Institute for Energy Efficiency at UC Santa Barbara

Ben Pring

  • LinkedIn

"Leading influencer on the

future of work"  - Onalytica​

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Recipient of Gartner’s

"Thought Leader" Award

Larry Gulko

  • LinkedIn

Founder & Moderator, CEO Brand Roundtables at Harvard Business School

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Creator of "Inside The Brand", the NBCBoston tv show 

Season III Inductees

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Andy Kofoid

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President, Global Field Operations, Databricks 

Peter Bell

  • LinkedIn

Partner, SSC Ventures

 

Trustee, Boston College

Mary Jackson

  • LinkedIn

Ret. Navy Vice Admiral

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Founding Member, 

Extraordinary Women on Boards

Adalio Sanchez

  • LinkedIn

Former, IBM, GM

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President, S Group Advisory

Michael

McGrath

  • LinkedIn

Co-Founder, Former Managing Director, PRTM​

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Author of 12+ books

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Your network is your net worth.

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