David Simmons in

David Simmons

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Captain and CEO at Captain Dave Sailing (Catamaran Charters)
📍 Capitola, California, United States

David is a seasoned IT executive with extensive experience in product management and strategic sales for multi-billion dollar cloud and server divisions at Oracle and Sun Microsystems. He holds an MBA from Santa Clara University and has recently applied his expertise to teaching computer science and robotics at the high school level.

Embracing his passion as a "Global Explorer, " David now runs a catamaran sailing charter business in the Caribbean. He provides sailing instruction and life-changing adventures, including snorkeling and wildlife viewing. His journey reflects a commitment to lifelong learning and exploring new challenges outside of the traditional corporate world.

He pivoted from managing an $800M sales pipeline at Oracle to teaching high school robotics and now operating a charter business in Panama.

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Experience
21 Years
Current Role
Captain and CEO
Job Level
Leadership
Location
Capitola, California, United States
Personality Overview

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Communication Style
Decision Approach
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Priorities

Topics David cares about

Cloud Infrastructure
Drove global go-to-market and sales initiatives for Oracle's Public Cloud (IaaS/PaaS) and recently discussed cloud strategy for business-critical applications on a podcast.
Product Go-to-Market
Led global product marketing and launches for $2B+ server lines at Oracle and developed the strategy to achieve $1B in mid-market sales at Sun Microsystems.
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Career

Work history

2-2023
Captain and CEO
Captain Dave Sailing (Catamaran Charters)
10-2019 - 5-2023
Instructor: Computer Science and Robotics Programming
San Lorenzo Valley High School
2-2015 - 2-2018
Sr. Director, Cloud Infrastructure Group
Oracle
2-2010 - 2-2015
Sr. Director, Server Product Marketing
Oracle
6-2008 - 2-2010
Marketing Director, Mid Market / SMB Business
Sun Microsystems
In the press

Media appearances

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Education
MBA
Santa Clara University
Continuing Studies
Stanford University
Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

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