Rocky Ozaki

Captain
DISC Type : DS

Founder & CEO at NoW of Work Inc.

Greater Kelowna Metropolitan Area, Canada

Overview

Rocky Ozaki is the Founder and CEO of NoW of Work, specializing in AI adoption and business transformation. A 3-time tech founder and keynote speaker, he blends enterprise and startup experience to help build innovative, agile teams. People often describe him as engaging, inspiring, positive, and a true leader, with certifications in Design Thinking and MBTI.

Outside of work, Rocky is a family man who relocated to the Okanagan in 2020. He has a deep personal commitment to community building and philanthropy. In his youth, he was a highly accomplished martial artist, competing for Canada on an international level.

Unique fact: Rocky was the youngest Karate Black Belt in Canadian history (recognized in Japan) at age 12 and is a 3-time Canadian Champion.

Personality Overview

Output-Driven

Long-Term Thinker

Dynamic But Sincere

Reading between the lines and seeing beyond your words comes naturally to them.  They are very professional in their approach and can weigh multiple perspectives together. They exhibit a rare combination of being result-oriented but patient at the same time.

Topics They Care About

Future of Work
He is a passionate evangelist for the "NoW of Work, " delivering keynotes and consulting on how technology and culture are reshaping the modern workplace.
Strategic AI Adoption
As a self-described "AI fanatic, " his recent focus is on helping organizations correct common mistakes and accelerate their AI journey with a human-centered approach.
Startup Mentorship
As an Executive in Residence at Accelerate Okanagan and a 3-time founder, he is passionate about giving back and mentoring startup and scale-up ventures.

Media Appearances

Rocky has no verified media appearances

Work History

1-2016
Founder & CEO at NoW of Work Inc.
7-2018
Founder & CEO at NoW-Academy
10-2020
Executive In Residence (EiR) at Accelerate Okanagan
7-2021 - 4-2023
Co-Founder & Head of Innovation at Pondr
8-2016 - 8-2018
Vice-President & Head of Corporate Innovation at BC Tech

Education

Education details unavailable from Simon Fraser University

More Information

Social Presence :

Prographics :

Exp : 7 Location : Greater Kelowna Metropolitan Area, Canada Job Level : Leadership Designation : Founder & CEO at NoW of Work Inc.
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Insights For Selling To Rocky

During A Call Or A Meeting

DO's

  • Ask them at the end if they see a strong value prop in your product; expect an honest answer
  • Suggest clear next steps with confidence, don't be vague or hesitant
  • Come across as a trustworthy professional and be respectful, they usually know their game

DONT's

  • Don't shy away from asking hard questions, but be extra polite
  • Avoid putting conscious effort into relationship-building
  • Don't get into pricing discussions early on, steer conversation towards proven results

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Rocky is

  • Strong proof of impact and their conviction will matter the most, but they wouldn't want to act unilaterally either
  • Will you ever get a clear answer from Rocky

  • They will say no if they are not convinced but you will have to prompt them.

Insights For Deal Planning

    How fast (or slow) will Rocky move?

  • They will want to understand things well but can move fast once they have a clear picture.
  • Can Rocky take some risk or not?

  • They have good risk tolerance but are likely to think it through once or twice.

You And Rocky

Personality Compatibility


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