Rob Giglio

Commander
DISC Type : D

Chief Customer Officer - Sales / Success at Canva

Moraga, California, United States

Overview

Rob Giglio is Canvas Chief Customer Officer, leading a 450-person sales and go-to-market team. With an MBA from USC, his extensive background includes senior leadership roles at HubSpot, DocuSign, and Adobe, where he drove significant growth in digital media and CRM platforms.

He is passionate about leading large, diverse teams and operates under the personal motto: the most worthy deed helps someone else succeed. This philosophy guides his focus on mentorship and enabling others to grow professionally, reflecting a deep commitment to collaborative success.

Rob is the co-inventor on a patent for managing software access, showcasing his innovative thinking around the customer lifecycle and account management.

Personality Overview

Risk-Taker

Impact-Driven

Decisive

They are very proud of what they do.  More than the product, they care about the effectiveness of the product. They like to act fast and expect others to do the same.

Topics They Care About

Go-to-Market Strategy
He leads Canva's global GTM efforts and has held similar senior roles at HubSpot, DocuSign, and Adobe, consistently building and scaling high-performing sales organizations.
AI in Marketing
His recent commentary focuses on the launch of Canva AI 2. 0 and the intersection of AI with marketing content, indicating a strong interest in emerging technologies.
Customer Experience
As a multi-time Chief Customer Officer, his career is centered on creating frictionless user journeys and building teams dedicated to customer success and operational excellence.

Media Appearances

250 Rob Giglio: Canva's Chief Customer Officer on Staying Relevant as a Leader and What Companies Get Wrong – The High Flyers Podcast. Featured in Spotify

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GTM 130: Scaling to Billions – How DocuSign, HubSpot & Canva Built Winning GTM Strategies with Rob Giglio, Canva’s CCO. Featured in GTMnow

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Canva CCO Rob Giglio – ZoomInfo Labs Podcast. Featured in Spotify

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Work History

4-2024
Chief Customer Officer - Sales / Success at Canva
4-2024
Chief Customer Officer - Sales / Success / Operations at Canva
3-2022 - 5-2024
Chief Customer Officer - Marketing / Sales / Success / Operations at HubSpot
3-2020 - 3-2022
Chief Marketing Officer - Marketing / Growth Team at DocuSign
1-2018 - 3-2020
Senior Vice President; Worldwide GTM & Sales - Digital Media at Adobe

Education

1994 - 1996
MBA from USC Marshall School of Business
1986 - 1990
BA from San Diego State University
1982 - 1986
Education details unavailable from Campolindo High School

More Information

Social Presence :

Prographics :

Exp : 38 Location : Moraga, California, United States Job Level : Leadership Designation : Chief Customer Officer - Sales / Success at Canva
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Insights For Selling To Rob

During A Call Or A Meeting

DO's

  • Hold your ground without indulging in one-upmanship
  • Help them weigh the risks by sharing objective proof points without becoming too analytical
  • Get to the point quickly instead of spending time doing small talk

DONT's

  • Do not back off when challenged, respond with a confident, objective answer instead
  • Don’t take too much time in sending them information if they ask for any
  • Avoid being a storyteller and don’t try to oversell

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Rob is

  • Confidence in impact is paramount to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Rob

  • If they are not convinced, they will have no hesitation in telling you the same.

Insights For Deal Planning

    How fast (or slow) will Rob move?

  • They can take decisions very fast if you manage to convince them.
  • Can Rob take some risk or not?

  • The risks don’t matter much to them.

You And Rob

Personality Compatibility


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