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Randall Craig is an internet pioneer who led the digital strategies for several major market newspapers, consulting firms, and financial institutions since 1994.  He has helped over 100 organizations rethink their approach at the intersection of marketing and technology… and land their digital strategy airplane.

Randall has founded several successful start-ups, held a long-time position at a “big-four” consulting firm, and was a senior executive at an American public company.  Randall is currently the CEO and Chief Strategist of digital consulting firm Pinetree Advisors, and advises leaders on Digital Strategy, trust, and transformation. 

Randall is the author of eight books, including Digital Transformation for Associations, The Everything Guide to Starting an Online Business, the Online PR and Social Media series, and the best-seller Personal Balance Sheet. Randall has taught at numerous executive education programs, hosts Professionally Speaking TV, and frequently appears as an expert in the media.  He has written hundreds of articles and delivered hundreds of presentations, both in person and virtual. 

Randall has  served at the board level for several national organizations, is a member of the Global Speakers Federation, and has earned an FCMC, CFA, MBA, CSP, and a Black Belt in Karate.

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I love seeing the "I get it" light bulbs go on. And I love the hallway conversations with attendees throughout the day. And the virtual conversations after the event.

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Randall Craig

Contact us for more on Randall’s topics, availability, and audience fit.

416-918-5384 [email protected]

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    • Adrian Davis

      Adrian Davis

      President Whetstone Inc.

      Randall is a strategic thinker, analytical, and personal. He possesses intellectual muscle, a commitment to optimum outcomes and high integrity - I highly recommend him. Randall is first class!

    • Patrick Ferrier

      Patrick Ferrier

      President McGraw-Hill Ryerson Higher Ed

      Randall is a perceptive, highly innovative thinker with an acute awareness of the fundamental principles of business and a sincere curiosity in the promise of technology and how it can improve the human condition.

    • Donald Cooper

      Donald Cooper

      MBA, CSP Canadian Speakers Hall of Fame

      Randall Craig has that rare combination of subject matter expertise and performance excellence. He is authentic on stage, smart, and makes the complicated simple. He made effective use of the "Hot Seat" - something only a real expert should even attempt… and he qualifies in spades. Highly recommended.

    • Adrian Davis

      Adrian Davis

      President Whetstone Inc.

      Randall is a strategic thinker, analytical, and personal. He possesses intellectual muscle, a commitment to optimum outcomes and high integrity - I highly recommend him. Randall is first class!

    • Patrick Ferrier

      Patrick Ferrier

      President McGraw-Hill Ryerson Higher Ed

      Randall is a perceptive, highly innovative thinker with an acute awareness of the fundamental principles of business and a sincere curiosity in the promise of technology and how it can improve the human condition.

    • Donald Cooper

      Donald Cooper

      MBA, CSP Canadian Speakers Hall of Fame

      Randall Craig has that rare combination of subject matter expertise and performance excellence. He is authentic on stage, smart, and makes the complicated simple. He made effective use of the "Hot Seat" - something only a real expert should even attempt… and he qualifies in spades. Highly recommended.

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