Jason Bacon in

Jason Bacon

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CEO and Co-Founder at Sidekick Digital
📍 Northern Sunrise County, Alberta, Canada

Jason Bacon is the CEO and Co-Founder of Sidekick Digital, where he focuses on making technology accessible for Canadian organizations. With a background as an Entrepreneur Strategist at ATB Financial and a Bachelor of Management, he has extensive experience guiding businesses from startup to sale. People who have worked with him describe him as a strategic thinker, master collaborator, and a positive guide.

Jason is deeply committed to the entrepreneurial community, dedicating his time to advising, training, and mentoring founders. He finds fulfillment in helping those around him become the best versions of themselves, both personally and professionally. His work with organizations like Firecircle highlights his passion for supporting innovators and fostering growth within the business ecosystem.

He has directly coached and advised thousands of entrepreneurs across the province of Alberta.

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Experience
12 Years
Current Role
CEO and Co-Founder
Job Level
Leadership
Location
Northern Sunrise County, Alberta, Canada
Personality Overview

How Jason shows up

Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Jason cares about

Entrepreneurial Coaching
His entire career is built around advising and training entrepreneurs on strategy, business planning, and growth, working with thousands of business owners.
Impactful AI
He is focused on helping businesses implement AI and automation in a way that generates a tangible impact on their financial statements, not just for the sake of technology.
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Career

Work history

1-2026
CEO and Co-Founder
Sidekick Digital
1-2021
Founder
Sunstone Strategic
5-2020 - 3-2021
Senior Manager, Entrepreneur Education
ATB Financial
2-2018 - 5-2020
Entrepreneur Strategist
ATB Financial
8-2015 - 2-2018
Business Analyst / Project Coordinator
Community Futures Lethbridge Region
In the press

Media appearances

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Education
2020 - 2020
Inclusion at Work Certificate
NorQuest College
2009 - 2013
Bachelor of Management
The University of Lethbridge
Social presence
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Behavioral profile

DISC profile (public)

DISC behavioral profile

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