Jacqueline Dinsmore in

Jacqueline Dinsmore

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Member at YPO
📍 Greater Toronto Area, Canada

Jacqueline is the Managing Partner of Caravel Law and a serial entrepreneur, recognized as one of Canadas Top 25 Most Influential Lawyers. With a law degree from Western University, people she has worked with describe her as a strategic, precise, and natural leader. She excels in business development and legal consulting.

Outside of law, Jacqueline is a passionate supporter of female entrepreneurs. She is a board member for organizations like YSpace and Dovetail Community, which are dedicated to helping women scale their businesses. Her venture fund, Extra Innings Ventures, specifically invests in founders overlooked by traditional VCs.

Unique fact: She founded FlapJackKids, a successful childrens apparel company, which she grew and later sold.

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Experience
25 Years
Current Role
Member
Location
Greater Toronto Area, Canada
Personality Overview

How Jacqueline 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 Jacqueline cares about

AI in Law
Actively speaks at events and participates in discussions about AI trends in the legal industry and the future of the billable hour, as shown in her recent activity.
Supporting Female Founders
Serves on the boards of YSpace (supporting the ELLA accelerator) and Dovetail Community, both focused on empowering women entrepreneurs.
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Career

Work history

3-2025
Member
YPO
3-2024
Board Member
YSpace, York University
1-2024
Member of the Board of Advisors
Dovetail Community
3-2022
Founding Partner/Strategic Advisor
Extra Innings Ventures Inc.
6-2021 - 4-2023
Power of Her Impact Council Member
World Vision Canada
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
1996 - 1999
LL.B
Western University
1992 - 1996
BAH
Queen's University
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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