Jacqueline Dinsmore in

Jacqueline Dinsmore

Commander · DISC type D
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.

Read the full overview →
Experience
25 Years
Current Role
Member
Location
Greater Toronto Area, Canada
Personality Overview

How Jacqueline shows up

Strong-Willed
Decisive
Very Quick

They like to be in a position where they can control the conversation and terms. They like to act fast and expect others to do the same. They are not focused on building rapport and relationships.

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)

D

Dominance (D)

Dominance (D) reflects how goal and task oriented a person is, and their ability to accomplish results irrespective of how demanding the circumstances might be. Those scoring high tend to be motivated by winning, competition, and success.

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