Maggie Arai

Co-Founder

Toronto, Ontario, Canada5 yrs 3 mos experience
Highly StableAI Enabled

Key Highlights

  • Founded a community for women founders.
  • Grew Happier to 10,000+ members.
  • Hosted 60+ sold-out events.
Stackforce AI infers this person is a Community Builder focused on Social Entrepreneurship.

Contact

Skills

Core Skills

Ai GovernancePublic PolicySocial EntrepreneurshipBusiness Ownership

Other Skills

Legal AnalysisPolicy AnalysisGovernment RelationsNetworkingLeadershipCorporate Social ResponsibilityHuman ConnectionDigital MarketingCommunity BuildingAdult FriendshipLive EventsSocial JusticeTeamworkTime ManagementConflict Analysis

About

Hey, I'm Maggie! ☺️ If you're a woman running a coaching, consulting, therapy, or service-based business and you've never quite found your people in "founder" spaces... I built this community for you. Most founder communities were designed for people raising rounds and scaling to exit. The vibes in the room are just different, and you often feel overlooked, ignored, or like your business isn’t ‘enough’ of a business to count. I know because I've been exactly where you are. I'm a serial founder (4 businesses), trained lawyer, and former AI policy researcher who left it all behind to build the thing I wish existed when I was building alone. My last company (Happier) grew to 10,000+ members, 60+ sold out events, and was covered by Global News and the Toronto Star. I shut it down because the next level of success meant giving myself less of the life I wanted. Everything I learned about what makes real community work went into building Founders Who Give A F*ck. FWGAF is a membership community for women running coaching, consulting, and service-based businesses. No Slack channels you’ve got no time to check. No rooms full of people chasing funding rounds who have nothing in common with you. Real relationships with women at your level, in your kind of business, who actually get what this life looks like. For this community, "Giving A F*ck" means your business is personal. You picked this work because you care about helping people overcome hurdles. Maybe you’ve experienced those challenges yourself and want to show others the way, or maybe you’ve always felt an urge to tackle big problems at the individual level. If you're successful but stuck, profitable but isolated, and ready for your next chapter, come check us out. fwgaf.com

Experience

Founders who give a f*ck

Founder

Nov 2025Present · 5 mos

  • Membership community for established women founders running coaching, consulting, therapy, and service-based businesses. Built for founders who are successful but stuck, profitable but isolated, and ready for their next chapter. Leave the Slack channels behind, and come see what it's like to truly have a community.

Schwartz reisman institute for technology and society

3 roles

Policy Lead

Promoted

Aug 2024Sep 2025 · 1 yr 1 mo · Toronto, Ontario, Canada

Policy Researcher

Promoted

Aug 2022Aug 2024 · 2 yrs · Toronto, Ontario, Canada

AI GovernanceLegal AnalysisPolicy AnalysisPublic PolicyGovernment Relations

Research Assistant

May 2022Aug 2022 · 3 mos · Toronto, Ontario, Canada

  • Supporting research and policy work on artificial intelligence standards, certification, and regulation.

Happier

Founder

Aug 2022Mar 2024 · 1 yr 7 mos · Toronto, Ontario, Canada

  • Founded a company focused on helping adults in Toronto meet new friends through in-person events.
  • ✔Featured on Global News and the Toronto Star
  • ✔Hosted 60+ events over 1.5 years
  • ✔Grew a community with over 10,000 members
Social EntrepreneurshipBusiness OwnershipNetworkingLeadershipCorporate Social Responsibility

Aids-free world

3 roles

Legal and Research Assistant

Aug 2020Sep 2021 · 1 yr 1 mo

Summer Legal Fellow

May 2020Aug 2020 · 3 mos

Legal and Research Consultant

Feb 2020Apr 2020 · 2 mos

Vagabond cookies

Co-Founder

Jun 2020Sep 2021 · 1 yr 3 mos · Toronto, Ontario, Canada

Georgette packaging inc.

Marketing Manager

Apr 2018Jul 2019 · 1 yr 3 mos · Kitchener, Canada Area

Education

University of Toronto

Doctor of Law - JD

Jan 2019Jan 2022

Wilfrid Laurier University

Digital Innovation Skills Certificate Program — Digital Marketing/E-Commerce Consultant

Jan 2017Jan 2017

Wilfrid Laurier University

Bachelor’s Degree — Sociology

Jan 2013Jan 2017

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