Bree Jamieson-Holloway: What Will You Choose to Embody‪?‬ Power of Why with Naomi Haile

Bullied, mixed-race, and living in poverty, many told a young Bree Jamieson-Holloway that hers was an uphill battle too formidable to overcome.

So she turned inward.

Heartened by her grandmother’s motto to “push on, regardless,” she crafted a vision that would anchor her life’s work: travelling the world, starting a family, and helping people.

Now a published author, mother, equity champion, international corporate lawyer and founder of her own firm, Bree has realised her dreams — and then some.

Last year, Canada’s Deputy Prime Minister announced her appointment as the new Vice Chair of the Canadian International Trade Tribunal.

Here’s how she made it.

This episode is for you if:


You’re struggling to feel hopeful about your future
You don’t see yourself represented in the leadership roles you want to achieve
You’re passionate about diversity, equity and inclusion
You enjoy business but aren’t sure how to pursue it with a social conscience

Looking for a specific gem?


[3:00] Yes, you can overcome adversity
[3:30] Intergenerational knowledge transformed Bree’s life
[4:15] “Push on regardless”
[8:00] Visualization; or the art of realizing your dreams
[12:15] Here’s how Bree broke free of her limiting beliefs
[14:48] Bad at math? Become a lawyer.
[17:00] Building a business that (actually) helps people
[21:00] Introducing the new Vice Chairperson of the Canadian International Trade Tribunal
[26:43] On changing your career (not your values)
[27:49] Who gets access to justice?
[34:04] Your foundation is everything — keep it strong
[37:35] Moving the needle takes big leaps and baby steps
[44:17] Staying fiercely committed to DEI + access to justice

Connect with Bree


LinkedIn: Bree Jamieson-Holloway

Connect with Naomi


Website: naomihaile.com
Instagram: @naomiahaile
Twitter: @naomiathaile
LinkedIn: Naomi Haile