Jamaica → Canada · Author · Founder · Speaker

I Am the Flip Boss.

From a one-room beginning in Jamaica to one of Canada’s Top 25 Immigrants of 2024 — the story of Andre Smith: award-winning founder of Flip & Floss, author, and the speaker who turns lived experience into generational change.

Canada's Top 25 Immigrants 2024
BMO Black Entrepreneur of the Year — Technology
CBC Toronto Community Champion
Featured in the Jamaica Gleaner
Government of Canada — CIPO Case Study
DMZ at Toronto Metropolitan University
Canada's Top 25 Immigrants 2024
BMO Black Entrepreneur of the Year — Technology
CBC Toronto Community Champion
Featured in the Jamaica Gleaner
Government of Canada — CIPO Case Study
DMZ at Toronto Metropolitan University
Chapter One

From the walls of the ghetto — to a new world.

A narrow passageway opening to the Toronto skyline at sunrise

“I had to sleep on my friend’s couch for the first three months. When I finally found another place, I was asked to leave after three more.”

Andre Smith arrived in Canada from Jamaica in 2011 at the age of 21 — with ambition, faith, and very little else. The early years were unstable: borrowed couches, shared rooms in Brampton, and a quiet refusal to let his beginnings define his ending.

He put himself through York University and earned a Bachelor’s in Accounting, laying the financial vocabulary for what would become his life’s mission: closing the wealth gap one family at a time.

The same walls that once contained him became the title of his book — Living Purposefully Beyond the Walls of Ghetto — and the fuel behind a brand he built from the ground up. Today, he stands on stages, in boardrooms, and inside the screens of thousands of families as the man who turned debt into a mission.

“Start small — but start.”

— Andre Smith
The receipts

Impact, measured.

Recognition is not the goal — but it’s proof the mission is reaching the people it was built for.

30K+
Lives impacted through Flip Academy
1M
Families Andre is on a mission to reach
2011
Arrived in Canada with nothing
#1
BMO Obsisi Black Entrepreneur — Technology, 2024
The Company

Flip & Floss — financial literacy, flipped.

Headquartered in Brampton, Ontario, Flip & Floss is a rewards-based, gamified fintech platform that helps parents and kids build wealth together. Through Flip Academy, children earn as they learn — mastering saving, investing and avoiding debt before they ever sign their first paycheque.

  • AI + animation + gamification, built for the next generation
  • Trademarks: Flip & Floss · Flip Dollars · Flip Boss · Flip™ character
  • Backed by the DMZ at Toronto Metropolitan University
  • Featured by the Government of Canada (CIPO) as a national IP success story
Mission
Help 1 million children save, invest, and break generational financial cycles.
flipandfloss.com →
Living Purposefully Beyond the Walls of Ghetto — hardcover edition with gold foil
The Book

Living Purposefully Beyond the Walls of Ghetto.

Andre’s memoir-meets-manifesto for anyone told their address determines their destination. Part personal narrative, part roadmap — it’s the playbook he wishes he’d had walking off the plane in 2011.

Mindset

Rewriting the inner script that keeps generations stuck.

Money

Practical financial habits that compound across a lifetime.

Mission

Turning your personal pain into other people’s permission.

The Stage

Book Andre to move the room.

Andre speaks at conferences, corporate events, universities, faith communities and youth programs across Canada, the Caribbean and the United States. Every keynote is tailored — every audience leaves with one thing: a next step.

Andre Smith on stage

From Ghetto to Greatness

A keynote on identity, immigration, and the unreasonable refusal to stay where you started.

Building Generational Wealth from Debt

The exact mindset and money mechanics Andre used to climb out — and is now teaching families.

The Black Founder's Playbook

IP, capital, community: lessons from building an award-winning fintech as a first-generation immigrant.

Raising Money-Smart Kids

For parents, schools and youth orgs — how to teach financial literacy without lecturing.

As featured in

The press is paying attention.

Financial champion — one of Canada's Top 25 Immigrants of 2024.

Canadian Immigrant

J'can-Canadian wins entrepreneurship award in technology industry.

Jamaica Gleaner

A national case study in Black entrepreneurship and intellectual property.

Government of Canada (CIPO)

How to build generational wealth from debt.

The Business Immigrant

Create something meaningful — a Brampton entrepreneur honoured nationally.

Brampton Guardian
Book the Flip Boss

Let’s build something unforgettable.

Tell Andre about your event, audience and the transformation you’re after. You’ll hear back personally within two business days.

Keynotes & fireside chats
Corporate & DEI engagements
Schools, churches & youth orgs
Media & podcast appearances
Or email directly: andre_smith@flipandfloss.com