BY INVITATION ONLY

TORONTO SPEAKEASY CHAPTER

Get a key to the Room for the Speakeasy Mastermind Toronto City Launch

October 8, 2026 • 6:00 PM

At a Private Venue in Toronto

Speakeasy is a private monthly in-person mastermind for established entrepreneurs - where the sharpest business minds bring their insight, experience, and connections to help you make smarter moves and scale faster.

Now we're bringing Speakeasy to Toronto.

For one night, a select group of local entrepreneurs will get first access to the room and the opportunity to help shape Toronto’s founding chapter.

The City Launch is complimentary for approved guests. 
Space is limited and attendance is subject to qualification.

Toronto City Launch

Thursday, October 8, 2026


6:00 PM – 9:00 PM

Private Location
in Toronto

Approved guests will receive complete

event details.

Approved guests will receive complete event details.

One Night. One Room. Built for Bigger Business Moves.

The Toronto City Launch is a chance to experience Speakeasy alongside the entrepreneurs coming together to form our newest local chapter

Over dinner and drinks, step into the candid conversations that fuel the breakthrough ideas, valuable connections, and business growth Speakeasy Mastermind is known for around the world.

No speakers. No pitches. No awkward networking.

Just successful entrepreneurs trading hard-won insight, sharing opportunities they’re pursuing, and helping one another see their next business move more clearly.

Be There From the Beginning


This isn't an established room you're walking into. You'll have the opportunity to meet the entrepreneurs coming together at the beginning of the Toronto chapter - and potentially become a founding member of this community.

Who You’re Around Determines How Far You’ll Go

Every member is vetted to bring real expertise, valuable connections, and a genuine desire to help others win.

26+

Chapters

& Growing

540+

Curated

Entrepreneurs

$1.1B+

Annual Revenue

Represented

38k+

Business

Connections

No Entrepreneur Wins Alone.

At a certain level, the hardest part of business isn't finding more information. It's finding the right people to talk to. 



Because the bigger the company gets, the fewer people you can really talk to about it. It’s lonely - it's painful.

And you need…

People who've faced the decisions you're facing.
People who will tell you what they really think.
People who can say

“I've been there. Here's what I'd do.”

Your first event is complimentary. Attendance is subject to qualification.

No entrepreneur wins alone

Your Personal Board of Advisors.

Imagine having a room of accomplished entrepreneurs you actually trust

Make better decisions at Speakeasy

Better Decisions

Get candid feedback from entrepreneurs who've already faced what you're facing.

Real solutions at Speakeasy Mastermind

Real Solutions

Bring the problem. Leave with strategies, resources, and people who can help solve it.

Get powerful introductions at Speakeasy Mastermind

POWERFUL INTRODUCTIONS

Access partners, talent, customers, vendors, investors, and opportunities you may never find on your own.

Stay ahead of the curve with Speakeasy

AHEAD OF THE CURVE

See what entrepreneurs are actually doing right now in AI, marketing, sales, technology, and growth.

Speakeasy members make life long friendships

LIFE LONG FRIENDSHIPS

Build friendships whith people who understand this part of your life because they're living it too.

What Happens When

You Get in the Right Room

"Every meeting gives us another competitive advantage."

Jim Bunch

Founder & CEO

”One conversation helped me 2X my business.”

Sam Wakefield

Founder, CEO, & Top Podcaster

”The right people help you see your blind spots.”

Kat Merritt

Founder, Influent Sales

”The greatest gift is having people you can truly trust.”

John Assaraf

Entrepreneur, Investor & Bestselling Author

”I've never been in a room with this much talent.”

Chris Miles

Entrepreneur, Podcaster, & Cash Flow Expert

”Learn from Entrepreneurs who are actually doing it.”

Beejel Parmer

CEO & Entrepreneur

”Speakeasy put us on hockey stick growth.”

Curt Maly

CEO, Black Box Social Media

”You'll come for business... and stay for the people.”

Lisza Crisalle

CMO & Entrepreneur

See What Speakeasy Is Like for Yourself

You’ve heard from our members. Now experience the room firsthand. If you’re a qualified entrepreneur, we’d love to invite you to an upcoming Toronto event to meet the members, join the conversation, and see if Speakeasy feels like the right fit for you (and vice-versa).

No Speakers. No Pitches.

No Awkward Networking.

Once a month, your Toronto chapter gets together for three hours.

Dinner. Drinks. Real conversation.


Members talk openly about what's working, what's not, the decisions they're wrestling with, and the opportunities they're pursuing.

Then the room gets involved.

Ideas are challenged.

Playbooks are shared.

Introductions are made.

Problems get solved.

Real business gets done here.

Local Relationships. Global Access.

Your Toronto chapter becomes your trusted inner circle.

But your membership reaches far beyond one room.

Speakeasy Monthly Mastermind

Your Monthly Mastermind

Meet monthly with 15-30 established entrepreneurs in your city, to solve real challenges, share what’s working, uncover opportunities, and make better decisions faster.

Speakeasy Global Community Application

A Global Community App

Our community app connects you with hundreds of Speakeasy members to ask questions, share wins, find resources, collaborate, and build valuable relationships.

Visit Speakeasy Chapters All Around the World

Visit Other Chapters

Your membership travels with you. Visit Speakeasy chapters in other cities, join their meetings, and walk into a trusted community wherever business or travel takes you.

Speakeasy's Online Insider Sessions

The Online "Insider Sessions"

Exclusive online training sessions led by experts from within the Speakeasy community - sharing the strategies, tools, and ideas working right now in AI, marketing, leadership, sales, branding, growth, and more.

Notes From Every Chapter

Notes From Every Chapter

The best ideas from every monthly meeting are captured and available to you via our AI engine - giving you access to the strongest strategies, resources, insights, and breakthroughs emerging from every room.

Speakeasy Online Speed Networking

Online Speed Networking Services

Meet More Members, Faster. Join fast-paced virtual networking events designed to spark new relationships, collaborations, introductions, referrals, and opportunities across the entire Speakeasy network.

Find the Right Person Inside Speakeasy

Find the Right Person Inside Speakeasy

Quickly discover who’s inside, what they know, and how they can help, while making your own expertise visible to the community.

Speakeasy AI Powered Knowledge Hub

Your AI Powered Knowledge Hub

Search the collective intelligence of Speakeasy to uncover relevant strategies, resources, conversations, and the members best equipped to help you move forward.

Speakeasy Annual Event

The Annual Speakeasy Experience

Search the collective intelligence of Speakeasy to uncover relevant strategies, resources, conversations, and the members best equipped to help you move forward.

Is This Your Kind of Room?

Speakeasy is intentionally curated.


You'll probably feel at home here if...

You've built something real

Members have 6, 7, and 8 figure businesses and want to grow to the next level. Most members own established businesses generating $1M+ annually, or earn $250K+ per year as a solopreneur, or have recently built or exited a significant company.

You're still hungry.

You're successful - but you're nowhere near finished. And you’re still in the trenches.

You want relationships, not transactions.

You're looking for trusted peers and not prospects to pitch.

You want honest feedback.

You'd rather hear the truth than have people agree with you.

You show up.

The real value comes from building relationships month after month.

Meet Your

Toronto City Captain

Damian Reid

International Bestselling Author • Strategic Advisor • Toronto City Chapter Captain

Damian Reid is an international bestselling author, entrepreneur, and strategic advisor with more than 40 years of experience building and scaling service-based businesses. An entrepreneur since age 13, he has combined decades of hands-on business ownership with senior corporate leadership and more than a decade of transformational training and leadership development. He is the creator of the 6 Stages of Business Mastery™, 7 Steps to Your Freedom Lifestyle™, and 12 Key Life Areas™, and has delivered training to tens of thousands of people across North America.

As Toronto’s Captain, Damian brings a rare depth of business and leadership experience to the room, helping entrepreneurs see where they are, identify what is holding them back, and build toward sustainable growth and greater freedom. His work as a facilitator, coach, and longtime board-level leader gives him a practical, people-first approach to creating conversations that lead to clearer decisions, stronger relationships, and meaningful breakthroughs.

Get in the Right Room.

Come experience Speakeasy Mastermind at an upcoming Toronto meeting.

No pressure. No obligation. Just come experience the room.

We put high-caliber entrepreneurs in the right room so they can grow faster, make better decisions, and never build alone.