Where Connections Are Built and Legacies Begin.

This Isn’t Just Another Event Series—It’s Your Backstage Pass to a Life Well Lived.

Tired of boring networking events with lukewarm coffee and forced handshakes? Yeah, so are we.At Sterling Vanguard, we do things differently. We curate extraordinary experiences for extraordinary people—entrepreneurs, executives, visionaries, and those who just don’t settle for average.

Most events promise networking. Blueprints promises value.

Here’s What We’re All About

Blueprints: Fireside chats with people who’ve actually done the thing. Think of this as your live-action business podcast.
Cocktails and Dreams: A throwback to the golden age of networking, with craft cocktails and conversations that matter.
Salons: Big ideas, small groups, and zero PowerPoints.
Workshops: We design a problem. Everyone registered gets split up to other tables where we pair mature executives with juniors to collaborate on the solution.

And for the Inner Circle...

Our private membership community takes it to the next level

Jeffersonian Dinners: One table, one conversation, and the kind of insights you can’t Google.
Behind-the-Scenes Tours: Ever wanted to have a party in a private jet hangar and tour the benefits of flying private? How about a whiskey tasting in a gallery? All this and more.
Leadership Roundtables: Real talk with real leaders. Small groups where we discuss what is going well and what isn't, for real.
1-Day Retreats: Recharge, refocus, and reconnect in extraordinary places.

Stop Attending. Start Belonging.

Join the movement redefining what it means to connect, learn, and grow.

Join the community of Founders, Executives and Visionaries and be a part of something. We don't just let anyone in, be prepared for a meeting to discuss further.

Upcoming Events

Blueprints

Blueprints: Fireside Chat with Ryan Townend
Date: Jan 29 | Time: 6:00PM | Location: Calgary Petroleum Club
Discover the secrets behind marketing success with Ryan Townend, CEO of William Joseph Communications. In this intimate fireside chat, Ryan will share the strategies and insights that have driven his journey as a marketing leader and entrepreneur.What’s Included:Actionable lessons from a marketing expert.
Buffet Food
Networking with Calgary's top business minds.
VIP starts at 5:00PM, last time we did a wine tasting with $100 bottles, this time... find out!

Got questions? Reach out directly, and we’ll make sure you get everything you need.

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Our Events

Blueprints

Forget the fluffy, feel-good advice. This isn’t another “how to hustle” talk. Blueprints dives straight into the nitty-gritty: the strategies, screw-ups, and “aha!” moments that turned dreams into empires.This is for the builders—the ones who know there’s no magic shortcut but still want the playbook from those who’ve paved the way.What You’ll Get:The First Million Story: Every guest shares exactly how they made their first $1M. No fluff, no vague advice—just the numbers, tactics, and lessons learned.
The Blueprint: Step-by-step insights into how they scaled their success, built teams, and stayed ahead of the curve.
Real Conversations: These aren’t rehearsed speeches. It’s raw, unscripted, and full of truth bombs you won’t hear anywhere else.
Who’s in the Room?
The kind of people you want to know. Entrepreneurs, investors, and ambitious leaders who are just as hungry for growth as you are.
Why It’s Different:
Most events are all sizzle, no steak. Blueprints is the opposite. You’ll leave with actionable insights you can implement tomorrow.

Cocktails and Dreams

Welcome to Cocktails and Dreams—the most exclusive cocktail night in Calgary, where bold ideas flow as freely as the top-shelf whiskey. This isn’t just another networking event. It’s where visionaries, dealmakers, and dreamers come together to build empires over martinis.Why You Should Be Here
This isn’t for everyone—it’s for the few who know the power of a single conversation. Whether you’re here to pitch your next big idea, find your next co-founder, or just sip on a Manhattan while swapping stories with Calgary’s brightest minds, Cocktails and Dreams is the room you need to be in.
What to Expect
Exclusive Atmosphere: A curated guest list of top executives, entrepreneurs, and game-changers.
Inspired Connections: Think less “small talk,” more “let’s make it happen.”
Craft Cocktails: Enjoy expertly crafted drinks in the timeless elegance of the Petroleum Club.
It’s not just a cocktail night—it’s the beginning of your next big move.

Cocktail Lounge Crawl

Sip, Stroll, and Seal the DealForget the average pub crawl—this is where sophistication meets adventure. The Cocktail Lounge Crawl takes you on a journey through Calgary’s most iconic lounges and hidden gems, blending world-class cocktails with world-class connections.The Experience
Imagine this: a night filled with perfectly shaken drinks, candlelit corners, and conversations that matter. Whether you’re toasting to your latest win or brainstorming your next big move, the Cocktail Lounge Crawl is your invitation to break out of the boardroom and into a world of inspiration.
Why It’s Different
Handpicked Venues: From sleek speakeasies to luxurious lounges, every stop is a vibe.
Exclusive Company: A curated group of trailblazers, founders, and big thinkers.
Unmatched Energy: It’s not just a night out—it’s a spark for your next big idea.
Who It’s For
This isn’t for everyone. It’s for the visionaries who know the best deals happen over a Negroni, not a Zoom call. If you’re ready to elevate your game—and your glass—this is your kind of night.
The drinks are cold. The connections are hot. All that’s missing is you.

Sterling Salons

Big Ideas. Bold Conversations. Unforgettable Nights.Welcome to the Sterling Salons, where the smartest minds in the room come together to wrestle with ideas, debate the future, and leave inspired. These intimate gatherings are for those who crave depth, connection, and the spark of intellectual chemistry.The Vibe
Think less “networking event” and more “a dinner party for your brain.” In an intimate room with a select group of visionaries, trailblazers, and game-changers, we dive deep into the topics that shape industries, disrupt the status quo, and define what’s next.
What to Expect
A Captivating Guest Speaker: From venture capitalists to visionary founders, each salon features a leader who’s not afraid to share the raw, unfiltered story behind their success.
Curated Conversations: Guided, thought-provoking discussions that go beyond surface-level small talk.
Exclusive Atmosphere: Intimate settings designed to foster real connections and meaningful takeaways.
Why It’s For You
This is for the thinkers, the builders, and the doers—the ones who want to skip the fluff and dive straight into the substance. If you believe in the power of small groups to create big change, this is your room.
How to Join
Seating is extremely limited, and people who attend other events get first dibs on tickets. But if you’re ready to elevate your thinking, reach out to us and claim your seat at the table.
The best ideas start with a conversation. Let’s have it.

Workshops

Level Up. Break Through. Build Bigger.Sterling Workshops aren’t just about learning—they’re about transforming. These immersive, high-impact sessions are designed to arm you with the tools, strategies, and connections to make your next big leap. Whether you’re scaling a business, honing your leadership, or unlocking new potential, this is where the magic happens.What Makes It Different?
Actionable Insights: No fluff, no theory—just practical, game-changing strategies you can implement immediately.
Expert Facilitators: Learn directly from industry leaders, seasoned entrepreneurs, and subject-matter experts who’ve walked the walk.
Collaborative Environment: Work shoulder-to-shoulder with a handpicked group of ambitious peers, exchanging ideas and solutions in real time.
What You’ll Get
Tailored Knowledge: Deep dives into topics that matter—scaling, leadership, branding, or whatever your next challenge is.
Real Outcomes: Leave with a clear plan, actionable next steps, and the confidence to execute.
Connections That Matter: Build relationships with people who are serious about growth and ready to make things happen.
Who It’s For
Sterling Workshops are for the doers—the ones who are ready to stop talking and start building. If you’re looking to unlock your next level, this is where you do the work.
The future is built in the room. Step inside.

Global Retreats

Luxury, Inspiration, and Game-Changing ConnectionsSterling Vanguard’s Global Retreats are where leaders, visionaries, and innovators escape the ordinary to unlock their extraordinary potential. These multi-day adventures blend luxury, exploration, and high-level conversations, creating an experience that transforms the way you think, lead, and build.What to Expect
Iconic Destinations: From serene mountain escapes to vibrant international cities, every retreat is set in a location designed to inspire.
Curated Programming: Engage in workshops, fireside chats, and immersive experiences that challenge your thinking and expand your vision.
Exclusive Company: Join a select group of high-performing leaders who bring fresh perspectives, bold ideas, and a shared drive for excellence.
Why It’s Unique
This isn’t just a getaway—it’s an investment in yourself and your future. Global Retreats are designed to push boundaries, spark breakthroughs, and leave you recharged, refocused, and ready to tackle your next big challenge.
What You’ll Take Away
A Fresh Perspective: See the world—and your work—through a new lens.
Breakthrough Ideas: Gain insights and strategies to elevate your leadership, business, and impact.
Deep Relationships: Build lasting connections with an elite network of like-minded leaders.
Who It’s For
For the bold, the ambitious, and the curious. If you’re ready to leave the grind behind and immerse yourself in an environment of growth and inspiration, this retreat is for you.
How to Join
Global Retreats are by invitation only and are limited to a small group to ensure intimacy and impact. If you are interested, reach out, let's have a chat and see if you'd be a good fit.
The world is your stage. Step out of your routine and into your potential.

Membership

Sterling Vanguard Membership

Where Visionaries Gather
Sterling Vanguard isn’t just a membership—it’s a movement. This is your gateway to an exclusive community of leaders, builders, and innovators who understand that true success comes from surrounding yourself with the right people.
Why It Matters
This isn’t just a community; it’s a competitive advantage. Sterling Vanguard is designed for those who want to think bigger, move faster, and make connections that truly matter. It’s where your inner circle becomes your secret weapon.
Who It’s For
For the founders who build. The leaders who lead. The dreamers who do. If you’ve ever felt like you’re playing at a higher level than those around you, this is where you belong.
How to Join
Membership is by application only. Spots are limited to ensure that every member adds value, challenges the status quo, and brings something special to the table.
The best investments are in relationships. Start here.

Jeffersonian Dinners

Big Conversations Over Fine DiningWelcome to the art of the Jeffersonian Dinner—a curated experience where great minds meet over exceptional meals. Inspired by Thomas Jefferson’s legendary dinner parties, these intimate gatherings are designed to spark meaningful dialogue, build deep connections, and leave you thinking long after the last course.The Experience
One Table, One Conversation: No side chats, no small talk—just one focused discussion that goes deep into the topics that matter most.
Curated Guest List: A handpicked group of thought leaders, entrepreneurs, and change-makers who bring unique perspectives to the table.
Elegant Setting: Fine dining meets intellectual stimulation in an atmosphere designed for connection and inspiration.
Why It Works
At a Jeffersonian Dinner, every seat at the table matters. It’s not about networking; it’s about forging real connections through shared ideas, challenges, and insights.
What You’ll Take Away
New Perspectives: Leave with ideas you hadn’t considered and insights that challenge your thinking.
Valuable Connections: Build relationships with people who inspire, challenge, and elevate you.
A Night to Remember: From the conversation to the cuisine, this is an experience you’ll be talking about for years.
Who It’s For
For the thinkers, the doers, and the curious. If you value depth over small talk and substance over spectacle, this is your seat at the table.
Great ideas start with great conversations. Let’s begin.

Behind-the-Scenes Tours

Access the UnreachableSterling Vanguard’s Behind-the-Scenes Tours unlock doors most people don’t even know exist. These exclusive experiences take you beyond the velvet ropes, offering a firsthand look at how the world’s most fascinating businesses, spaces, and innovations operate.What to Expect
Insider Access: Explore iconic locations, cutting-edge facilities, and private spaces that aren’t open to the public.
Curated Insights: Learn directly from the visionaries, executives, and experts shaping industries.
Unforgettable Experiences: Whether it’s the factory floor of an industry leader, the boardroom of a top startup, or the creative studios of trailblazing artists, you’ll see it all from a new perspective.
Why It’s Unique
This isn’t your standard tour. It’s a chance to step into the inner workings of greatness, hear the untold stories, and discover what it really takes to succeed at the highest levels.
What You’ll Gain
Exclusive Knowledge: Understand the strategies, processes, and culture driving success behind the scenes.
Unique Inspiration: Find ideas and insights to apply to your own ventures and projects.
Authentic Connections: Meet the people making it happen—and connect with like-minded peers along the way.
Who It’s For
For the endlessly curious. For the leaders, creators, and thinkers who want more than surface-level inspiration. If you’re driven by a need to understand the “how” behind the success, this is for you.
What happens behind the scenes shapes the world. Now it’s your turn to see it.

Leadership Roundtables

Real Leaders. Real Problems. Real Solutions.Sterling Vanguard’s Leadership Roundtables are where decision-makers come to tackle challenges, exchange ideas, and leave with actionable solutions. These intimate, high-impact gatherings are designed for leaders who value collaboration, clarity, and results.The Experience
Curated Discussions: Each roundtable focuses on a specific leadership challenge, from scaling teams to navigating economic uncertainty.
Expert Moderation: Facilitated to ask the tough questions and keep the conversation focused.
Collaborative Problem-Solving: Gain new perspectives, share your insights, and work together to find solutions you can implement immediately.
Why It Works
There’s no fluff, no lectures—just open, honest conversations with peers who understand what it’s like to lead at the top. This is where real-world advice meets real-time application.
What You’ll Gain
Fresh Perspectives: Learn from leaders across industries and discover solutions you might not have considered.
Actionable Takeaways: Walk away with strategies and ideas you can implement in your organization right away.
Stronger Connections: Build lasting relationships with fellow leaders who share your challenges and ambitions.
Who It’s For
For the CEOs, founders, and senior executives who know that leadership can be lonely—but it doesn’t have to be. If you’re looking for a trusted circle of peers to help you navigate your next challenge, this is your table.
Great leaders don’t go it alone. Join the conversation.

One-Day Retreats

Step Back. Recharge. Think Bigger.Sterling Vanguard’s One-Day Retreats are designed for leaders and innovators who need space to think, recalibrate, and gain clarity. In just one transformative day, you’ll unplug from the daily grind and reconnect with the ideas, strategies, and people that drive your success.What to Expect
Immersive Learning: Deep dives into leadership, strategy, and innovation.
Curated Activities: From guided workshops to reflective exercises, every moment is designed to spark insight and creativity.
Elevated Venues: Think serene landscapes, luxurious spaces, and environments that inspire focus and fresh thinking.
Why It’s Different
This isn’t your typical retreat. It’s a high-impact experience built for leaders who need maximum results in minimal time. You’ll leave energized, refocused, and ready to take on your next challenge.
What You’ll Take Away
Clarity of Vision: Step away from the noise and rediscover your priorities.
Actionable Strategies: Build a concrete plan to tackle your most pressing challenges.
Meaningful Connections: Engage with a small group of like-minded leaders who share your drive for excellence.
Who It’s For
For the builders, decision-makers, and trailblazers who know the value of stepping back to move forward. If you’re ready to break through your current limits, this retreat is for you.
Big ideas don’t happen in the grind. Take a day to think bigger.

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