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AI Winter Wonderland
is closed for the season

Thank you for exploring the trail with us.

Our Winter Wonderland has officially closed its slopes. But the knowledge (and the gifts) live on.
If you’d like access to anything behind the 12 doors, just reach out to us.

Happy Holidays!

Get in Touch

Twelve doors. Twelve gifts. One path to AI confidence.

This winter, we created a cozy adventure through our own AI Winter Wonderland. Behind each door is a tip, resource, or spark of inspiration to help you explore how AI can make your work (and world) a little smarter.

Day 1: Ai winter wonderlandNOW CLOSED

Hidden Dimensions of Leadership

Unlock 40+ questions that melt blind spots and uncover where AI can transform your leadership.

Day 2: AI Winter WonderlandNOW CLOSED

Long-term AI Thinking Questions

Find long-term AI questions people often skip. The ones that reveal how AI could reshape your industry, your customers, and your workforce. 

Day 3 - AI Winter Wonderland
NOW CLOSED
AI & Copilot Executive Briefing Session

Step inside—literally. Join a half-day AI Executive Briefing at Microsoft’s Toronto office with seasoned leaders who’ve been navigating AI for years.

Day 4 - AI winter wonderlandNOW CLOSED

Prompt Pack for Executives

Discover 50+ AI prompts for executives—strategy, finance, emails, meetings. Actionable directions to get results faster.

Day 5 AI Winter Wonderland
NOW CLOSED
Process Automation Brainstorming Sheet

Not every workflow deserves automation. But some are screaming for it. This framework helps you score your processes on impact, feasibility, and cost.

Day 12 (18)
NOW CLOSED
The Salon Dinner

Join us for an intimate, exclusive gathering of C-suite leaders at Canada's finest restaurants. Michelin-level cuisine. World-class wine. The kind of evening that shifts how you think about your tech strategy.

Day 7: AI Winter Wonderland
NOW CLOSED
Security Readiness Check

Small security gaps can become big AI problems. Use this assessment to uncover weak spots and the state of your cybersecurity health in minutes.

Day 8 AI Winter Wonderland
NOW CLOSED
Data Readiness Checklist

Messy data = useless AI. This checklist walks you through critical steps to get your organization's data ready for AI and Copilot.

Day 9 AI Winter Wonderland
NOW CLOSED
Copilot ROI Calculator

Is Copilot worth the investment? This calculator shows you the real numbers. Plug in your team size and productivity gains to see the ROI for yourself.

Day 10 AI Winter Wonderland
NOW CLOSED
The Automation Kickstarter

Most teams know they should automate—they just don't know where. Answer five strategic questions to identify the processes in your business actually worth automating.

Day 11: AI Winter WonderlandNOW CLOSED

AI & Copilot Private Executive Briefing Session

Schedule a private session for your leadership team. We'll walk your executives through how to leverage AI & Copilot and uncover use cases specific to your business, Tailored, complimentary and the most insight-packed room to be in. 

Day 12 AI winter wonderland
NOW CLOSED
The Big Copilot Discount Drop

The final door is here — and it’s hiding the biggest Copilot savings of the season. Step in before they melt ❄️

Why Join?

A Snowy Trail of Surprises

AI can feel like a snowstorm of buzzwords. We built this AI Winter Wonderland as a calm, rewarding trail through the noise. Easy to follow, easier to enjoy.

Every door leads to something useful to help you think, plan, or build smarter with AI. 

Bit by bit, gift by gift, you’ll find your footing and see how AI can actually work for you. 

And by the time you’ve opened all 12 doors, you’ll have a dozen ideas (literally) on how to make your next AI step feel like your most confident one. 

For Every Kind of Explorer

Whether you’re a curious professional, a hands-on manager, or a leader plotting your next AI move, you've found the right trail! 

Think of it like a snowy trail full of surprises; every door unwraps a new discovery. The more doors you open, the closer you get to the grand prize.


What Awaits on Your Adventure

From November 17 to December 12, new doors will unlock every two days. Each one hides a fresh gift (and another chance to win). 

Gift release dates:

  • Nov 17, 19, 21
  • Nov 24, 26, 28
  • Dec 1, 3, 5
  • Dec 8, 10, 12 

✨ Pro Tip: For instant adventure alerts, follow us on LinkedIn. We'll post an update the moment each door swings open!

Get Updates

How to Play (and Win!)

Here's How the Adventure Works

Open doors. Collect gifts. Earn your prize.

  1. Visit the AI Winter Wonderland 
    New doors unlock every two days. Check back often!

  2. Open a door & complete an activity.
    Each door offers a gift, like a resource to download or an event to register for.

  3. Every activity you complete counts as one entry.
    Downloading, registering, or claiming a resource = one (1) entry into the raffle for the grand prize.
Read the Full Rules Here

Grand Prize

The Explorer's Golden Treasure

The explorer who collects their gifts has a chance to win both prizes:

AI Prototype

A $6,000 engagement where we help your team build and test one real AI use case.

Charity Donation

Choose a $500 donation to a charity you care about.

FAQ

How does the AI Winter Wonderland work?

Visit the AI Winter Wonderland landing page and open doors as they unlock. Each door reveals a new AI resource. The more gifts you collect, the more entries you earn for the grand prize raffle.

How do I enter the grand prize raffle?

Every time you download a resource or register for an event through a door, you earn one (1) entry. The more activities you complete, the more chances you have to win!

What can I win?

You could win a grand prize of a $6,000 AI Prototype engagement for your organization and choose a $500 donation to a charity you care about. The winner will be announced the week of December 15th, 2025.

Who can participate?

Anyone interested in learning about AI—no experience required! You must be a legal resident of Canada or the United States and 18 years of age or older to enter. Read the full rules and eligibility requirements here.

When do new doors unlock?

New doors unlock every two days from November 17th, 2025 to December 12th, 2025. Check back often for fresh surprises!

How will I know when new doors are open?

Follow us on LinkedIn or subscribe to our newsletter for instant adventure alerts and updates.