Ask Deep Questions – The Original Deck

 39,27

Includes 19% VAT
Delivery Time: ca. 14 workdays

48 thoughtful questions that go below the surface to create meaningful connections. For your partner, family, friends, strangers, or even yourself. Three levels of depth, from curious to vulnerable.

⚠️ Shipping update: I’m currently only shipping from Toronto to customers in Canada.

New EU packaging regulations took effect on August 12, 2026, and I can’t meet them across every European country as a one-person business right now. And with constant changes in US tariffs I had to make the hard decision to pause shipping outside of Canada for now.

Running a workshop in Europe and want decks for your group?
Get in touch, and I’ll see what’s possible.

SKU: 10-2 Category:

Description

These cards are perfect for

SMALL GATHERINGS

From coffee meeting and dinner parties, to park hangs or cottage weekends.

EVENTS

From networking events and retreats to conferences

TRAVEL

From road trips and camping trips to impromptu hostel conversations

ORGANIZATIONS

From membership organizations to church groups and coworking spaces

COACHING AND THERAPY

From masterminds, therapy groups to men’s or women’s groups

JOURNALING

Use a question as journaling prompt and connect with yourself

My mission is to create a world where everyone feels like they belong. Where strangers skip the small talk and connect meaningfully. Where relationships travel at the speed of vulnerability. And where we make each other feel heard, seen and valued.

JOIN THOUSANDS OF DEEP CONNECTORS
WHO ARE NOT AFRAID OF HAVING MEANINGFUL CONVERSATIONS

21

🌎 Countries Reached

4567

🙌 Card Decks Sold

219216

❤️ Deep Conversations started

The cards are social lubricant to deeper connection. The box itself is a conversation started and with the game format it gives people permission to go deep.

RobCanada

Not only did I begin to learn how to have more meaningful conversations with people, but I also learned a lot about myself

PaulUSA

It’s such a simple tool, but I’ve used these cards to create fascinating conversations with extended family, learned more about some of my best friends and prompted some vulnerable conversations with my partner that has made our relationship stronger

SeanCanada

The cards helped us slow down and really connect with each other.

Dave & TrishCanada

The cards helped us open up about things we normally wouldn’t talk about, but really need to during a date night.

Dan & TraceyUSA
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HOW TO USE THE CARDS

It’s an easy way to take your conversations on a journey instead of getting stuck at the small talk level. Each deck includes the following 3 levels of depth:

CURIOUS
Start with these questions to warm up and connect

BRAVE
Get ready to share deeper experiences and insights

VULNERABLE
Share something you may not have ever told anyone

ORDER YOUR CARDS HERE

The cards have helped change the way I interact with my friends and family to ways I’ve always wanted. Although there are moments of discomfort it becomes a practise of authenticity for all of us.

TerrenceCanada

These questions are things I want to talk about with my friends, but sometimes it feels uncomfortable asking them. The cards feel like a safe starting point to lead to deeper conversations.

LindaUSA

I put my cards in my car cup holder and my fiancé found them. I didn’t even realize how perfect of a place this is for these cards. Her and I will single handedly have even MORE legit road trips.

BlakeCanada

⭐️⭐️⭐️⭐️⭐️

ASK DEEP QUESTIONS CONNECTION CARDS

THE ORIGINAL DECK

THE ORIGINAL DECK comes with 48 thoughtful questions that go below the surface to create meaningful connections with anyone.

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F.A.Q.

Around 14 workdays. Your cards ship from Germany if you’re in the EU, and from Canada if you’re anywhere else, so you’re not paying to send a small box across the Atlantic. Shipping costs are calculated at checkout once you add your address.

Yes. You have 14 days from the day your order arrives to change your mind, no reason needed. Full details are in our return policy.

There is, and you don’t need to ask for it. Add the number of decks you want, and the discount applies automatically at checkout. It starts at 2 decks and grows from there, with the biggest savings at 25 and 50.

Ordering more than 50, or want your organization’s logo on the box?
Contact me, and we’ll sort something out.

48 questions, split evenly across three levels. Curious questions warm people up. Brave questions ask for something real. Vulnerable questions go where most conversations never do. You decide how far a group travels, and you can stop at any level.

No. Most people who own these cards aren’t facilitators. They’re using them at dinner tables, on road trips, and with friends they’ve known for twenty years and somehow never asked the right question. The cards do the hard part, which is giving everyone permission to go deeper.

Yes, but only digitally. The Family Deck and Teen Deck are available as instant PDF downloads, along with a digital version of the Original Deck. If you want everything, the Print + Connect Bundle collects all three digital decks with the Deep Dinner Playbook.

Yes, and for some people that’s the better option. Every deck is available as a PDF you download the moment you order. Print them at home, take them to a print shop, or use them straight from a screen if you’re facilitating online. No shipping, no waiting, no customs.

The Original Deck, the Family Deck, and the Teen Deck are all available this way, in English and German. If you want all three plus the Deep Dinner Playbook, the Print + Connect Bundle is the cheaper route.

What you give up is the object itself. The printed deck is a small, sturdy box that sits on a coffee table and gets picked up by someone who wasn’t looking for it. That matters more than it sounds like it should. A PDF is a tool you reach for on purpose. The deck is a tool that reaches for you.

If you’re facilitating regularly, or you’re outside the EU and Canada where shipping gets expensive, start with the PDFs.