Ask Deep Questions - Connection Cards by Jan Keck

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Our 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.

Each deck of ASK DEEP QUESTIONS includes thoughtful questions that go below the surface to create meaningful connections.

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

COACHING AND THERAPY

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

ORGANIZATIONS

From membership organizations to church groups and coworking spaces

JOURNALING

Use a question as journaling prompt and connect with yourself

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

Countries reached

1776

Decks sold

85248

Deep Conversations

“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.”

ROB - ⭐️⭐️⭐️⭐️⭐️

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

PAUL - ⭐️⭐️⭐️⭐️⭐️

“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.”

SEAN - ⭐️⭐️⭐️⭐️⭐️

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

DAVE & TRISH - ⭐️⭐️⭐️⭐️⭐️

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

DAN & TRACEY - ⭐️⭐️⭐️⭐️⭐️

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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

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“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.”

TERRENCE - ⭐️⭐️⭐️⭐️⭐️

“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.”

LINDA - ⭐️⭐️⭐️⭐️⭐️

“I put my cards in my car cup holder and my fiance 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.”

BLAKE - ⭐️⭐️⭐️⭐️⭐️