Deep Questions Archives

Conversation Starters Deep Questions

The Ultimate List of Conversation Starter Card Decks

Everyone told me I was crazy to do this... "Why would you publish a list…

Jan KeckDecember 5, 2019

Deep Questions Fighting Loneliness Making Friends

The Lonely Generation

🥘 When you’re hungry - you need food. 🥛 When you’re thirsty - you need…

Jan KeckJune 19, 2019

Community Building Deep Questions Making Friends Networking

How to make friends in Toronto as an Introvert

If you’ve moved to Toronto recently, you’ve probably realized that it’s not that easy to…

Jan KeckMarch 11, 2019

Deep Questions Entrepreneur Events + Conferences Making Friends Networking

How to avoid small talk – and have a conversation that matters instead

How many times per week do you find yourself in a situation participating in small…

Jan KeckFebruary 26, 2019

Community Building Deep Questions Family

How to Connect with your Family at Thanksgiving Dinner

Are you planning to spend quality time with your family this Thanksgiving? "Quality time" could…

Jan KeckOctober 2, 2018

Community Building Deep Questions

Making Real Friends as Adults is Hard

Making friends when you were a kid was easy. You just asked: "Do you wanna…

Jan KeckAugust 21, 2018

Deep Questions Speaking

Courageous Conversations

Thanks, JuVan Langford for asking me this Deep Question 2 years ago because it led to one…

Jan KeckAugust 8, 2018

Deep Questions

How to connect with your mom on Mother’s Day?

Recently a friend's mother was diagnosed with cancer and I asked myself: "What would I…

Jan KeckMay 1, 2018

Deep Questions

33 Deep Questions to Ask Your Parents

I love my parents, but it's not always easy to talk about something else than…

Jan KeckMarch 21, 2018

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Deep Questions

The Ultimate List of Conversation Starter Card Decks

The Lonely Generation

How to make friends in Toronto as an Introvert

How to avoid small talk – and have a conversation that matters instead

How to Connect with your Family at Thanksgiving Dinner

Making Real Friends as Adults is Hard

Courageous Conversations

How to connect with your mom on Mother’s Day?

33 Deep Questions to Ask Your Parents

Hey, I'm Jan 👋

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