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Ian Chew, MHFAIan Chew, MHFA

As a sociology graduate, I’m constantly fascinated by people: how we talk with each other and with ourselves. Despite my social anxiety, I’ve had conversations with over 10,000 people — from homeless people to top CEOs — over the last ten years.

As part of my journey to overcome social anxiety, I also cold emailed top entrepreneurs and leaders. At first, I had tons of rejections — well, no one responded! As I got better at the art of outreach however, I ended up working with people like Eben Pagan, Michael Simmons (Inc. 30 Under 30), and Amir Ahmad Nasr (coach to 9-figure CEOs), ultimately helping them reach tens of millions of people online. 

For my work and projects, I've been featured by top media outlets including Fortune, CBC, Inc. Magazine, and Canadian Geographic. I also did a TEDx speech on my experience talking with strangers (link below).

I started Deeper Conversations to share everything I've learned — and am learning — about communication and relationships.

(Here's the full back story on why I created the site.)

Education 

Bachelor of Arts (Sociology) at Mount Allison University

Certifications 

  • Social Anxiety Disorder Comprehensive Training Course, PESI
  • 2-Day Certificate Course: CBT For Anxiety, PESI
  • ACT for Depression & Anxiety Disorders, Psychwire
  • Rewire the Anxious Brain: Neuroscience-­Informed Treatment of Anxiety, Panic and Worry, PESI
  • The Power Of Awareness, Greater Good Science Center - University of California, Berkeley
  • Psychological First Aid, John Hopkins University
  • Mental Health First Aid, Malaysian Mental Health Association

Media features 

  • Inc. Magazine: Want to Win People's Trust? This TEDx Speaker Says Do This 1 Thing | Inc.com 
  • TEDxMoncton: What I learned from 700 interviews in three years | Ian Chew
  • CBC: Humans of Sackville 

Latest articles

Conversation Starters

Conversation starters with new friends, or people you just met

You met someone new, and you’d like to get to know them. But how do you go from small talk to a deeper connection?  Here … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

50 deep conversation starters with your best or close friend

You know almost everything about them (way better than scientists who only know 35% of the earth!) They know just as much about you too. … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

28 deep conversation starters for parents and grown kids

For the lucky ones, talking to their parents is a walk in the park.  For others including myself, it can often be a challenge. But … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

18 conversation starters for meaningful family gatherings

For many, family gatherings are like canned peas — they aren’t bad, but they aren’t memorable either. Why is this the case? Priya Parker, the … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

11 long weekend conversation starters for deeper connection

Most of us have a complicated relationship with weekends.  Especially if it’s a long weekend.  Do you rest? Do you party? Do you — God … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

5 church conversation starters to make new friends

You’re going to a church, but you don’t know anyone… How do you start making new friends? In this article, I got my close friend … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

25 pillow talk conversation starters for deeper connection

There’s nothing more intimate than curling up in bed together and chatting before you fall asleep. Amanda Denes, a relationship researcher, said:  “During pillow talk, … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

5 simple, non-creepy conversation starters at a bar

Alright, you’re sitting around at a bar, either waiting for a friend or all by yourself. And you notice that someone is right beside you, … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

25 questions to cultivate kindness towards yourself and others

In a world that worships accomplishments and success, kindness can sometimes be seen as less important… or even unnecessary.  But kindness is how we truly … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

How to be a great leader: 31 leadership conversation questions

We are all leaders in our own ways. And if you want to accomplish anything bigger in life, you will end up working with leaders … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

24 Christmas dinner conversation starters

Growing up in Malaysia, I only had a vague idea of Christmas — I always thought of it as a “turkey holiday”(turkey dinner was the … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/09/2022

Conversation Starters

20 dinner table conversation starters for deeper connection

In my family, dinner talk was unusual… until this extrovert decided to change things 🙂  According to research, you feel closer to each other by … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/08/2022

Conversation Starters

23 fun & deep book club conversation starters

Love learning and sharing what you’ve learned?  Join book clubs — they are the intellectual version of sex stores 🙂 Here’s a list of questions … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/08/2022

Conversation Starters

19 fun & deep birthday party conversation starters

My first birthday party was at Kentucky Fried Chicken, and being the fast-food-deprived kid, I loved it.  Since then, I’ve been a fan of birthday … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/08/2022

Conversation Starters

23 fun & deep campfire conversation starters

Chatting around a campfire is often a magical experience.  As the embers burn, you can hear the breeze whistling and the birds chirping between the trees, … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 12/08/2022

Social Skills

16 easy ways to start a conversation with your neighbor (without being awkward)

When I moved back home, I found myself not knowing any of my neighbors, and it took me months to build relationships from scratch… here’s what I learned:

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/31/2022

Social Skills

10 easy ways to start a conversation with a coworking space member (without being awkward)

My first internship wasn’t in a conventional office environment. It was in a coworking space — the Centre for Social Innovation in Toronto.  Over the … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/31/2022

Social Skills

7 ways to start a conversation with a retail store owner (without being awkward)

Want to improve your social skills?  Talk to strangers. If you learn how to talk to strangers, you can talk with pretty much anyone. Now … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/31/2022

Social Skills

7 easy ways to start a conversation with a rideshare driver (without being awkward)

Want to improve your social skills?  Talk to strangers. If you learn how to talk to strangers, you can talk with pretty much anyone. Now … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/31/2022

Social Skills

7 easy ways to start a conversation with a store clerk (or cashier)

Want to improve your social skills?  Talk to strangers. If you learn how to talk to strangers, you can talk with pretty much anyone. Now … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/31/2022

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  • Social Anxiety
    • Book Summaries
    • Experiments
  • Social Skills
    • Talk To Anyone
    • Keep Conversations Going
    • How To End Conversations
    • Friends
    • Family
    • Couples
  • Conversation Starters
  • About
    • Team
    • Contact