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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

Social Skills

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

My fav tips that have helped me get great booze and service. I also interviewed Nico, the owner of Concubine KL (one of my favorite bars!)

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

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

To make the article more comprehensive, I interviewed two waitresses, Yuan Jun Tan and Cassandra Anne…

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

How to keep a conversation going when you’re anxious

For a moment, I thought I lost the ability to speak. Words swirled in my mind… but nothing came out of my mouth. I was … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

11 easy ways to start a conversation with a barista (without being awkward)

I’ve chatted up baristas and most of these conversations are fun. And to give you an idea of what baristas are actually thinking, I interviewed two ex-baristas…

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

How to keep a conversation going with an introvert

For many years, I was introverted and socially anxious. While I’m a lot more extroverted now, I still spend a lot of time reflecting and … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

How to keep a conversation going when you don’t know what to say

Behold the world’s most awkward pause… Now, Obama was probably doing so for dramatic effect (pausing is one of his public speaking tools).   But imagine … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

How to keep a conversation going when you have nothing in common

Different worlds. Different realities.  That’s what it can feel like, when you talk with someone who seemingly has nothing in common. While conversations can be … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

How to keep a conversation going with people you don’t like

If the world was a perfect place, we would only talk with people we like.  Unfortunately, that’s not how reality works 🙂 Whether it’s an … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

How to keep the conversation going with people more successful than you

What should I even say!? I’m just a nobody.  There I was… talking with an entrepreneur who had seemingly achieved everything possible. Despite my fears, … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/29/2022

Social Skills

How to keep the conversation going with someone who isn’t listening

Talking with someone who isn’t listening is one of the most frustrating things ever.  So what do you do? No matter how much you want … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/28/2022

Social Skills

How to keep a conversation going with an extrovert

For many years, I was introverted and socially anxious. After enjoying countless conversations and hanging out with party animals very cheerful friends, I’m now much … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/28/2022

Social Skills

How to keep a conversation going when it’s too noisy

When it’s too loud to talk, what do you do? How do you still have a decent conversation without losing your attention or theirs?  Whether … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/28/2022

Social Skills

5 Ways To Make Conversation Without Asking Too Many Questions

Oooh boy. Where do I start…  So, I used to be the guy who peppered people with a billion questions. While this approach helped get … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/28/2022

Social Skills

How to keep the conversation going with someone older or more experienced

I was smiling. But I was actually panicking.  There I was, a 20-year-old university student, chatting with a 60-year-old politician-turned-marketing-director. It didn’t help that he … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/28/2022

Social Skills

66 useful phrases to keep a conversation going (and avoid awkward silence)

These are based on the 10,000+ conversations I had — what I find works best. 

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 10/27/2022

Social Skills

10 easy, fun ways to make new friends in Miami

As a former digital nomad and a remote freelancer/entrepreneur, I know how daunting it can be to make friends in a new city. You probably … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 09/22/2022

Social Skills

Guide: 18 fun ways to meet people & make friends in Montreal

I’ve visited Montreal multiple times over the years, and it’s one of my favorite cities in the world…

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 09/22/2022

Social Skills

10 easy, fun ways to make new friends in Chicago

As a former digital nomad and a remote freelancer/entrepreneur, I know how daunting it can be to make friends in a new city. You probably … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 09/22/2022

Social Skills

10 easy, fun ways to make new friends in San Francisco

As a former digital nomad and a remote freelancer/entrepreneur, I know how daunting it can be to make friends in a new city. You probably … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 09/22/2022

Social Skills

10 easy, fun ways to make new friends in Houston

As a former digital nomad and a remote freelancer/entrepreneur, I know how daunting it can be to make friends in a new city. You probably … Read more

Ian Chew, MHFA

Written by: Ian Chew, MHFA

Published on: 09/22/2022

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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