First Session's story

First Session is a Canadian platform that helps people find the right therapist through authentic video interviews, personalized search tools, and educational content—prioritizing meaningful human connection over convenience.

First Session's mission is to give you the agency to find and connect with a therapist where you can grow and transform through meaningful human connection.

Founder story

Hi, I’m Rob Pintwala. In 2019, I launched First Session in Toronto. My dream was—as it is now—to remove the pain and agony in finding the right therapist for you.

I’m no stranger to therapy. Like a lot of people, before ever experiencing it myself, I saw mental health challenges troubling members of my family—both immediate and extended. PTSD, alcoholism, and trips to the psych ward: They were part of the backdrop of my youth.

Rob, his wife Shannon, and their son, Anderson.

In my 20s, I suffered a prolonged period of anxiety and depression. I was lucky enough to find the right therapist to help me at the time. Over the past 15 years, I’ve continued seeing a number of professionals—and seeing the profound positive impact therapy can have. I know what it’s like to feel stuck in a dark place, unable to move. And I also have benefited from the right help.

But that’s not what sparked the inspiration for First Session. It came from my wife, Shannon. In 2018, Shannon’s dad was terminally ill. She felt she needed help processing her experiences, so she reached out to a local clinic.

What did she get? A sales pitch from the clinic’s intake coordinator. An experience devoid of any empathy—she was just another customer, another source of profit. After weeks of building up the courage to reach out for help, she was dismayed. It broke my heart.

A few months later, I started interviewing and filming licensed therapists around Toronto, and First Session came to life.

The team

Rob Pintwala

Founder & CEO

Cindy Olsson

Operations: Client and Partner Success

Darlene Gray

Client Communications and Admin

Chris Abra

Website Developer

Elif Kaya

Operations Coordinator

Hasaan Bhatti

Video + Podcast Editor

Erika Anderson

Designer

Jonathan Johnson

Marketing and Content

Arunie Saldhi

Workplace Mental Health Consultant

Miguel

Unlicensed Therapy Dog

Advisors

Dr. Martin Drapeau, M.Ps., Ph.D

Clinical Psychologist, Professor at McGill University

Andrew Macdonald

SVP Mobility, Uber