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Episode Info:

On this week’s show, we spoke with Anna Chif, Co-Founder and COO @ Dialogue

Anna Chif is the co-founder and Chief Operating Officer of Dialogue, a telemedicine provider founded in 2016. In less than two years, Dialogue has established itself as the Canadian leader in its field and now serves nearly 150 companies as its clients across the country. The Dialogue platform allows employees of client companies to quickly reach excellent nurses and doctors via chat and video for any medical question.

Dialogue has received over $15 million in venture capital since its launch and is among the fastest growing technology companies in Canada. Anna studied finance and international business at McGill and worked at McKinsey for a few years before founding her company.


On the show, we spoke about:

  • Her interest in wellness and healthcare
  • How she left McKinsey to launch Dialogue
  • The mission driven nature of the company
  • What she learned by being in a hyper growth startup
  • The massive opportunity in her space
  • The future of healthcare


Anna is a remarkable entrepreneur and I’m glad that she took the time out of her busy schedule. I hope that you enjoy the conversation!


Let us know what you think. What types of guests would like to see on the show? What topics interest you the most? Send me your thoughts at


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