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Lesson 3: Move Your Pitch Forward With Questions and Silence | Robert Herjavec

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April 5, 2026

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Tech entrepreneur Robert Herjavec got his start selling IBM products for no pay while he waited tables to make his rent. He later went on to sell a company he founded for $30.2 million. These days, you can see him as a panelist on “Shark Tank.” His path to success from humble beginnings was shaped by his ability to connect with customers and make a strong pitch.

In this video lesson, he reveals the value of getting others to open up to you, and how to do it.

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About Robert Herjavec:

Before he was a star on Shark Tank, Robert Herjavec worked behind the scenes in production and also spent time waiting tables and delivering newspapers. He later rose up the ranks at a technology company through a sales role. Herjavec went on to found several companies, including BRAK Systems, an internet security firm he sold to AT&T Canada for $30.2 million, and The Herjavec Group, a global cybersecurity company. The Herjavec Group merged and rebranded as Cyderes in 2022, and Herjavec stayed on as CEO and board member before stepping down in 2024.

Herjavec has appeared as an investor on Canada’s Dragons’ Den as well as the U.S. and Australian versions of Shark Tank. He is also the author of three books: Driven: How to Succeed in Business and Life (2010), The Will to Win: Leading, Competing, Succeeding (2013), and You Don't Have to Be a Shark: Creating Your Own Success (2016).

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Lesson 3Robert HerjavecShark Tank HisGo DeeperBig Think BecomeYoutube BecomeBig Think ClassSubstack Get

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Lesson 3: Move Your Pitch Forward With Questions and Silence | Robert Herjavec · Big Think · Sentinel