Discipline Versus Obsession in Success

How do you stay focused and steady when your work revolves around pressure, fast decisions, and a schedule that never slows down?

In this episode of Habits & Hustle, I sit down with Robert Herjavec, entrepreneur, Emmy Award winner, and lead Shark on Shark Tank, to explore the mindset and habits that keep him clear and effective when the stakes get high.

He shares the discipline that keeps him steady under pressure, the lessons that reshaped his definition of success, and how he protects his energy in a world that rewards noise. We also talk about the routines that anchor him, how he filters opportunities, the role curiosity plays in high performance, and what staying grounded looks like when visibility comes with real cost.

Robert Herjavec is a Croatian-Canadian entrepreneur, investor, and television personality. He founded BRAK Systems, one of Canada’s leading internet security companies, and sold it to AT&T Canada for $30.2 million. He is an Emmy Award winner, the lead Shark on Shark Tank, a cybersecurity expert, keynote speaker, author, and lifelong car enthusiast known for his approach to steady, forward action.

What We Discuss:

• (18:45) Choosing discomfort as a real growth strategy

• (20:01) How confidence grows when you say yes, fail, and improve 1 percent daily

• (21:16) Why self-control is the performance skill most people ignore

• (11:22) The real difference between millionaires and billionaires and why it matters

• (25:47) The psychology of great sales and how curiosity becomes your edge

• (31:05) How to parent with privilege and still raise kids with grit

• (40:50) How he actually ended up on Shark Tank

• (52:01) Why small interactions can change someone’s life

• (59:17) The fitness fundamentals that matter after 60

• (1:02:10) How he rebuilt his body in his 60s through routine and discipline

Thank you to our sponsors:

Therasage: Head over to therasage.com and use code Be Bold for 15% off 

Air Doctor: Go to airdoctorpro.com and use promo code HUSTLE40 for up to $300 off and a 3-year warranty on air purifiers.

Magic Mind: Head over to www.magicmind.com/jen and use code Jen at checkout.

Momentous: Shop this link and use code Jen for 20% off 

Manna Vitality: Visit mannavitality.com and use code JENNIFER20 for 20% off your order 

Prolon: Get 30% off sitewide plus a $40 bonus gift when you subscribe to their 5-Day Program! Just visit https://prolonlife.com/JENNIFERCOHEN and use code JENNIFERCOHEN to claim your discount and your bonus gift.

Amp fit is the perfect balance of tech and training, designed for people who do it all and still want to feel strong doing it. Check it out at joinamp.com/jen 

Find more from Jen: 

Website: https://www.jennifercohen.com/

Instagram: @therealjencohen  

Books: https://www.jennifercohen.com/books

Speaking: https://www.jennifercohen.com/speaking-engagement

Find more from Robert Herjavec:

Instagram: @robertherjavec

X: @robertherjavec

TikTok: @realrobertherjavec

Youtube: @robert-herjavec