432: Sukhinder Singh Cassidy - How To Take Risks & Thrive (Even When You Fail)
Descripción del Episodio
Text LEARNERS to 44222 for more...
Full show notes at www. LearningLeader.com
Twitter/IG: @RyanHawk12 https://twitter.com/RyanHawk12
Sukhinder Singh Cassidy is a leading digital CEO and entrepreneur with more than 25 years of leadership experience founding, scaling, and advising companies including Google, Amazon, StubHub, Yodlee, and more. Most recently, Sukhinder served as the leader of StubHub, the premier global consumer ticketing marketplace for live entertainment, which she and her team sold for $4 billion in February 2020. Earlier in her career, Sukhinder built Google's business throughout Asia Pacific and Latin America.
Notes:
- "Nothing will ever be attempted if all possible objections must first be overcome." - Samuel Johnson
- "We think when we do nothing there is no cost." That's not true. There's a cost to standing still.
- Proximity to opportunity benefits us even more than planning. Sukhinder moved to Silicon Valley in 1997. She rode the tailwind of the Internet and being at the epicenter of it all.
- Prioritize the WHO before the WHAT.
- As a leader, watch what you validate with your words and actions. Reward the behavior that you want. If you want to promote taking risks, then reward the people who do that. "You get what you create and what you allow."
- At one point, Sukhinder went to her boss at Google (who worked with Eric Schmidt) and said, "I'm pregnant, I want to keep running international at Google. I need for you to pay for me and my nanny to travel the world business-class. And they said yes." BIG ASK.
- She did the calculus and realized it was a reasonable ask. And they said yes.
- Career path - "My career is not linear, it's cyclical. It has ups and downs. I've made 13 different meaningful choices along the way."
- The myth that there is a linear relationship between risk and reward. Not all choices have an equal amount of upside and downside...
- Sukhinder sas been on the board of Urban Outfitters with Scott Galloway:
- Should you move to a big city? Should you move to your company's headquarters?
- Being at the center of the action matters... It helps if you can understand the pulse of HQ
- Should you move to a big city? Should you move to your company's headquarters?
- How to become a smart risk taker?
- What are our goals, passions, and values?
- What are we great at?
- Look for headwinds and tailwinds - (Join a growing company that has momentum)
- With that said, Sukhinder went to StubHub and there were significant challenges
- Over-prioritize the WHO over the WHAT
- Why did Sukhinder take the StubHub leadership role?
- It was a calculated risk
- She missed running a company of scale
- They needed entrepreneurial and executive energy
- How do you create an environment for people to take risks?
- You want people who are "truth-tellers, truth seekers, and authors"
- Make it safe to take risks -- Reward that behavior.
- Watch what you validate by your words and actions. Understand the magnitude and the weight of your words. People are always watching how the leader responds, who they commend, what they say...
- How to go for a job that you aren't qualified for?
- "The next level of learning is going for something you don't know..."
- To be a CEO, you need depth AND breadth. You need to expand your skillset. This is the path to accelerated learning.
- How do you know when you should leave a job?
- "I like 3-5 year sprints. Are you having fun? Are you making an impact? If you aren't having fun or making an impact, you'll want to leave."
- Think about: "Who am I doing this with? Are our values aligned?"
- Why did Sukhinder want to be a CEO?
- "A little bit of ego"
- "I was built to lead"
- "I enjoy being on the hook"
- People who sustain excellence:
- They surround themselves with other great people.
- They don't let their ego get in the way.
- They don't feel threatened by great people.
- Career/Life Advice:
- "We tend to assume that everything is zero-sum. It's not. Choice is a multiplier of opportunity and we get to control it. Make a choice and get in motion."
Episodios Recientes
Más podcasts de Sociedad y Cultura
Ver toda la categoría →
La Silla: On The Record
By shows
Cada semana contamos movidas de poder en Colombia a través de la voz de sus protagonistas. Un podcast de La Silla Podcasts.
Dinero Más Inteligente
By shows
El dinero no solo se gana, se entiende. <br /> En El Dinero Más Inteligente, Valeria Ovalle presenta la economía y Juan Carlos Herrera la conecta al mundo de inversiones. Una conversación entre razón y estrategia para entender el mundo financiero sin complicaciones. <br /> By GBM <br /> Síguenos en <b><a href="https://www.instagram.com/gbmplus_?igsh=czBzOG5mazBwMmlj&utm_source=qr">Instagram</a><b>.</b></b>
Lo que NO se habla con Fer Flores
By shows
Contenidos para construir una Humanidad con H mayúscula con perspectiva psicoanalista, médica, legal, antropológica y espiritual.
After the Whistle with Brendan Hunt and Rebecca Lowe
By shows
<p>Rebecca Lowe (Fox Sports) and Brendan Hunt (‘Ted Lasso’) are teaming up again to take on the 2026 World Cup! They’ll ride an emotional roller coaster together as 48 teams play 104 action-packed matches across the U.S., Canada, and Mexico. They’ll bring you all the joy and the drama, the hope and the heartbreak — and help you understand the matchups and personalities that will make this the biggest sporting and cultural event of our lifetimes</p><p>‘After the Whistle With Brendan Hunt and Rebecca Lowe’ is an Apple News Original podcast presented by Verizon.</p>
El que pueda que empate
By shows
El Mundial de fútbol 2026 con Axel Torres, Bruno Alemany y Antonio Romero. Lunes, miércoles y viernes escucha a este tridente que ya quisieran empatar con ellos Messi, Lamine y Mbappé.
To Catch a Thief: North Korea On Our Payroll
By shows
American companies are being infiltrated—not by hackers breaking in, but by workers. Thousands of North Korean operatives are applying to jobs across the U.S.—and getting them. They are embedding themselves at Fortune 500 companies. Government agencies. Critical infrastructure. Even the firms tasked with stopping this threat. To Catch a Thief: North Korea On Our Payroll is a first-of-its-kind audio documentary exposing this global labor pipeline—one that is quietly funneling hundreds of millions of dollars a year back to the regime, and its nuclear weapons program. Host Nicole Perlroth, bestselling author and former lead cybersecurity and digital espionage reporter for The New York Times, takes listeners inside this hidden network—from a rare, inside look at a North Korean IT worker on the job, to interviews with defectors who escaped it, to knocking on the doors of Americans hosting “laptop farms” on North Korea's behalf. Along the way, the series reveals how this playbook is creating a hiring freeze for American workers, in a challenging job market. And how it has metastasized—adopted by cybercriminal groups and fraud networks around the world—blurring the line between nation-state espionage and organized crime. To Catch a Thief is co-produced by Nicole Perlroth and Rubrik in partnership with Pod People. To Catch a Thief was written and produced by Nicole Perlroth, along with Khrista Rypl, TJ Raphaël, Rebecca Chaisson and Sam Gebauer. Additional thanks to Allie Pinel, Fendall Fulton, Krissy Clark, Cai Lee, Eunice Park and Aimee Machado. Editing and Sound Design by Erica Huang. Art direction and design by Ben Long, Gareth Strange and Sarah Burley at the John & Jane Agency, and support from John Leestma.
El Rincón De Los Errores
By shows
<p>Sean todos bienvenidos a este nuevo espacio donde vamos a aprender de los errores.</p><br><p>Conoceremos ese rincón de aquellos personajes que estamos acostumbrados a ver en los medios de comunicación, pero que al igual que cualquier otra persona, han cruzado sus propios desiertos, sacando lo mejor de lo vivido.</p><br><p>Es por medio de nuestros fallos que hemos crecido y nos hemos convertido en personas más sensibles, empáticas y con menos apariencias, por eso <a href="https://www.instagram.com/marimarvega/?hl=en" rel="noopener noreferrer" target="_blank">Marimar Vega </a>y <a href="https://www.instagram.com/efrenmartinezo/?hl=en" rel="noopener noreferrer" target="_blank">Efrén Martinez</a> han creado este lugar, en el cual podemos aprender después de habernos equivocado.</p><br><p>Bienvenidos, al Rincón de los Errores.</p><br><p>🎙️El Rincón de los Errores hace parte de la network de Dudas Media.</p><p>Para alianzas y colaboraciones, escríbenos a <a href="mailto:[email protected]" rel="noopener noreferrer" target="_blank"><strong>[email protected]</strong></a></p><hr><p style='color:grey; font-size:0.75em;'> Hosted on Acast. See <a style='color:grey;' target='_blank' rel='noopener noreferrer' href='https://acast.com/privacy'>acast.com/privacy</a> for more information.</p>