Guest: Tom Hale, CEO of Oura When he was growing up, Tom Hale’s family had pretty ordinary dinner-table conversations: What happened today, how was school, etc. But every day after dinner, Tom and his father would play backgammon, an experience that indirectly taught him a lot about business. Now the CEO of wearable health company Oura, he recalls that the game helped him understand risk-taking, strategy, pattern recognition, and more. Tom’s father also insisted they play for money: “If I could ...
May 08, 2023•1 hr 4 min•Ep. 137
Guest: Rachel Pike, COO at Modern Treasury Payment operations startup Modern Treasury is not afraid to do things in “our own weird way,” says COO Rachel Pike. Its values statement is a 150 word essay, it has gone viral by writing about nerdy ACH payments minutiae, and it has an unusual rule for quarterly internal reviews: No slides. Instead, departments have to write one to two page essay, which are packaged together and then shared company-wide, and with the board. In previous jobs, Rachel lame...
May 01, 2023•1 hr 4 min•Ep. 136
Guest: Ashley Kramer, CMO & CSO of GitLab One day, when Ashley Kramer was an SVP at Alteryx, one of her direct reports hit her with a dose of reality: “She said, ‘I think you are trying to put me on a path to be you, and to have your job. I don’t want any of that.’” Now the CMO and CSO of GitLab, Kramer — who has been a perfectionist since childhood — used to hold her team to the same high bar. But as she’s learned over time, “Not everybody’s gonna have your same ambition. Not everybody’s go...
Apr 24, 2023•1 hr 12 min•Ep. 135
Guest: Jen Vescio, Chief Business Development Officer at Uber and founder of Awestruck Ventures If you were to look at Jen Vescio’s calendar, it might look like a pack of Skittles: Every single one of her meetings is color-coded according to the Insights Color Focus system, which assigns the colors red, blue, yellow, and green based on what methods they emphasize in their work. As the chief business development officer of Uber, Jen has to work with people across that spectrum, and preps for each...
Apr 17, 2023•1 hr 20 min•Ep. 134
Guest: Nikesh Arora, CEO and Chairman of Palo Alto Networks Nikesh Arora has been in the C-Suite for more than two decades, including a 10-year stint as Google’s chief business officer and — most recently — five years as Palo Alto Networks’ CEO. But the COVID-19 pandemic made him radically reconsider the gap between the executive floor and the rest of the company. “There was a tremendous amount of anxiety and fear and uncertainty,” he says, “and this person I was talking to says, ‘Listen, your j...
Apr 10, 2023•1 hr 17 min•Ep. 133
Guests: Alex Smith and Shaun Livingston, former players for the San Francisco 49ers and Golden State Warriors “I just thought, the best of my life is behind me.” That’s what former NFL quarterback Alex Smith recalls of a devastating leg fracture in 2018 that threatened to end his football career forever. Former NBA guard Shaun Livingston suffered a similar injury early in his career, and both men were told the only way forward might be leg amputation & retirement. They endured through depres...
Apr 03, 2023•56 min•Ep. 132
Guest: Andre Iguodala, forward for the Golden State Warriors The average professional basketball career lasts around four years. By the first time Andre Iguodala came to play for the Golden State Warriors, in 2013, he was already on year 10 in the NBA. “All I wanted to do was get somewhere where I just truly enjoy going to work every day,” he says. And on his podcast with Evan Turner, Point Forward, he doesn’t shy away from the fact that being a famous and successful player comes with trade-offs...
Mar 27, 2023•50 min•Ep. 131
Guest: Al Gore, Former Vice President and chairman of The Climate Reality Project Al Gore has been talking about all kinds of renewable energy for decades. The former U.S. Vice President, Nobel Peace Prize winner, and star of An Inconvenient Truth says it’s “thrilling” to see things like wind power and sustainable forestry becoming the norm. But as humanity continues its struggle against the climate crisis, he says, it’s worth remembering that political will is also a renewable resource. Effecti...
Mar 20, 2023•1 hr 1 min•Ep. 130
Guest: Giancarlo “GC” Lionetti, CRO of Zapier “I live in a constant state of paranoia,” says Zapier CRO Giancarlo “GC” Lionetti, “which I guess is healthy and unhealthy.” A lifelong hard worker who shows up early and stays late, GC could have kept his job at team collaboration company Atlassian, which he joined before the company even offered stock options to employees. But his hunger for new experiences — and desire to learn things about new disciplines, like sales — took him away to unexpected...
Mar 13, 2023•1 hr 12 min•Ep. 129
Guest: Claire Hughes Johnson, author of Scaling People and Corporate Officer at Stripe Former Stripe COO Claire Hughes Johnson’s new book, Scaling People , is not your typical business book: Informed by her experience scaling one of the most valuable private companies in the world, it’s a tactical reference manual, “almost like a textbook,” aimed at helping managers wrestling with a variety of problems. And one of the big uniting themes is that, to solve anything, they’re going to have to look i...
Mar 06, 2023•1 hr 27 min•Ep. 128
Guest: Rania Succar, CEO of Intuit Mailchimp Ten years out of college, and with two advanced degrees under her belt, Rania Succar knew she wanted to be an operator. Taking a job at Google taught her a lot, but she chafed under the limitations imposed on her control and personal impact. At Intuit, she finally found what she had been searching for: “We really do have a structure that's set up to give you massive amounts of accountability and responsibility.” For seven years, Rania worked across th...
Feb 27, 2023•1 hr 4 min•Ep. 127
Guest: Lesley Young, CRO of Gem Lesley Young’s favorite book is “The Obstacle Is The Way,” in which Ryan Holiday argues that the process of working hard to achieve something is more important than the achievement itself. When you find yourself in a position of leadership, the Gem CRO says, “you realize there’s a lot of wisdom that you’ve gained in those experiences that you’ve had.” One of her passions is helping other people develop in the careers, which includes convincing them that “that hard...
Feb 20, 2023•1 hr 10 min•Ep. 126
Guest: Javier Molina, CRO of Starburst Starburst CRO Javier Molina’s peers, former colleagues, and even his wife often tell him the same thing: He’s difficult to read. That doesn’t mean he’s not listening, though. In fact, he’s focusing on many different things such as speech patterns, the words being used, and the priority of those words while simultaneously keeping a pulse on social cues as well. This uncontrolled habit he describes as both a superpower and his achilles heel. “It allows me to ...
Feb 13, 2023•1 hr 11 min•Ep. 125
All of Dennis Lyandres’ mentors — and even his parents — thought he was making a mistake when he joined Procore in 2014. At the time, he was working at the “it” company in Silicon Valley, Cloudera, and the startup was more than 10 years old without any major wins under its belt. But he knew someone “was gonna build a massive company” in construction software, and he found out that Procore’s team was uniquely obsessive about making its customers successful: “It felt like a culture that wouldn’t l...
Feb 06, 2023•1 hr 21 min•Ep. 124
In the middle of the Great Recession, Thomas Dohmke quit a stable job at a good company because “I wanted to build stuff again.” Specifically, he was inspired by the release of the first software development kit for iOS, and wanted to be part of the mobile revolution. Two companies later and halfway around the world, he is the CEO of software development powerhouse Github and on the precipice of another revolution — that of AI tools such as Github Copilot. Up to 40 percent of Copilot users’ code...
Jan 30, 2023•1 hr 11 min•Ep. 123
Freshworks president Dennis Woodside copes with stress by running as often as he can, a habit that began when he was CEO of Motorola Mobility. So far, he has run “16 to 17” Ironman triathlons. He’s also continually challenging himself in his professional life, leaving Motorola in 2014 to advise the founder-CEOs: Dropbox’s Drew Houston, Impossible Foods’ Pat Brown, and now Freshworks’ Girish Mathrubootham . Dennis’ advice for anyone working with founders is to “have empathy” for what they’re goin...
Jan 23, 2023•1 hr 5 min•Ep. 122
The best advice Brex founder and co-CEO Henrique Dubugras ever received came from Snap CEO Evan Spiegel: The best CEOs, Spiegel told him, are “extremely authentic to themselves ... If you try to emulate being Elon Musk and you’re not like that, you’re just gonna fail.” This wisdom has empowered Dubugras and his co-founder, Pedro Franceschi, to focus on the places where they can be most effective at Brex, and to be more authentic with their coworkers. In this episode, Henrique and Joubin discuss ...
Jan 16, 2023•55 min•Ep. 121
“When you create something,” says ServiceNow CEO Bill McDermott, “that gives you the ability to help and do good and achieve for the most people possible.” Bill left his first corporate job at Xerox for a short stint at Gartner, then served as CEO of SAP for nearly a decade. He made one more transition three years ago because he saw a great opportunity to help make ServiceNow a defining enterprise software company. “I knew it could happen,” he says. “What I didn’t know is just how unbelievably r...
Jan 09, 2023•1 hr 4 min•Ep. 120
With more than 1,200 employees, it isn’t easy for Gong co-founder and CEO Amit Bendov to stay in touch with everyone. So, his team has established a series of regular programs to communicate the company’s priorities and give workers a chance to ask questions. And despite the revenue intelligence company’s scale, they’ve established a core value called No Royalty: “You’re supposed to be able to communicate with anybody in the company,” Amit says. “You’re no better than anybody.” In this episode, ...
Jan 02, 2023•1 hr 2 min•Ep. 119
Jon Levin has been teaching at Stanford for more than 20 years, and has been the dean of the famous Graduate School of Business since 2016. Although teaching at Stanford puts him in contact with some of the most promising future entrepreneurs in tech, he says he hasn’t yet been tempted to leave academia for a startup because “I actually love being part of an institution that’s gonna be around for hundreds of years.” As public trust in institutions has eroded in recent years, Jon and his colleagu...
Dec 26, 2022•54 min•Ep. 118
“Think about the pandemic without the internet,” says Cloudflare co-founder and COO Michelle Zatlyn. The world’s sudden shift to doing almost everything online only worked because network engineers, IT administrators, and internet infrastructure companies like Cloudflare had done the work. Michelle says that, both personally and professionally, she’s fine being under the radar because she doesn’t need to be publicly reminded of the importance of her job: “It's like all the roads, the tunnels, th...
Dec 19, 2022•1 hr 17 min•Ep. 117
Grit has never been just about business, and success is not a vaccine against stress, anxiety, or depression. On today’s special episode, Joubin looks back at nine past interviews and the advice shared by guests who have been through difficult personal challenges. You can find links to the full interviews these clips came from below. In this episode: CCO Forter, Ozge Ozcan on burning out like a phoenix and the “dark side” of grit (01:05) CMO Samsara, Sarah Patterson on the value of being vulnera...
Dec 12, 2022•1 hr 5 min•Ep. 116
SAP Executive Board Member Scott Russell used to avoid talking about his personal life with coworkers. But “we want to understand and relate to each other,” he says, and being more open has made people more willing to trust and follow him. “Authenticity, you cannot manufacture that,” Scott says. “When you’re only showing a part of who you are to your team, you’re not showing your true, authentic self.” In this episode, Scott and Joubin discuss European business structures, three-year contracts, ...
Dec 05, 2022•1 hr 2 min•Ep. 115
In Silicon Valley when business is good, it's normal for top talent to hop from company to company to company. But GE's Linda Boff, described by at least one of her peers as the "Beyoncé of CMOs," has stayed at the 130-year-old conglomerate for nearly 20 years, through radical changes to the business structure, and with plans to split into three public companies on the horizon. She attributes her longevity to the fact that four out of five days of any week, she's excited to come in: "I believe i...
Nov 28, 2022•47 min•Ep. 114
PagerDuty CEO Jennifer Tejada has mixed feelings about how she is often portrayed in the press, as a “badass woman CEO.” The scarcity of female executives in enterprise means that it’s often the first thing anyone wants to talk about — not her performance leading a $2 billion company, or her team. She has specifically designed that team to include more under-represented people like her, so that she is not “the only one in the room” — but one executive team isn’t enough. “In my peer group, there’...
Nov 21, 2022•1 hr 12 min•Ep. 113
When DVx Ventures co-founder Jon McNeill joined Tesla in 2015, he told his new boss Elon Musk: “You won’t see me at least a day a week.” That’s because Jon believes the job of any leader is to make time to talk to front-line workers who know things executives don’t. While he was at Tesla he spent 20% of his time in service centers, support centers, or in retail stores, asking the people who worked there the same question: “If you had had my job for a day, what are the two things you would do to ...
Nov 14, 2022•1 hr 15 min•Ep. 112
Health monitoring company Whoop, founded and led by CEO Will Ahmed, hid a secret message on the circuitboard of its latest wearable device. “It says, ‘Don’t bother copying us, we will win,’” Will says. “And it also has every engineer who worked on Whoop 4.0’s initials.” For more than 10 years, Whoop has attracted fans from world-famous athletes to everyday consumers, and its deep-pocketed rivals have noticed. After financing talks with Amazon fell apart, “they just directly ripped us off” and ma...
Nov 07, 2022•1 hr 9 min•Ep. 111
As a veteran of several high-powered organizations — including McKinsey, Google, Dropbox — Notion advisor Olivia Nottebohm has learned the importance of respecting her teams’ personal journeys. She believes none of the 10 most important milestones in any person’s life will be career-related, and it’s important for leaders like her to strike a balance between accountability and empathy. “Before I need to have a tough conversation,” she says, “I try to put myself in their situation and think, ‘OK,...
Oct 31, 2022•1 hr 7 min•Ep. 110
“I literally thought to myself, I probably made the biggest mistake of my life taking this job.” That’s what Ali Ghodsi recalls about his decision step up the CEO role at Databricks, which would mean leaving a desirable post at UC Berkeley. He wasn’t sure if the company would make it, and some of Databricks’ board agreed that as an academic, he wasn’t right for the job. But they all wound up being wrong: Ali has led the company from $3 million ARR to $800 million, and the data-analytics company ...
Oct 24, 2022•1 hr 4 min•Ep. 109
Before Zscaler’s Dali Rajic arrived at his current company, he helped grow AppDynamics from $7 million in annual recurring revenue to nearly $1 billion — and for his next move, he knew he had to do something even bigger. That’s why he was excited to transition to Zscaler’s COO in February after more than two years as its CRO: “It was a job worth taking because it stretched me and it made me uncomfortable.” In this episode, Dali and Joubin discuss the state of tech M&A, the meaning of wealth ...
Oct 17, 2022•1 hr 17 min•Ep. 108
