Inspired Capital
Inspired with Alexa von Tobel
Inspired with Alexa von Tobel dives headfirst into conversations with the most ambitious people on the planet. Host Alexa von Tobel, Founder and Managing Partner of Inspired Capital, gets under the hood of guests’ ambitions, from pivotal childhood moments to the critical advice that shaped their life paths. What does it take to be a true visionary, one who stares down monumental challenges with grit and resilience? Learn directly from those builders and problem-solvers whose determination is shaping a brighter, more inspired future.
Author
Inspired Capital
Category
Podcast website
Latest episode
Jun 3, 2026
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Episodes
How to Treat Every Day Like Day One with Divya Gokulnath of BYJU'S 03.05.2023 32:44
Over the course of her career, Divya Gokulnath has gone from teacher to cofounder of the world's largest edtech company. In 2011, she co-founded BYJU'S with her husband, Byju Raveendran, to create a world where every student can learn better. By harnessing technology, BYJU'S has scaled to educate over 150 million students around the world, and the company has become India's most valuable startup....
How to Build a Lasting Company with John Berkowitz of OJO 26.04.2023 31:44
John Berkowitz's default is to be in problem-solving mode. So after selling his first company Yodle for $340 million, he was ready to get back in the ring. In 2015, John started OJO, an industry-leading real estate technology company that partners with the top real estate teams and agents to deliver value for millions of consumers. OJO was early to use AI to help people navigate the world of real...
How to Engage Your User Community with Trina Spear of FIGS 19.04.2023 30:39
Over lunch with a nurse friend, Heather Hasson realized that the whole experience of buying scrubs—from the shopping process to product quality—was subpar. So she and co-founder Trina Spear set out to create a direct-to-consumer brand dedicated to modern healthcare professionals: FIGS. They went from selling scrubs out of a car in 2013 to going public in 2021 at a valuation of over $5 billion. FIG...
How to Deliver Quality Results with AI with Jason Boehmig of Ironclad 12.04.2023 31:30
What if lawyers could work 10x more efficiently? That's the problem Jason Boehmig set out to solve in 2014 at Ironclad, a leading legal software provider that helps businesses create and manage contracts. But as AI's capabilities have grown, Jason now has his sights set on making legal work 1,000x more efficient. Jason transitioned from corporate attorney to founder, and Ironclad now has over 1,00...
How to Be Exuberantly Optimistic with Vlad Magdalin of Webflow 05.04.2023 31:56
Today, Webflow is a company valued at over $4 billion. But it took Vlad and his cofounders repeated attempts to get the company off the ground. In 2012, they started gaining steam for their vision to allow people to create websites with no coding experience. The company now brings the power of software engineering to designers through an intuitive visual interface and has grown to over 3.5 million...
How to Deliver Value Through High Quality Products with Jeff Raider of Harry's 29.03.2023 32:00
While in business school, Jeff Raider co-founded Warby Parker and watched the iconic glasses company take off. So when his friend, Andy Katz-Mayfield, G-chatted him one day with an idea to reimagine mens' razors, Jeff was intrigued. In 2013, the duo started Harry's to create exceptional shaving and personal care products that better meet the needs of modern men. The company has since reached tens...
How to Walk with Purpose with Reese Witherspoon of Hello Sunshine 22.03.2023 40:21
At fourteen, Reese Witherspoon’s acting career kicked off. In the ensuing decades, she has become an A-list star, earning an Academy Award for her performance in Walk the Line and starring in iconic films like Legally Blonde and Election. But despite her success, she found herself underwhelmed by the quality of roles for women. In 2016, she started Hello Sunshine, a cross-platform media brand and...
How to Measure Time by Impact with Jyoti Bansal of Harness and Traceable 15.03.2023 31:12
Jyoti Bansal is a serial entrepreneur, through and through. In 2008, he first made the leap from startup engineer to CEO with AppDynamics, a company that was acquired by Cisco for $3.7 billion just under a decade later. After giving retirement a shot, he returned to the founder seat: he started software delivery unicorn Harness, cybersecurity platform Traceable, startup accelerator BIG Labs, and V...
How to Scale via Product-Led Growth with Eugenio Pace of Auth0 and Okta 08.03.2023 32:35
Over his decade-plus at Microsoft, Eugenio Pace became an expert in cloud computing and identity management, co-authoring several books on the topic. His drive to solve the problem of identity management for fellow developers inspired him to start a company of his own, Auth0, in 2013. Over eight years, he scaled the company into a trusted global brand, leading to a 2021 acquisition by Okta in a $6...
How to Stay Emotionally Calibrated with Tim Chen of NerdWallet 01.03.2023 30:37
In 2009, Tim Chen found himself laid off from his Wall Street job and was trying to figure out his next move. But a simple question from his sister about finding the right credit card turned into the core idea for NerdWallet, the company on a mission to give consumers clarity around all of life's financial decisions. NerdWallet started as a tool to help people shop for credit cards, but has scaled...
How to Create a Design-Centric Platform with James Hirschfeld of Paperless Post 22.02.2023 29:48
While a sophomore at Harvard, James Hirschfeld put lots of time into planning his 21st birthday party—but when it came time to figure out invitations, there was no option that spoke to him, between expensive stationery and clunky online tools. He started Paperless Post in 2009 along with his sister, Alexa, and has since reimagined the experience of sending and receiving invitations for over 175 mi...
How to Build an Evidence-Based Business with George Fraser of Fivetran 15.02.2023 30:46
In 2012, George Fraser teamed up with his lifelong friend, Taylor Brown, to build Fivetran. Their initial vision was completely different from what Fivetran is today: a fully managed automated data integration provider, valued at over $5 billion. But the two listened to customer conversations and realized that they could build a viable business around a singular pain point. Fivetran now serves tho...
Why Execution is More Powerful Than Ideas with Allon Bloch of K Health 08.02.2023 30:13
Allon Bloch is no stranger to starting companies, but when he launched K Health, he was new to healthcare. Before K Health, he was the CEO of website publishing platform Wix and car retailer Vroom. But his father's health struggles inspired him to turn his focus to delivering high quality medicine at scale. He co-founded K Health in 2016 and has scaled the platform into the #1 downloaded app in th...
How to Be the Customer with Anthony Casalena of Squarespace 01.02.2023 30:16
Nearly twenty years ago, Anthony Casalena was a student at the University of Maryland who wanted to build himself a website. Finding no easy platform in the market, he created his own. Today, Squarespace is an all-in-one website building and ecommerce platform used by more than 4.2 million people. Anthony worked as a team of one for the first few years, but now has over 1,800 employees and took Sq...
How to Deliver Real Value with Ara Mahdessian of ServiceTitan 21.12.2022 32:26
Growing up, Ara saw firsthand how hard his father worked as a contractor running a trade business. When he met Vahe Kuzoyan, a fellow Armenian immigrant whose family worked in the trades, they saw an opportunity to help their own families work more efficiently and grow their businesses. Over time, word spread and they decided to go all in on building ServiceTitan. With a valuation over $9B, Servic...
How to Operate with Velocity with Waseem Daher of Pilot 14.12.2022 31:22
Co-founder dynamics can be notoriously challenging. But Waseem Daher and his co-founders, Jeff Arnold and Jessica McKellar, are now building their third business together. Their most recent company is Pilot, which they started in 2016 to solve a pain point they experienced as founders: how time-consuming it can be to manage company finances. Pilot is now the largest startup and SMB bookkeeper in t...
How to Build a Vertical Product with Andrew Bialecki of Klaviyo 07.12.2022 30:14
What if brands were empowered to deliver personalized experiences online, just as well as they could do in a store? That's the idea that underpins Klaviyo, the leading customer and marketing automation platform. Andrew Bialecki cofounded Klaviyo in 2012 and now serves over 100,000 brands, helping them generate $28 billion in revenue for its customers in 2021 alone. Andrew shares why he bootstrappe...
Flashback Episode: How Constraints Create Opportunity with David Velez of Nubank 30.11.2022 32:45
After business school, David Velez moved to Latin America to become a venture capitalist. But after finding a dearth of startups to invest in, he founded one of his own. Since then, Nubank has grown into the largest independent digital bank in the world. The Brazil-based company has over 39 million users and a valuation north of $25 billion. David shares how Nubank built a waitlist of over a milli...
Flashback Episode: How to Build Your Executive Team with Ali Ghodsi of Databricks 23.11.2022 34:25
In 2013, a team of academics at UC Berkeley was working to solve massive data challenges that were impacting the tech companies in their backyard. Fast-forward and that team now represents the co-founders of Databricks, a data and AI company used by more than 5,000 organizations worldwide. In 2016, Ali Ghodsi stepped into the CEO seat and the company is now valued at $28 billion. Ali shares why he...
How Naivete Can be a Strength with Sean Duffy of Omada Health 16.11.2022 28:00
Just a year into medical school at Harvard, Sean Duffy decided to pursue a new route toward healthcare delivery. In 2011, he started Omada Health to explore how design and technology could make a difference in healthcare. Today, Omada Health is a virtual-first care provider that blends clinical protocols with behavior science to help people with chronic conditions achieve long term improvements. T...
How to Persevere with Saeju Jeong of Noom 02.11.2022 30:31
Today, millions of users know Noom as the most-installed weight loss app of 2020. But it took countless pivots and many years for the consumer-led digital health company to turn its mission—of helping people live healthier, happier lives—into a product users are obsessed with. Saeju's intense desire to help people dates back to childhood in South Korea, growing up in a family of doctors. He starte...
How to Build a 100-Year Company with Harley Finkelstein 26.10.2022 30:32
Harley Finkelstein first encountered Shopify as a user. Back in 2006, while in law school, he was one of the first merchants to use the platform. He joined the company in 2010 and now serves as President, helping to scale Shopify to millions of daily active users across 175 countries driving $444B in global economic activity. Today, Shopify is the all-in-one commerce platform to start, run, and gr...
Why Friction is Underestimated with Sebastian Siemiatkowski of Klarna 19.10.2022 29:51
It has been nearly two decades since Sebastian Siemiatkowski started Klarna, based on the simple idea of enabling customers to pay how they'd like. Today, Klarna is a fintech giant on a mission to revolutionize the retail banking industry. Headquartered in Sweden, Klarna is now a fully licensed bank operating across 45 markets. The company has scaled to over 150 million active consumers and over 4...
How to Define a Flexible CEO Role with Max Rhodes of Faire 05.10.2022 29:46
How do retailers find brands to feature in their stores? For years, trade shows were the default option. Until Faire entered the scene. Max Rhodes started Faire in 2017 as an online marketplace where retailers discover their next bestsellers from independent brands across the globe. Today, the company supports over half a million retailers in 15,000 cities and connects them to over 70,000 brands a...
How to Keep Growing with Noah Kerner of Acorns 28.09.2022 27:28
Amidst a fintech boom over the past decade, Acorns has continued to scale dramatically. The app which allows consumers to save and invest has grown to serve over 11 million customers and has helped its users invest over $15 billion to date. Noah's path into the CEO seat was an unusual one: he's a 4x entrepreneur and former DJ for Jennifer Lopez. But growing up in New York City gave him a life and...
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