Office Hours with Spencer Rascoff

Office Hours with Spencer Rascoff

Spencer Rascoff is a New York Times bestselling author who co-founded four tech companies, invested in over 50, and was CEO of Zillow for a decade. His first start-up, Hotwire, sold to Expedia for $685 million, and his second start-up, Zillow, is now a real estate colossus, worth around $10 billion dollars. Now, he’s cofounded dot.LA, a media company covering the cutting-edge LA tech scene. Hear Spencer speak with CEOs, start-up founders, venture capitalists, and prominent thought leaders about how to manage, how to lead, and how to win in business.

Episodes

May 20, 2022 29 min

Host Spencer Rascoff speaks with Ian Siegel, CEO and co-founder of ZipRecruiter on this episode of Office Hours. ZipRecruiter is an online employment marketplace that uses artificial intelligence to match businesses with job candidates in every industry. More than 1.8 million employers have used ZipRecruiter since its founding in 2010. Ian previously held leadership roles at CitySearch, Stamps.com and Rent.com. He received his B.A....

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Spencer caught up with Mayor Stephen Adler at the Milken Institute Global Conference on May 2. Mayor Adler is the 58th mayor of Austin, Texas—a city that, along with L.A., has grown into a thriving hub of tech startups over the past two decades. Mayor Adler has received praise for his administration’s focus on innovation while staying true to the city’s slogan: “Keep Austin Weird.” Mayor Adler was born in Washington, D.C. and atten...

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Aero CEO Uma Subramanian speaks to Spencer on this episode of Office Hours about her love of everything that flies. Her appreciation of flight was sparked by her visit to Space Camp as a child which led her on the path to study aerospace engineering. Uma got her start in the aviation industry working at Northrop Grumman under contract to NASA. After receiving her MBA at Harvard Business School, Subramanian went into consulting, the...

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On this episode of Office Hours, Spencer speaks to Philip Rosedale, CEO and cofounder of High Fidelity and founder of Linden Lab, for a wide-ranging conversation about Web 3.0 and the future of the metaverse. Rosedale, who recently rejoined Second Life as a strategic advisor, speaks about his vision on what the future of metaverse holds, and how startups can prepare to innovate around it. As a true pioneer in the early iterations o...

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Liz Jenkins, the COO of Hello Sunshine talks about how the media company looks to put women at the center of the narrative. The L.A.-based company was founded by actor Reese Witherspoon and dedicated to female authorship. Their stories aspire to be both fun and informative and to spread contagious joy through the women at the heart of their storytelling. Liz, who joined the company as its CFO in 2018, talks about the career path th...

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With her longstanding Wall Street career (Citigroup, Merrill Lynch) and unique perspective as a woman in a predominantly male industry, Sallie Krawcheck is tackling a question that has mystified investment banks for decades: how to successfully market wealth management services to women. As CEO of digital financial investment platform Ellevest, she sees diversity as the greatest advantage in cracking the code. Krawcheck encourages ...

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Ryan Serhant, one of the most visible real estate brokers in media, chats with Spencer about his inventive approach to sales on this episode of Office Hours. Ryan is known as one of the stars of Bravo’s Emmy-nominated "Million Dollar Listing New York," and its spin-off show "Sell It Like Serhant." Ryan tells the story of how he wound up working as a real estate agent after arriving in New York to support his dream o...
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Spencer speaks with Calvin Selth, program manager for AnnenbergTech at the Annenberg Foundation on this episode of Office Hours. In his role at the foundation, Calvin leads operations and program management for PledgeLA, a collective of more than 220 tech companies and venture capital firms hosted in partnership with L.A. Mayor Eric Garcetti. PledgeLA's mission is to connect civic, private sector and nonprofit partners to incre...

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Paul Hanges, CEO of JibJab speaks with Office Hours host Spencer Rascoff about how the L.A.-based digital entertainment studio has attained success beyond its viral videos by moving into the eCards space and using its unique blend of satirical humor to compete with rivals Hallmark and American Greetings.

Founded in 1999 by brothers Evan and Gregg Spiridellis, the company first achieved widespread attention during the 2004 U.S. pres...

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Steven Wolfe Pereira, CEO of Encantos talks with Spencer about how the EdTech start-up uses "storyteaching" to help kids learn 21st-century skills. With diversity, equality, and inclusion (DEI) baked-in to the Public Benefit Corporation's mission, Encantos seeks to unlock talent from creators around the world to help build inclusive Storyworlds around the characters that make up its Intellectual Property. The platform, ...

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Russ Glass, CEO of Headspace Health, a digital mental health and wellbeing platform, speaks with Spencer about his involvement overseeing the surge in the Telehealth market after the merger of Headspace and Ginger. Glass, a serial tech entrepreneur—who was also formerly Founder of Bizo, Inc., aqcuired by LinkedIn— speaks candidly about his successes and failures with previous start-ups and why he believes that there is such overwhe...

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Allison Ellsworth and her husband Stephen, formerly employed in the oil and gas industry, quit their jobs to bet on themselves and and started a health-based soda alternative. Their concept, a prebiotic drink called Poppi masks the strong taste of apple cider vinegar using less than 6 grams of sugar to help support gut health. The Texas based start-up was funded by Rohan Oza after the couple went on Shark Tank who helped them work ...

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This conversation explores the L.A. tech scene and venture investing featuring two of the industry's leading voices. Spencer Rascoff and Dana Settle discuss Pacaso and Greycroft while sharing their thoughts on L.A.'s evolving ecosystem.

Dana Settle is a founding partner of Greycroft, where she heads the firm’s West Coast office out of Los Angeles. Prior to joining Greycroft, Dana spent several years as a venture capitalist ...

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In this fireside chat with dot.LA and Pacaso co-founder and chair Spencer Rascoff, Jam City President and co-founder Josh Yguado explores what the acquisition of Ludia means for the future of Jam City and mobile gaming. The discussion covers what it means to sit at the intersection of traditional entertainment and mobile gaming and why L.A. is the perfect place for this work. 

Jam City is reimagining the future of mobile gaming. Al...

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My friend, serial entrepreneur and legendary real estate coach, Tom Ferry, shares his career trajectory from sales to coaching phenom, the single biggest pitfall for work performance and his take on California’s business climate.

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Chris Webb rejected attending college in favor of diving into a finance career at eighteen years old. Now, he’s the CEO and co-founder of ChowNow, an app and online ordering system for restaurants that doesn't charge the onerous fees required of other delivery services. Hear Chris share how his education steeped in Wall Street and his mother’s surprise restaurant investment came together to ultimately inspire ChowNow.

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Shoeboxes full of invoices and receipts ignited the idea of Service Titan for Ara Mahdessian, the company’s CEO and cofounder. An Armenian immigrant from Iran, Ara came to the U.S. with his family as a young boy. He watched his parents assimilate to their new country while toiling into late hours of the night in order to give their family a good life. Their hard work paid off. Ara attended Stanford where he studied software enginee...

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Before PayPal, there was Bill Point, a company cofounded in the late 90s by Keith Richman, now cofounder of Boosted Commerce, which buys top-rated companies on Amazon and other e-commerce ecosystems and helps take them to their next level. Hear how the arc of his serial entrepreneurship follows the trajectory of the internet, what Boosted looks for in their acquisitions and what Boosted offers their companies to help them grow.

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As a self-taught teenage computer programmer in Brazil, Henrique Dubugras launched his first company, Pagar.me at age 16. After he sold it, Henrique was accepted and enrolled at Stanford, but dropped out early to follow his entrepreneurial instincts. This led him to co-found Brex with Pedro Franceschi, a business-to-business fintech unicorn disrupting the century old industry of banking small businesses.

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Birds were the first dwellers Austin Allison, CEO and co-founder of Pacaso, served with his boyhood bird-house business. Now, with Pacaso, the serial entrepreneur aims to democratize second home ownership by enabling people to co-own an amazing second home --- for 1/8 the cost. Hear his take on what it meant to have his first company acquired, his number one tip on how to keep his crew focused and how to best navigate what seems li...

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