ZipRecruiter CEO Ian Siegel on How the Job Market Has Shifted

Spencer Rascoff

Spencer Rascoff serves as executive chairman of dot.LA. He is an entrepreneur and company leader who co-founded Zillow, Hotwire, dot.LA, Pacaso and Supernova, and who served as Zillow's CEO for a decade. During Spencer's time as CEO, Zillow won dozens of "best places to work" awards as it grew to over 4,500 employees, $3 billion in revenue, and $10 billion in market capitalization. Prior to Zillow, Spencer co-founded and was VP Corporate Development of Hotwire, which was sold to Expedia for $685 million in 2003. Through his startup studio and venture capital firm, 75 & Sunny, Spencer is an active angel investor in over 100 companies and is incubating several more.

Ian Siegel, ZipRecruiter
Image courtesy of ZipRecruiter

On this episode of Office Hours, host Spencer Rascoff talked with ZipRecruiter CEO and founder Ian Siegel about how he built his company, the lessons he's learned along the way and how he's seen the pandemic drastically reshape the job market—probably for good.


Siegel moved to L.A. to be a writer in Hollywood. But he quickly realized he hated it. Instead, he moved into the fledgling online division at Warner Bros., From there, he found himself working at a series of VC-backed startups that became successful. As a result, he became known in the industry as an expert in taking online businesses that had plateaued and figuring out a way to help them grow. He said he hated every minute of it.

“What you are in that situation is you're an agent of change. And what I learned is you can be good at that, but no one likes you because everybody fears change.”

Instead, Siegel worked up the courage to start his own business.

“Why do I let people pay me such a small amount of money to turn around these businesses?,” he asked himself. “If I'm so good at this, why don't I just start my own and build it right from the very beginning. And that's what ultimately gave me the conviction to go launch ZipRecruiter.”

His time working at young startups too small to have their own HR departments gave Siegel the idea. After posting the same job position across multiple websites and printing out every single resume submitted, he realized he was facing a problem technology is built to solve.

“I just wanted a magic button that I could push. And it would send a job to all job boards at once, and then all the candidates from all those different sites would go into one easy to review list. That's exactly what we built with the first version of ZipRecruiter,” said Siegel.

Over time, ZipRecruiter’s mission has changed, he said, from a company aimed at solving a single pain point to a company trying to reinvent how the labor market functions. That, he added, is orders of magnitude more difficult, because “you are retraining America or potentially the world on a new way to do something.”

“And now you are knife fighting in the jungle, you are trailblazing,” he added. “I don't worry about how anybody in the current ecosystem operates. I'm truly fundamentally trying to change the labor market in the United States right now.”

Siegel said he’s seen the job market drastically change over the past couple years, as the pandemic accelerated the move to remote work and hybrid and remote positions surged. Fewer than 2% of jobs on ZipRecruiter had the words “remote” in them before COVID-19 stuck. Now, 60% of applicants say they’re seeking remote or hybrid work, and 12% of the jobs listed on the site offer a remote option—and that number is growing.

That reality has changed how he runs his own business.

“What I've done at ZipRecruiter is accept change,” Siegel said. “We are fully embracing remote. I believe remote is not only here to stay, it's a huge benefit.”

That, he says, is because employees and employers both save time on driving and grooming. They save money on gas and parking. The office, he added, will still have a purpose, but it will probably be more for building culture, and less for work.

"It'll be a much smaller space entirely designed around fun," he said. "No one will ever go in there every day purely for the purpose of doing their job, probably ever again."

One of the lessons Siegel said he’s learned as a serial entrepreneur is to make sure the work you pick is meaningful to you.

“It turns out every business takes the same amount of time, which is all your time,” he said. “So be thoughtful about how you spend it. Pick work that's meaningful for you. Pick work that has scale opportunity to it and that you're going to be excited to go into every day.”

Want to hear more episodes? Subscribe to Office Hours on Stitcher, Apple Podcasts, Spotify, iHeart Radio or wherever you get your podcasts.

dot.LA Engagement Fellow Joshua Letona contributed to this post.

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How to Navigate LA Tech Week 2026

🔦 Spotlight

Happy Friday, Los Angeles.

Next week, hundreds of tech events will take over the city, bringing founders, investors, engineers and creators together from October 12 through 18.

Calling LA Tech Week a conference does not quite capture the experience.

Presented by Andreessen Horowitz, Tech Week is a decentralized collection of panels, workshops, demonstrations and gatherings hosted independently by startups, venture firms and technology companies. There is no convention center or central stage. The programming stretches from Santa Monica and Venice to Culver City, Downtown, El Segundo and beyond.

In other words, the city is the venue.

AI remains the dominant theme for 2026, appearing across enterprise software, healthcare, finance, media and the creator economy. The schedule also reflects industries where Los Angeles has built a particular advantage, including aerospace, defense, robotics, advanced manufacturing, entertainment and consumer technology.

That range is what makes LA Tech Week distinct. It brings together the software companies shaping what comes next with the industries that already define Southern California.

The challenge is deciding where to show up.

Our advice: apply early and organize your schedule by neighborhood. Crossing from Santa Monica to Downtown may look manageable on a calendar created by someone who has never driven in Los Angeles.

To help you spend more time meeting people and less time crossing the city, we have organized each day’s events by location:

You can also browse the complete official LA Tech Week calendar.

Plan carefully, but do not fill every minute. The best conversation of the week may be the one that was never on your calendar.

More from this week’s LA startup and venture scene below.

🤝 Venture Deals

    LA Companies

    • El Segundo-based Gallatin AI raised a $50M Series A from new and existing investors including 8VC and Silent Ventures, bringing its total funding to $70M. The defense technology startup will expand its engineering team and advance Navigator, an AI platform that helps U.S. military units coordinate vehicle readiness, supplies, medical logistics and other mission-support operations. - learn more
    • Pasadena-based quantum computing startup Oratomic raised a $475M Series B at a $5.4B valuation, just three months after its Series A. ARCH Venture Partners, Spark Capital, Khosla Ventures, Index Ventures, General Catalyst and Bezos Expeditions co-led the round, bringing Oratomic’s total funding to $775M as it works toward a commercially viable, fault-tolerant quantum computer by 2030. - learn more
    • Torrance-based Fortastra raised a $30M Series A led by First In, with participation from Upfront Ventures, Space Capital, Rsquared, Side Door Ventures, ATX Ventures and existing investors. The company will use the capital to develop its next-generation maneuverable spacecraft, expand its engineering and operations teams and scale production of systems designed to protect critical assets in orbit. - learn more
    • Parallel Systems raised a $100M Series C led by AVP, with participation from Hillspire, Agility Global, Cobalt Capital, Anthos Capital, Congruent Ventures, Riot Ventures and Collaborative Fund. Founded by former SpaceX engineers, the company will use the funding to scale production and commercial deployment of its autonomous, battery-electric Panther rail vehicles, which are designed to make short-haul freight more competitive with trucking. - learn more
    • Gaming studio Gardens Interactive secured more than $35M in a Series B led by Lightspeed, with participation from Sequoia Capital, Index Ventures, Accel, Innovation Endeavors, Zenith Capital and other investors. The company will use the funding to launch and operate its debut social role-playing “strandbox” game, an evolving multiplayer world shaped by players’ actions and interactions. - learn more
    • Outer Spaces raised an $8M pre-seed round led by Upfront Ventures, with participation from Unlock Venture Partners, Mucker Capital and Genius Ventures. The startup is developing outdoor furnishings with integrated solar panels and batteries, turning backyards into sources of clean energy and backup power. - learn more
    • Furientis raised a $25M seed round led by Benchmark at a reported $125M valuation, following a $5M pre-seed announced in May. The defense startup will use the capital to scale production of lower-cost missile interceptors designed to be assembled quickly with readily available components, with a long-term goal of producing 1,000 systems annually at each factory. - learn more
    • Hiyo raised a $20.8M Series B led by Constellation Brands, with returning investor Live Nation also participating. The nonalcoholic beverage company will use the funding to expand its adaptogen- and nootropic-infused social tonics across more than 13,000 retail locations while growing its presence at hospitality venues and live events. - learn more
    LA Venture Funds
    • Navitas Capital participated in Vesta’s $30M Series B, which was led by Conversion Capital and included backing from several major mortgage lenders and financial institutions. The company will use the funding to scale its AI agents across mortgage origination, automating tasks such as application reviews, underwriting decisions and closing-document checks. - learn more
    • MTech Capital led Nettle’s oversubscribed $4.8M seed round, with participation from Project A Ventures, Sure Valley Ventures, Portfolio Ventures and Ventures Together. The insurtech startup will use the funding to expand across the U.S. and Europe while growing its AI platform, which helps commercial insurers identify property risks, accelerate inspections and generate reports. - learn more
    • Bonfire Ventures doubled down on Santé by participating in the company’s $15M Series A, which was led by FINTOP and included other returning investors. The New York startup will use the funding to expand its AI-powered operating system for independent wine and liquor stores, which combines point-of-sale, e-commerce, payments, inventory and marketing tools in one platform. - learn more

    LA Exits

    • Winnow Solutions was acquired by Marina del Rey-based Spring Labs, with financial terms undisclosed. Winnow’s attorney-built library of more than 100,000 state and federal regulatory requirements will become a core part of SpringGRC, helping financial institutions connect changing laws directly to their compliance policies, controls and workflows. - learn more

      Download the dot.LA App

      LA Tech Week 2026: Sunday’s Event Lineup

      🔦 Spotlight

      LA Tech Week 2026 closes Sunday with one final day of events across Los Angeles. We have organized the remaining lineup by neighborhood so you can finish the week with a few last conversations before everyone returns to their regularly scheduled inboxes.

      ARTS DISTRICT

      12:00 PM

      CARSON

      12:00 PM

      CULVER CITY

      9:00 AM

      • Women in Cleantech & Sustainability Hike and Network: See Details Here
        Women in Cleantech & Sustainability

      6:00 PM

      • Founders pitch competition: See Details Here
        Biomorphix solutions, Nightingale regenerative

      HOLLYWOOD

      10:00 AM

      4:00 PM

      • AI International: Film, Music Video & Micro-Drama: See Details Here
        AI International Film Festivals

      MID CITY

      1:00 PM

      OTHER

      12:00 PM

      • ORGANIC LIFE LABS™ PRESENTS THE ALIGNMENT LAB: The Science of human performance: See Details Here
        The Blue Room Collective

      SANTA MONICA

      8:00 AM

      1:00 PM

      6:00 PM

      SOUTH LA

      2:00 PM

      • Future Builders : Family STEM Day: See Details Here
        Black L.A. Tech Week (Community Collective)

      VENICE

      10:00 AM

      12:00 PM

      • How to Raise Funds to Fund Any Business Using Digital Products.: See Details Here
        DN Events

      VIRTUAL

      5:00 PM

      WEST HOLLYWOOD

      3:00 PM

      Each session provides unique opportunities to gain insights, network, and explore various fields of tech innovation. For updates or more event information, visit the official Tech Week calendar.

      Download the dot.LA App

      LA Tech Week 2026: Saturday’s Event Lineup

      🔦 Spotlight

      LA Tech Week 2026 heads into the weekend Saturday with more opportunities to learn, meet fellow builders and explore what is being created across the region. Browse the day’s events by neighborhood below and find the gatherings worth leaving the house for.

      ARTS DISTRICT

      5:30 PM

      BEL AIR

      5:00 PM

      CULVER CITY

      10:00 AM

      1:00 PM

      4:00 PM

      DOWNTOWN

      11:00 AM

      2:00 PM

      • South Asians in Space, Physical AI: See Details Here
        american south asian network

      5:00 PM

      7:00 PM

      HOLLYWOOD

      8:00 PM

      INGLEWOOD

      10:00 PM

      LONG BEACH

      10:00 AM

      12:00 PM

      LOS FELIZ

      8:30 AM

      • Griffith Observatory Hike with Longevity Cities & Don't Die LA: See Details Here
        Longevity Cities

      MALIBU

      5:00 PM

      MARINA DEL RAY

      9:30 AM

      • The Brazen Capital Walk: Connecting Women, Capital & Opportunity: See Details Here
        BrazenEra

      6:00 PM

      • Build an AI workflow editor, natively in Angular: See Details Here
        Workflow Builder

      SANTA MONICA

      7:00 AM

      • Founders Running Club Run in Santa Monica: See Details Here
        Founders Running Club, MongoDb

      9:00 AM

      • MOLTEN - Spatial hackathon (ElevenLabs, AssemblyAI, Rokoko, Datafeel...): See Details Here
        Field Lab

      2:00 PM

      3:30 PM

      6:00 PM

      7:00 PM

      SOUTH LA

      7:00 PM

      THE VALLEY

      7:30 PM

      UCLA

      11:00 AM

      USC

      9:00 AM

      10:00 AM

      10:30 AM

      VENICE

      8:00 AM

      • Open Air Health Tech: See Details Here
        Open Air Health Tech, Bowshock, Govitamins App

      10:00 AM

      10:30 AM

      11:00 AM

      12:00 PM

      6:00 PM

      • Bots, Bytes & Bubbles Benefit: See Details Here
        Distinguished Minds Institute dba thinqueBytes®

      VIRTUAL

      9:00 AM

      • Ask a VP of Sales: Live GTM Office Hours for Early-Stage B2B Founders: See Details Here
        Kat Rucker Consulting Group

      11:00 AM

      WEST HOLLYWOOD

      11:00 AM

      • The 10x Engineer Showed Up. The 10x Organization Didn't.: See Details Here
        Workflow Builder, Tentaro

      3:00 PM

      WESTSIDE

      11:00 AM

      2:00 PM

      • Graphic Design & Digital Printing Meetup: See Details Here
        Big Frog Custom T-Shirts & More of West LA

      7:00 PM

      WESTWOOD

      12:00 PM

      Each session provides unique opportunities to gain insights, network, and explore various fields of tech innovation. For updates or more event information, visit the official Tech Week calendar.

      Download the dot.LA App

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