LA Venture: R-Squared Ventures’ Roy Rubin on the Evolution of Ecommerce

Minnie Ingersoll
Minnie Ingersoll is a partner at TenOneTen and host of the LA Venture podcast. Prior to TenOneTen, Minnie was the COO and co-founder of $100M+ Shift.com, an online marketplace for used cars. Minnie started her career as an early product manager at Google. Minnie studied Computer Science at Stanford and has an MBA from HBS. She recently moved back to L.A. after 20+ years in the Bay Area and is excited to be a part of the growing tech ecosystem of Southern California. In her space time, Minnie surfs baby waves and raises baby people.
R-Squared Ventures’ Roy Rubin
Photo provided by Roy Rubin

On the episode of the L.A. Venture podcast, R-Squared Ventures’ co-founder Roy Rubin talks about investing, ecommerce and how he got started in tech at UCLA.

R-Squared, the venture firm Rubin co-founded with his partner and former Loop Commerce co-founder Roy Erez, focuses on early-stage startups. The firm writes checks of between $500K to $1.5 million, with a focus on ecommerce, fintech, marketplaces and SaaS. R-Squared has made about 30 investments in the past 18 months.


Before co-founding the firm, Rubin was the CEO of Magento, a massive open source ecommerce platform that scaled to doing over $100 billion in transactions annually.

“We're both long term ecommerce guys, right? We care about the space; we're passionate about it,” Rubin said. “I think I come with a bit of skepticism, which is, maybe, healthy, because I've seen the ups and downs.”

That skepticism comes from some hard-won wisdom gained during the ecommerce’s heady early years, as well as steering a young company into the 2008 recession.

Rubin got his start in tech in the early 2000s as a student at UCLA, where he made rent by putting his programming skills to use as a kind of code-writer for hire.

“At the time I was reading a magazine article, and it said to be successful in business you have to focus,” he explained. “And I said, ‘You know, as a freelancer, I'm doing everything and anything. I'm doing content management systems and a bit of ecommerce and some website [design]. So if I have to focus, I know what to focus on’.”

He turned his full attention to creating ecommerce platforms for clients— an area of the industry he felt would grow rapidly.

“So that little freelance business turned into about 25 full-time people, while I was at UCLA,” he said. “And I said, ‘This is blowing up. And I need to go and really spend time here and make sure this is not going to fall apart’.”

He dropped out of school with only 10 weeks left, and devoted his full attention to growing his business and providing services to an army of clients.

Rubin’s early business was based on forking code for every new client, and developing it to their specifications.

”It was just messy and ugly. And it just didn't really allow us to scale,” he said.

Rubin and his team decided to end their relationship with their existing agency clients and instead focus on building a great ecommerce product.

He and his team began brainstorming what the “next-generation open-source platform would look like” and thought about building it based on a “commercial open source model,” building a open-source version that was free for the community, and another, paid version for enterprise users.

Magento, was born and quickly became a go-to product for companies, small and large, that were looking to scale their business online and safely sell over the rapidly growing internet.

“The great thing about open source — and the great thing about the product being free — is that you kind of get really great adoption very quickly,” Rubin said. “And I think that's what happened. It was absolutely crazy.”

Rubin remembers getting calls from Fortune 500 companies that were using the free version of his software, and were looking for assistance and the ability to do more with it. Magento scaled rapidly to 400 employees.

In 2008, during the height of the recession, Rubin sold the company to Ebay.

“I didn't really have the foresight to say, ‘Look, is this the right product-driven and technology-driven organization that I'm selling the company into? That really has alignment as far as just the thirst and hunger to go build great products?’” he said. “You know, that's one lesson learned.”

The company was later spun off and sold again to become what is now known as Adobe Commerce.

Those successes and mistakes, Rubin said, are what drive him as an investor. He said he’s constantly thinking about ways to innovate in the ecommerce space.

“If we think about how much of our time is spent on feeds, whether it's Facebook, or Instagram or Tiktok, I mean, everything's kind of scrolling down, right?” he said. “In the ecommerce world, we still drill down on taxonomies. How crazy is that? And for me, I think there may be opportunities for a new design language, for a new paradigm — around how we discover, search and source information in the ecommerce space.”

dot.LA Social and Engagement Editor Andria Moore contributed to this post.

Click the link above to hear the full episode, and subscribe to LA Venture on Apple Podcasts, Stitcher, Spotify or wherever you get your podcasts.

This podcast is produced by L.A. Venture. The views and opinions expressed in the show are those of the speakers and do not necessarily reflect those of dot.LA or its newsroom.

LA Tech Week 2025: Sunday’s Event Lineup

Here's the Sunday, October 19th lineup for LA Tech Week 2025, organized by location so you can easily explore events that fit your goals and schedule. Dive in and see what’s happening near you!

ARTS DISTRICT

3:00 PM

BEL AIR

3:00 PM – 7:00 PM

BURBANK

6:30 PM – 9:30 PM

CULVER CITY

9:00 AM – 5:00 PM

4:30 PM – 7:30 PM

INGLEWOOD

10:00 AM – 2:00 PM

  • Spinovation: The Future Is Femme, The Future is Frequency: See Details Here
    Sonder Impact, Black Women Spin, Sip & Sonder

KOREATOWN

12:00 PM – 3:00 PM

MARINA DEL REY

12:00 PM

  • Sunday Tech Brunch
    Sawubona

MID CITY

9:00 AM – 11:00 AM

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

SANTA MONICA

9:00 AM

10:00 AM

3:45 PM

4:00 PM – 7:30 PM

  • OFF THE HOOK Santa Monica Seafood Festival: See Details Here
    Spin PR Group, City of Santa Monica, Tech St.

6:00 PM

7:00 PM

  • Pritam: A Musical Legend - Live in Concert: See Details Here
    American South Asian Network

7:00 PM

  • Building AI workflow editor in React with Workflow Builder SDK: See Details Here
    Workflow Builder

7:00 PM

8:00 PM

  • Unlock Apple's Corporate Advantage for your Startup!: See Details Here
    iStore by St. Moritz

TOPANGA CANYON

3:00 PM

  • Dreamore Hike and Picnic: LA Tech Week: *Invite Only*
    Dreamore

VENICE

10:00 AM – 12:00 PM

  • Coffee, Walk, and Schmooze: See Details Here
    JFE (Jews For Entrepreneurship) Network

VIRTUAL (LA)

10:00 AM

  • Level Up with LinkedIn: A Student’s Guide to Networking & Opportunities (Virtual Event): See Details Here
    FIMAC

10:00 AM

WEST ADAMS

1:00 PM – 3:00 PM

For updates or more event information, visit the official Tech Week calendar.

Enjoy LA Tech Week 2025!

Download the dot.LA App


LA Tech Week 2025: Saturday’s Event Lineup

Here's the Saturday, October 18th lineup for LA Tech Week 2025, organized by location so you can easily explore events that fit your goals and schedule. Dive in and see what’s happening near you!

BEVERLY HILLS

2:00 PM

CENTURY CITY

7:00 PM – 10:00 PM

CULVER CITY

9:00 AM – 5:00 PM

10:00 AM – 11:30 AM

1:00 PM

DTLA

7:00 PM

  • {MiniMax x Nakid x SkyPortalx}: TECH/MOTION/MUSIC/ART: See Details Here
    MiniMax (Hailuo AI)

10:00 PM – 2:00 AM

EL SEGUNDO

10:00 AM

  • Venture on the Green: *Invite Only*
    BLCK VC

4:00 PM

INGLEWOOD

7:00 PM

  • Valar Atomics, Durin and Discipulus Ventures - Night With A Nuclear Reactor: See Details Here
    Valar Atomics, Durin, Discipulus Ventures

MARINA DEL REY

8:30 AM

12:00 PM – 3:00 PM

5:00 PM

  • LOST iN Sunset Sail: Navigating the Tides of the Creator Economy & Media: See Details Here
    LOST iN

PASADENA

9:00 AM

PLAYA VISTA

2:00 PM – 4:00 PM

SANTA MONICA

7:00 AM

9:00 AM

  • Pedal & Network: Tech Cyclists @ LA Tech Week 🚵: See Details Here
    Instafill.ai

9:30 AM

  • Getty Center Guided Tour & (Optional) Photography Scavenger Hunt: See Details Here
    NEW MOON Impact Productions

10:30 AM – 11:30 AM

11:00 AM – 2:15 PM

12:00 PM – 5:00 PM

1:00 PM – 5:00 PM

1:30 PM

  • Self-Defense in Court and the Streets: See Details Here
    Santa Monica Striking, Luri Inc.

2:00 PM

  • SMARTUP 500: THE FIRST AT TECH WEEK LA - Launching the world’s first Startup Ranking: See Details Here
    Smart Times

2:00 PM

  • NLPs (No Lame Panels) The Creator X Founder Rooftop Party: See Details Here
    Startup Village, Sanctuary

3:00 PM – 4:00 PM

4:00 PM – 6:30 PM

  • Just Do It?: Helping Founders Perform Like Olympians: See Details Here
    Elite Psychology Group

5:00 PM

6:00 PM

6:00 PM – 9:00 PM

6:00 PM

6:00 PM – 9:00 PM

  • The Future of Hospitality: Poetry, Provenance & Passports: See Details Here
    Villa Kitchen, Airble, We Speak Dance, Techstars San Francisco

7:00 PM

  • 🚀 Investor x Founder Open Mic Pitches: See Details Here
    Feathr, Los Angeles Fun Events

7:00 PM

  • Life is a Pitch - LA Edition: *Invite Only*
    DeepMyst

TOPANGA CANYON

5:00 PM – 8:30 PM

  • Walk&Jam: Use AI to make art while hiking Topanga Canyon: See Details Here
    Formhaus llc, Wonderland Immersive Design

TORRANCE

1:00 PM – 4:00 PM

  • Crunches & Conversations Presented by The Differentials and KIS Training Studios: See Details Here
    The Differentials, KIS Training Studios

VENICE

1:00 PM – 4:30 PM

  • Beyond the Language Barrier: Exploring AI's Next Frontier: See Details Here
    Medusa AI

VENICE BEACH

8:00 AM – 12:00 PM

  • SŨRFED Club @ Venice Beach: Founders, Creators, Investors share the waves: See Details Here
    SŨRFED Club, Go Vitamins

WEST ADAMS

9:30 AM – 10:45 AM

  • Funders Shaping Democracy, AI & Media: See Details Here
    New Media Ventures, New Rising Ventures

WEST HOLLYWOOD

4:00 PM

6:00 PM – 8:00 PM

9:30 PM

  • Vibe Check Comedy Show, Tech Week Edition! @ Hollywood Improv: See Details Here
    Vibe Check Comedy

For updates or more event information, visit the official Tech Week calendar.

Enjoy LA Tech Week 2025!

Download the dot.LA App


LA Tech Week 2025: Friday’s Event Lineup

Here's the Friday, October 17th lineup for LA Tech Week 2025, organized by location so you can easily explore events that fit your goals and schedule. Dive in and see what’s happening near you!

ARTS DISTRICT

8:30 AM – 12:00 PM

  • Power Day: Ideas, Pitches, Connections: See Details Here
    Los Angeles Cleantech Incubator (LACI)

6:00 PM

  • WEB3 GAMING IS DEAD - Happy Hour: See Details Here
    Plassa Capital, Yee-Haw Monster Trucks

BEVERLY HILLS

10:00 AM – 11:00 AM

1:00 PM – 2:00 PM

2:00 PM – 3:00 PM

3:00 PM – 4:00 PM

4:00 PM

6:00 PM – 9:00 PM

  • So you went viral, Now what? (pt II): See Details Here
    Verci, Study Fetch, TechSpace

8:00 PM

  • Private Pool: GP x LP x FO: *Invite Only*
    Visionlist Commons , Bay Area Innovest

BRENTWOOD

8:00 AM

  • Founders & Investors Hike: See Details Here
    Salehpour Legal, Technology Founders of America

CARSON

11:45 AM

  • Lightspeed x SVB Porsche Experience: *Invite Only*
    Lightspeed Venture Partners, SVB

CULVER CITY

8:00 AM – 6:00 PM

11:00 AM

1:00 PM

  • Surf Parks & Wave Pools: From Doja Cat to Mark Zuckerberg: See Details Here
    Surflytics

8:00 PM – 12:00 AM

EL SEGUNDO

11:30 AM – 2:00 PM

5:00 PM – 8:00 PM

HOLLYWOOD

10:00 AM

  • AI, Revenue, and Reality: How Fortune 500s Work With Startups That Ship: See Details Here
    Sunrise AI, OpenTable

12:00 PM – 2:00 PM

  • Unplugged: LA Tech Week Recharge Experience with TAY × Checked Out: See Details Here
    TAY Fitness, Checked Out

9:00 PM

INGLEWOOD

8:00 AM

  • TCSI Presents: Caffeine & Connections: See Details Here
    The Cyber Security Intellects Nonprofit

LONG BEACH

7:00 AM

MALIBU

10:00 AM

  • Great Leaders Podcast & Profiles: See Details Here
    NEW MOON Impact Productions, Origin Studios

12:30 PM

MARINA DEL REY

9:00 AM

  • Keeping Your Freedom as a Founder: Real Talk on Funding: See Details Here
    Lighter Capital

10:00 AM – 1:00 PM

  • D-Wave Research Day & Hackathon!: See Details Here
    USC Information Sciences Institute, D-Wave

4:00 PM – 6:00 PM

  • The Sky is Not the Limit: All About Aerospace: See Details Here
    Sunstone Management, USC Viterbi Startup Garage

PASADENA

10:00 AM – 1:00 PM

11:30 AM – 1:30 PM

  • Deep Tech Entrepreneurship Pillars of Pasadena Tech: See Details Here
    Innovate Pasadena, Pasadena SBDC, City of Pasadena

PLAYA VISTA

9:00 AM

12:00 PM – 2:00 PM

  • Vision to Venture - AI Media Showcase powered by Google AI: See Details Here
    Google

SANTA MONICA

7:00 AM – 8:30 AM

  • Signal Run : RTC x Wildwood VC: See Details Here
    Run Tech Club, Wildwood Ventures

7:30 AM

8:45 AM – 10:45 AM

9:00 AM – 11:00 AM

  • Slash Burn Rates & Scale Your Startup: See Details Here
    Arizona Commerce Authority (ACA)

9:00 AM

  • Driving a Digital Ecology Relay: What is at Stake: See Details Here
    The PORT GLOBAL, GLOBAL PORTAL INSTITUTE

9:30 AM – 11:30 AM

10:00 AM – 1:00 PM

  • The Enduring Value of Inclusive Capital: See Details Here
    Founders Registry. Nervana

10:00 AM – 12:00 PM

10:30 AM

11:30 AM – 1:00 PM

  • Advisors to Investors Lunch: Venture Capital for enterprise leaders: See Details Here
    Collinear Capital, Worlds

12:00 PM

  • Powerhouse Capital & a16z speedrun Investor Lunch Mixer: See Details Here
    Powerhouse Capital, a16z, speedrun

2:00 PM

  • Where Robotics Meets Heart - Embedding Family Values in a Future with AI: See Details Here
    Trove, Puerto Rico Blockchain Association, MindfulBytes

2:00 PM

3:00 PM

3:00 PM

3:00 PM

  • Workshop: Create An Enterprise Chatbot and Unlock the 70% of Data Data You’re Not Using: See Details Here
    Aparavi

4:00 PM

5:00 PM – 10:00 PM

5:30 PM

5:30 PM – 9:30 PM

6:00 PM – 8:30 PM

  • USC Alumni Founders & Investors: See Details Here
    USC Alumni Entrepreneurship Network, Techstars

6:00 PM

  • Social Currency Series/Greenlit presents PitchPop: See Details Here
    Social Currency Series, Greenlit

6:00 PM – 9:00 PM

6:30 PM

6:30 PM – 10:00 PM

6:30 PM

  • Lets get the LA Bioeconomy brewing: See Details Here
    Founders, Friends & Fermentation, Saku Biosciences

7:00 PM – 11:30 PM

7:00 PM – 10:00 PM

7:00 PM – 10:00 PM

7:00 PM

7:00 PM

  • Liquid Equity 2: The Premiere Gathering for Founders, Creator
    Coeus Collective

7:00 PM

7:00 PM

  • For the Love of Tech | Speed Dating for Tech Professionals: See Details Here
    Feathr, Los Angeles Fun Events

7:00 PM

SOUTH LA

3:00 PM

TORRANCE

9:00 AM – 11:00 AM

  • The Future of Space & Security Panel: See Details Here
    Northwood Space, Anduril Industries, Impulse Space, Astranis

VENICE

9:00 AM – 10:45 AM

9:00 AM – 11:30 AM

11:00 AM

11:30 AM – 2:30 PM

12:30 PM

  • Creative Partners: Human + AI Storytelling: See Details Here
    Othelia, Primordial Soup

2:00 PM – 3:45 PM

5:00 PM

  • EarthHouse: Critical Minerals, Mobility & Modern Power: See Details Here
    The Strategye Group, Alpha Sierra One

6:00 PM – 9:00 PM

6:00 PM

  • Pizza+Soda: *Invite Only*
    Schmoozd , The KINN

7:00 PM

VENICE BEACH

2:00 PM – 6:30 PM

5:00 PM

8:30 PM – 2:00 AM

VIRTUAL (LA)

2:30 PM – 4:00 PM

3:00 PM

  • Government of Alberta: ProcurementAsCode // Done in 60 Seconds: See Details Here
    Government of Alberta

4:00 PM

  • Stop Hitting Yourself 🥊: See Details Here
    Stop Hitting Yourself, HOWDY, Company Policy, Snowbird Global

WEST HOLLYWOOD

3:00 PM – 6:00 PM

6:00 PM

WESTSIDE

5:00 PM

5:30 PM – 8:30 PM


For updates or more event information, visit the official Tech Week calendar.

Enjoy LA Tech Week 2025!

Download the dot.LA App


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