Skip to main content

Bain’s Matt Harris and Justworks’ Isaac Oates to talk through the Series B deal that brought them together

It’s been almost 10 years since Justworks launched. The platform, founded by Isaac Oates, was yet another example of software eating the world; in this particular instance, it was the world of HR. Since, the company has raised nearly $150 million in funding.

All the way back in 2016, Bain Capital Ventures caught a whiff of Justworks’ potential for success. Partner Matt Harris led the company’s $13 million Series B round back when Justworks hadn’t even hit $1 million in annual revenue.

On the next episode of Extra Crunch Live, we’ll sit down with Oates and Harris to discuss how they met, how the deal went down, and how they’ve managed their board member/founder relationship over the last five years.

As with any episode of ECL, Oates and Harris will also give live feedback on audience-submitted pitch decks during the Pitch Deck Teardown.

Extra Crunch Live is a members-only series that goes down each Wednesday at 12pm PT/3pm ET. If you’re not yet an Extra Crunch member, you should take a hard look in the mirror and then hit up this link.

Matt Harris started his investing career at Bain Capital private equity in 1995. In 2000, he founded his own firm called Village Ventures where he spent 12 years and invested primarily in fintech startups. In 2012, he returned to Bain Capital Ventures. His portfolio includes Acorns, Finix, Ribbon, and of course, Justworks, among many others.

Oates served for 12 years in the National Guard and Army Reserve as an intelligence officer. He also served as a software engineer at Amazon before starting his first company, Adtuitive, which was acquired by Etsy. Oates led the HR and payments team at both Adtuitive and Etsy, learning first-hand the ways in which the system was fundamentally broken. Justworks was born in 2012 and has gone on to become a household name in enterprise tech.

On Wednesday’s episode, we’ll talk about why Harris felt conviction in making a bet on Justworks and why Oates went with Harris over other investors. We’ll also learn more about how they handle disagreements, build trust, and their broader thoughts on current enterprise trends.

Then, we’ll dive into the Pitch Deck Teardown. Anyone can submit a pitch deck to be featured on an episode of Extra Crunch Live, but EC members will be prioritized in the list. If you want to get in on the action, submit your deck right here.

As with just about everything we do here at TechCrunch, audience members can also ask their own questions.

Extra Crunch Live has left room for you to network (you gotta network to get work, amirite?). Networking is open starting at 2:30 p.m. EST/11:30 a.m. PST and stays open a half hour after the episode ends. Make a friend!

As a reminder, Extra Crunch Live is a members-only series that aims to give founders and tech operators actionable advice and insights from leaders across the tech industry. Here’s yet another chance for you to join.

Harris and Oates join a world-class cast of speakers on Extra Crunch Live. In February alone we spoke to Lightspeed’s Gaurav Gupta and Grafana’s Raj Dutt, Felicis’ Aydin Senkut and Guideline’s Kevin Busque, and Accel’s Steve Loughlin and Ironclad’s Jason Boehmig.

You can check out past episodes of ECL here and upcoming schedule here.

Information on how to register for the Bain + Justworks episode on Wednesday is below.

See you there!



from TechCrunch https://ift.tt/3un9kl8
via IFTTT

Comments

Popular posts from this blog

The Silent Revolution of On-Device AI: Why the Cloud Is No Longer King

Introduction For years, artificial intelligence has meant one thing: the cloud. Whether you’re asking ChatGPT a question, editing a photo with AI tools, or getting recommendations on Netflix — those decisions happen on distant servers, not your device. But that’s changing. Thanks to major advances in silicon, model compression, and memory architecture, AI is quietly migrating from giant data centres to the palm of your hand. Your phone, your laptop, your smartwatch — all are becoming AI engines in their own right. It’s a shift that redefines not just how AI works, but who controls it, how private it is, and what it can do for you. This article explores the rise of on-device AI — how it works, why it matters, and why the cloud’s days as the centre of the AI universe might be numbered. What Is On-Device AI? On-device AI refers to machine learning models that run locally on your smartphone, tablet, laptop, or edge device — without needing constant access to the cloud. In practi...

Apple’s AI Push: Everything We Know About Apple Intelligence So Far

Apple’s WWDC 2025 confirmed what many suspected: Apple is finally making a serious leap into artificial intelligence. Dubbed “Apple Intelligence,” the suite of AI-powered tools, enhancements, and integrations marks the company’s biggest software evolution in a decade. But unlike competitors racing to plug AI into everything, Apple is taking a slower, more deliberate approach — one rooted in privacy, on-device processing, and ecosystem synergy. If you’re wondering what Apple Intelligence actually is, how it works, and what it means for your iPhone, iPad, or Mac, you’re in the right place. This article breaks it all down.   What Is Apple Intelligence? Let’s get the terminology clear first. Apple Intelligence isn’t a product — it’s a platform. It’s not just a chatbot. It’s a system-wide integration of generative AI, machine learning, and personal context awareness, embedded across Apple’s OS platforms. Think of it as a foundational AI layer stitched into iOS 18, iPadOS 18, and m...

Billionaire clothing dynasty heiress launches Everybody & Everyone to make fashion sustainable

Veronica Chou’s family has made its fortune at the forefront of the fast fashion business through investments in companies like Michael Kors and Tommy Hilfiger . But now, the heiress to an estimated $2.1 billion fortune is launching her own company, Everybody & Everyone , to prove that the fashion industry can be both environmentally sustainable and profitable. There’s no argument about the negative impacts of the fashion industry on the environment. The textiles industry primarily uses non-renewable resources — on the order of 98 million tons per year. That includes the oil to make synthetic fibers, fertilizers to grow cotton, and toxic chemicals to dye, treat, and produce the textiles used to make clothes. The greenhouse gas footprint from textiles production was roughly 1.2 billion tons of CO2 equivalent in 2015 — more than all international flights and maritime shipments combined (and a lot of those maritime shipments and international flights were hauling clothes). The lit...