Bain & Justworks Series B Deal: Matt Harris & Isaac Oates Discuss

Justworks Founder and Bain Capital Partner to Discuss Their Partnership

Justworks, a platform revolutionizing the HR landscape, is nearing its 10-year anniversary. Founded by Isaac Oates, the company exemplifies the disruptive power of software. To date, Justworks has secured approximately $150 million in funding.

Bain Capital Ventures recognized Justworks’ potential as early as 2016. Partner Matt Harris spearheaded the company’s $13 million Series B funding round, even before Justworks achieved $1 million in annual revenue.

An Upcoming Discussion on Extra Crunch Live

The next installment of Extra Crunch Live will feature a conversation with Oates and Harris. They will detail their initial meeting, the negotiation of their deal, and the evolution of their founder/board member dynamic over the past five years.

Attendees will also benefit from a live Pitch Deck Teardown, where Oates and Harris will provide constructive criticism on pitch decks submitted by the audience.

Extra Crunch Live Details

Extra Crunch Live is an exclusive series for members, broadcast every Wednesday at 12 p.m. PST/3 p.m. EST. Those not currently subscribed to Extra Crunch are encouraged to consider joining via this link.

Backgrounds of the Speakers

Matt Harris began his investment career at Bain Capital private equity in 1995. He later established Village Ventures in 2000, focusing on fintech investments for 12 years. Returning to Bain Capital Ventures in 2012, his portfolio now includes Acorns, Finix, Ribbon, and Justworks.

Prior to founding Justworks, Oates dedicated 12 years to service in the National Guard and Army Reserve as an intelligence officer. He also gained experience as a software engineer at Amazon and founded Adtuitive, which was subsequently acquired by Etsy. His experiences leading HR and payments teams at Adtuitive and Etsy highlighted the inefficiencies within existing systems, ultimately inspiring the creation of Justworks in 2012.

What to Expect from the Conversation

The upcoming episode will explore the reasons behind Harris’s early confidence in Justworks and Oates’s decision to partner with Harris. Insights will be shared regarding conflict resolution, trust-building, and current trends in the enterprise technology sector.

Following the discussion, the Pitch Deck Teardown segment will commence. While all submissions are welcome, Extra Crunch members will receive priority consideration. Submit your pitch deck here to participate.

Audience participation is encouraged, with opportunities to submit questions throughout the event.

Networking Opportunities

Extra Crunch Live provides a platform for networking, beginning at 2:30 p.m. EST/11:30 a.m. PST and continuing for 30 minutes after the episode concludes.

As a reminder, Extra Crunch Live is designed to equip founders and tech professionals with practical advice and valuable perspectives from industry leaders.

A Lineup of Industry Experts

Harris and Oates are among a distinguished group of speakers featured on Extra Crunch Live. Recent guests include Gaurav Gupta of Lightspeed, Raj Dutt of Grafana, Aydin Senkut of Felicis, Kevin Busque of Guideline, Steve Loughlin of Accel, and Jason Boehmig of Ironclad.

Recordings of past episodes and the upcoming schedule are available here and here, respectively.