How Chess.com Tripled Its Global Workforce with a 4 Phase HR Automation Strategy

ON DEMAND WEBINAR
Duration: 54 minutes

In 2019, Chess.com’s HR ran on endless spreadsheets. 

Fast forward to today: a 700-person global workforce, 237M+ members, and a lean 15-person HR team running it all. No IT department. No chaos. Just automation.

In this session, Brendan Woodroff, VP of People at Chess.com, breaks down how the 4 phases of automation:

  • Phase 1 — Reactive: Siloed systems, manual tracking, and zero visibility slowed every decision.
  • Phase 2 — Proactive: Unified Global HR, IT, and finance data. Real-time reporting unlocked efficient planning
  • Phase 3 — Optimized: End-to-end automation freed HR for strategy work—and created new roles like People Systems Analyst
  • Phase 4 — Future: Brendan's vision for Global HR + IT + AI, and how automation will redefine the next decade of People Ops

Join us—and checkmate manual work.

SPEAKERS

Brendan Woodroff
Brendan Woodroff
Head of People
Chess.com


Vanessa Kahkesh
Vanessa Kahkesh
HR Content Manager
Rippling

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