First Round Review · 2024-12-16 · 534d

Fighting Organizational Entropy: Rippling's Playbook for Scaling Without Slowing Down

Matt MacInnis, COO of Rippling, explains how companies experience organizational entropy as they scale—a natural drift in velocity and standards. He outlines six core principles for executives to fight this entropy, including maintaining founder-level intensity, wielding impatience strategically, and identifying roving bottlenecks that limit growth.

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Metrics in this report

Annual Recurring Revenue

hundreds of millions$

approximate

Rippling

Company Valuation

11billion $

most recent

Rippling

Current Headcount

3000employees

approximate

Rippling at time of article

Employee Growth Multiple

11xmultiplier

over 4 years

Rippling from 2019 to present

Starting Customer Base

2500customers

baseline

Rippling in 2019

Starting Headcount

100employees

baseline

Rippling in 2019 when MacInnis joined