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Chainguard is a venture-backed software supply-chain security company delivering hardened, secure builds of open source software. The company serves Fortune 500 enterprises and global leaders including OpenAI, Snap, and Snowflake.
This role owns the commission function at a critical growth inflection point. Currently managed by a single person, you'll build redundancy and strategic depth into how Chainguard designs, calculates, validates, and administers sales compensation across a rapidly scaling organization.
You'll partner closely with Sales, Finance, and Partnerships leadership to strengthen commission structure and prepare it for the next stage of growth. This requires deep expertise in commission design, plan mechanics, and payout economics—not a learn-on-the-job role.
Key responsibilities include:
- Hands-on commission calculation, validation, and reporting; stepping into operational work when needed rather than purely overseeing
- Direct partnership with Sales, Solutions Engineering, and Partnerships leaders to evaluate and optimize compensation plans
- Commission plan design and strategy, including accelerator gates, multiplier structures, and payout mechanics
- Structuring commissions for mega deals ($4M–$5M+ range)
- Managing global commission plans across five plan types (Account Executives, Solutions Engineers, Partnerships, BDRs, Renewals) across multiple geographies
- Mentoring and developing a Senior Financial Analyst toward a management track
- Driving the commission pay rate from ~50% of net new bookings toward a best-in-class 20–25% benchmark
- Building scalable processes, documentation, controls, and infrastructure to support continued growth
You should have proven experience owning commissions at a high-growth software company supporting 300–400+ sales representatives. Commission design expertise is essential, not just execution. Experience with commission management tools (EverStage a plus) and structuring complex, large transactions required. You'll operate in a fast-paced environment where the business expects quick turnaround without compromising accuracy, and you'll engage at peer level with Sales and Finance leadership on compensation strategy.
About Chainguard
AI / Data / Infrastructure; Legal / Compliance / Risk — software supply-chain security and trusted container images.
