Senior Principal, Sales Compensation Design & StrategyActive$230K–$317K

Cloudflare
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The opportunity

Applications will be accepted until October 13, 2026.

What you'll do

  • Lead the Sales Compensation Design Process with the Executive Steering: Committee, including CRO, CFO, and CPO level stakeholders.

  • Drive C-level discussions on compensation philosophy, pay-for-performance: outcomes, and strategic trade-offs; develop recommendation decks and own the narrative through approval.

  • Architect new metrics that align seller incentives with Cloudflare's: developer platform and AI product strategy (e.g., Workers consumption, AI Gateway adoption, platform attach, multi-product penetration).

  • Create a 3-year roadmap for the Sales Compensation Design function.

  • Build the AI Compensation Design Framework and Application: an internal capability that uses AI to accelerate plan modeling, scenario simulation, payout forecasting, and what-if analysis across thousands of sellers and territories.

  • Leverage AI to design high-quality SPIFFs and incentive structures, including: generating candidate designs, simulating seller behavior, and stress-testing against historical data before launch.

What they're looking for

  • Track ROI of comp plans, SPIFFs, and incentive programs using AI-driven: analytics - moving from lagging reporting to predictive measurement of plan effectiveness, seller behavior change, and revenue lift.
  • Develop AI-powered pay-for-performance reporting that surfaces insights for: executives, managers, and sellers in real time, replacing static quarterly reviews with continuous intelligence.
  • Collaborate with GTM Strategy, Operations, Finance, HR, IT, and Product to: ensure effective deployment of compensation plans and GTM strategy.
  • Lead compensation enablement and change management for the global Sales team,: including AI-assisted communications, FAQ generation, and plan-acceptance workflows.