Full-time

Chief of Staff to the CPTO

Guild

Location

USA

Type

Full-time

Posted

Jan 15, 2026

Mission

What you will drive

Core responsibilities:

  • Increase the quality and speed of decisions across the Product and Technology organization
  • Operate as a senior product leader and executive partner - shaping decisions, running the product operating system, and ensuring strategy turns into outcomes
  • Take personal ownership of the thorniest cross-org and cross-Guild problems
  • Maintain and communicate a clear and coherent narrative for strategy, priorities, and tradeoffs

Impact

The difference you'll make

This role makes the Product & Technology organization faster, clearer, and more impactful, enabling Guild to better develop talent and create opportunity for workers across America.

Profile

What makes you a great fit

Required skills and experience:

  • Deep Product DNA - thinking in systems and grounded in customer and market
  • Data fluency with outcome-centricity - ability to challenge metrics and build strong narratives
  • AI fluency - ability to actively engage as Guild embraces being AI-native
  • Exceptional communication - distilling complexity into simple clarity for different audiences
  • Bias to action - making difficult decisions with imperfect information
  • Experience as a strategic force multiplier for an executive (Chief of Staff or senior product leader)
  • Experience building and running or materially improving a product operating system

Benefits

What's in it for you

Compensation and benefits:

  • Base salary: $185,000-215,000
  • Variable compensation and stock options
  • Access to low-cost, high-quality health care options
  • 401k plan
  • Vacation policy
  • 8 days of fully-paid sick leave
  • Family-friendly benefits including 12-20 weeks of parental leave
  • Wellness benefits including mental health resources and financial wellbeing support
  • Education benefits and tuition assistance