Insights & Operations (Multiple: People & Foundation Focus)

About the Role:

We are seeking two versatile Insights & Operations Partners (Gusto’s BizOps/Chief of Staff function) with a passion for company building and problem-solving. These roles are critical to driving operational excellence, strategic initiatives, and cross-functional collaboration across key organizational pillars. We are looking for adaptable individuals with strong leadership, analytical, and communication skills to join our dynamic team. Prior experience in People-related functions, cross-functional program management, or strategic communications is a plus.

Current Openings - Apply to Shape Either Path:

• Chief of Staff, People Team: Partner directly with the future Chief People Officer and their leadership team to manage operations, strategic priorities, and cross-functional people initiatives. This role will collaborate closely with People team directors and cross-organizational partners to identify, develop, and implement impactful people strategies with a business-builder mindset.
• Foundation Insights and Operations: Collaborate with leadership across People, Finance, Legal & Compliance, and IT to enhance employee productivity, inspiration, and company-wide progress. This role will spearhead internal communications (All Hands, newsletters), drive change management, and contribute to company-wide planning and program management, requiring comfort in navigating strategic and employee-level perspectives.

Here’s what you’ll do day-to-day:

• Strategic and Operational Support: Provide high-level support to leadership, managing day-to-day operations, complex project management, and strategic planning.
• Cross-functional Program Management: Own and drive a portfolio of high-impact, cross-functional initiatives, partnering with teams like Engineering, Product, Design, and GTM.
• Compelling Communication & Content Creation: Develop clear and influential communication materials, including presentations, meeting facilitation, and status updates, tailored to diverse audiences.
• Build Cross-functional Partnerships: Cultivate strong relationships with stakeholders across various departments to ensure seamless collaboration and alignment on company-wide objectives.
• Drive Process Improvement: Identify and implement opportunities to optimize team processes and workflows, increasing efficiency and overall effectiveness.

This is a unique opportunity to significantly contribute to Gusto's growth and impact. You will be empowered by Gusto’s Deputy Chief of Staff, joining a world-class Insights and Operations team that balances strategic thinking, operational rigor, and impactful special projects. This role is envisioned as a 24-month stepping stone, offering strong potential for rotation into new challenges or operational leadership.

We’re looking for a builder and a force multiplier who thrives in ambiguity and excels at connecting disparate pieces. Does this sound like you? Read on!

Here’s what we're looking for:

• 5+ years of experience in bizops, consulting, and/or program management, preferably in a high-growth technology startup environment or a related field demonstrating cross-functional impact.
• Exceptional organizational skills with the ability to manage multiple priorities and deadlines in a fast-paced environment.
• Proficiency in project management methodologies and tools.
• A passion for operational excellence and a desire to make a significant impact across Gusto’s teams and employee experience.
• Excellent written and verbal communication and interpersonal skills, with the ability to influence stakeholders at all levels.
• Ability to navigate ambiguity and switch between strategic and tactical thinking seamlessly.
• Strong problem-solving and analytical skills, with the ability to quickly learn new domains.
• Deep empathy and a commitment to understanding and improving the employee experience.
• Grit, hustle, and the ability to flex into problems at all altitudes and across different functional areas.
• The ability to manage complex projects, maintain clear communication flow, and connect strategic vision to operational execution.
• A deep passion for helping others and building a thriving company culture.

Our cash compensation amount for this role is between $178,000 - $220,000/year in San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.