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Chief of Staff

XILO
Carlsbad, CA Full Time
POSTED ON 3/22/2025
AVAILABLE BEFORE 4/19/2025

Chief of Staff

A dynamic, multi-faceted role ideal for a driven professional ready to impact the company's strategic direction and operational excellence in a high-growth startup.

About XILO

Founded in 2019 by two best friends, Jon and Eli, XILO was created to transform the insurance industry through cutting-edge technology.

About the Role

The Chief of Staff will serve as the CEO's trusted right-hand, managing strategic initiatives, operational processes, and cross-functional projects to drive XILO's growth and effectiveness.

Key Responsibilities:

  • Oversee strategic planning processes, including preparing financial reports and aligning SaaS metrics with financial performance.
  • Craft compelling board materials, investor updates, and financial reports, clearly articulating company performance and strategic initiatives.
  • Lead data-driven analysis and KPI tracking across Sales and Customer Success teams, ensuring accurate and timely reporting.
  • Facilitate internal coordination and alignment, running team meetings and stand-ups to maintain operational effectiveness.
  • Act as a direct liaison between the CEO and internal teams, translating high-level strategic guidance into actionable plans.
  • Drive process improvements, proactively identifying operational bottlenecks and executing solutions.
  • Support recruiting and people operations, helping to scale the team by sourcing talent, managing interviews, and supporting onboarding processes.
  • Oversee administrative and office management tasks as needed, ensuring smooth day-to-day operations.
  • Manage financial operations, including basic treasury functions, payroll coordination, and cash flow monitoring.

Requirements:

  • Approximately 5-10 years of relevant experience in operations, strategy, consulting, or finance, preferably in high-growth tech or SaaS startups.
  • Strong analytical and strategic planning capabilities with proven experience managing cross-functional projects.
  • Exceptional organizational, communication, and presentation skills.
  • High emotional intelligence (EQ), with proven ability to build relationships and influence without formal authority.
  • Strong numerical proficiency with experience creating financial reports and tracking operational KPIs.
  • Demonstrated flexibility and problem-solving ability, capable of handling strategic initiatives and tactical operational details.
  • High discretion, professionalism, and reliability as a trusted advisor to senior leadership.
  • Bachelor's degree required; advanced degree (MBA or similar) strongly preferred.

Why Join XILO?

You'll be a central figure in a collaborative, high-impact team dedicated to redefining the future of insurance through innovative AI solutions. We offer a supportive yet fast-paced environment where your strategic insights and operational expertise will directly shape our trajectory and success.

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