WithCoverage

WithCoverage

Chief of Staff

New York · Exec · Full-time

Sponsorship not specified$150k-$200kDetected 7 days ago
Agentic AIProject ManagementCRMCustomer SuccessLeadershipOrganizational Skills

About the role

  • You'll play a pivotal part in aligning the organization, accelerating decision-making, supporting sales conversations, and ensuring early customers have a seamless, high-value experience.
  • If you want a seat at the table and enjoy wearing multiple hats, from operations to GTM to customer success, this role is uniquely high-impact and high-visibility.
  • To make things simple - You'll be 100% focused on growing WithCoverage as quickly and efficiently as possible.

Responsibilities

  • To make things simple - You'll be 100% focused on growing WithCoverage as quickly and efficiently as possible. You'll directly own the most important initiatives to get this done.
  • Act as an extension of the CEO to drive alignment, follow-through, and execution across the company.
  • Lead project management for cross-functional initiatives (launches, implementations, partnerships) to keep the company operating smoothly.
  • Support and eventually lead sales activities-including joining discovery calls, managing the pipeline, handling follow-ups, and driving deals toward close.
  • Manage CEO priorities, prepare materials for key meetings, and ensure decisions translate into actionable plans.
  • Comfortable in sales calls - can ask thoughtful questions, handle objections, and drive next steps.
  • A curated in-office employee experience, designed to foster community, team connections, and innovation
  • Grow Faster - We're scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.

Requirements

  • 2-6 years of experience across operations, chief of staff, sales, consulting, or other generalist roles.

Skills

  • Comfortable with data, dashboards, CRM tools, and basic GTM metrics.

Compensation

  • For candidates based in the United States, the expected OTE pay range for this position at the start of employment is $150,000 - $200,000/year.
  • In addition to base salary, this role is eligible for variable compensation tied to performance or quota attainment, where applicable.

Benefits

  • Competitive compensation that includes equity
  • Comprehensive benefit plans for medical, dental, vision, life, and disability
  • Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
  • Time Off: Flexible time off, sick leave, family and medical leave, and major national holidays
  • That means competitive comp, meaningful equity, and excellent benefits.
  • WithCoverage's Total Rewards package for full-time employees also includes equity participation and comprehensive benefits.

This listing is sourced directly from WithCoverage's careers page and normalized into a canonical job model.