Jobs · Human Resources

Chief of Staff

Swooped · United States · 2 days ago
RemoteRemoteHuman Resources$150k–$220k/yrFull-time

About the opportunity

The organization is transforming business travel into something personalized, rewarding, and simple. They aim to bring together corporate travel, a powerful charge card, and modern spend management in one place. Currently, more than 30,000 companies rely on them to support over 1 million travelers and billions in annual bookings each year.

Key Responsibilities

  • Drive Commercial Priorities: Partner with the CBO to define and execute the company’s partnership and supply strategy, leading special projects that bridge departments, from RevOps to Finance, with precision on complex deal structuring and economics.
  • Build the Cross-Functional Bridge: Navigate new and growing teams to pinpoint where finance, legal, or product support is needed to accelerate deal velocity and operational efficiency.
  • Be the Flywheel of Accountability: Serve as the hub between the CBO and his leadership team, keeping strategic decisions cascading cleanly through the organization, closing communication gaps, and holding teams to their commitments as the organization scales.
  • Prep the CBO for High-Stakes Moments: Build sharp, data-backed materials for Board meetings, investor updates, and partner reviews, and run deep-dives into the commercial architecture to deliver recommendations that shape strategy.
  • Extend the CBO’s Reach: Act as a trusted proxy in rooms where the CBO is at capacity, advance priorities independently, and own the research and prep that powers ELT meetings.

Required Qualifications

  • The Archetype: A blend of operator, strategist, and proxy who thrives in a fast-paced, multi-product environment where rigor matters as much as speed.
  • Experienced Executor: 8+ years of experience across high-growth tech, strategy consulting, or fast-paced commercial operations. Fintech, Travel-tech, or B2B SaaS background is a plus.
  • High EQ, Low Ego: The emotional intelligence to manage diverse stakeholders and the humility to put the organization’s success first.
  • Master Communicator: Ability to turn complex commercial and legal concepts into compelling narratives. Comfortable in the weeds of project tracking, dashboards, and quota configuration or zoomed out on high-level strategy.

Compensation

Compensation packages are based on several factors, including experience, expertise, and location. In addition to a competitive base salary, total compensation may include equity and/or variable pay (OTE).

The Organization's Edge: Perks & Compensation

  • Compensation: Competitive base pay tied to role and experience, with opportunities for bonuses, commissions, and equity.
  • Benefits: A full list is available on the organization's culture page.
  • Environments for Success: Different roles have different needs in terms of the environments that drive success, which is why a hybrid-hub model is in place. Whether in one of the organization's offices or fully remote, support will be provided to ensure success.

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