Chief of Staff

About the Opportunity

The organization is transforming business travel into something personalized, rewarding, and simple. For too long, managing travel and spend has been overwhelming and fragmented — the company is here to change that. The belief is that the future of travel should be seamless and powered by technology that delights customers at every step. That’s why a platform is being built that brings together corporate travel, a powerful charge card, and modern spend management in one place. To make this vision real, exceptional, mission-driven people are sought to help redefine how businesses manage and experience travel. More than 30,000 companies already rely on the organization to support over 1 million travelers and billions in annual bookings each year. Cash flow positive with rapid growth, the organization pairs exclusive rates, industry-leading rewards, and intelligent automation to help businesses save money while delivering world-class personalization and convenience.

Backed by prominent investors, the organization has been recognized as one of the fastest-growing travel and fintech platforms in North America, with honors including the Deloitte Fast 500 and Built In’s Best Places to Work.

The Opportunity

This is a rare seat at the table. As Chief of Staff to the Chief Business Officer, this role will be the strategic partner and proxy at the center of a high-growth, multi-product company, shaping commercial strategy, driving cross-functional alignment, and turning the CBO’s priorities into results. The organization is scaling past 1,000 employees at 60%+ YoY growth, and this is the role that ensures this is done with rigor.

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 recruiter will share the complete compensation package as candidates move through the process.

Base Pay Range: $150,000—$220,000 USD

Perks & Benefits

• 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.

Perks and benefits may vary based on employment type, location, and more.