Chief of Staff

Engine

10d•$190,000 - $230,000•Hybrid

About The Position

Engine is transforming business travel into something personalized, rewarding, and simple by building a platform that integrates corporate travel, a powerful charge card, and modern spend management. They are seeking an exceptional Chief of Staff to serve as a critical strategic partner to the Founder/CEO. This role is designed to amplify the CEO's impact, act as a force multiplier, and ensure the Executive Leadership Team (ELT) operates seamlessly. The Chief of Staff will be the first line of defense and a trusted confidant, allowing the Founder to focus on growth initiatives and core product strategy.

Requirements

10+ years of progressive experience in high-growth environments, preferably within a technology startup (Series B/C or later stage), strategy consulting, or a similar fast-paced, analytical role.
Exceptional written and verbal communication skills; ability to articulate complex ideas clearly and compellingly across cross functional teams and to senior leadership.
Low Ego, High Impact: Naturally collaborative, humble, and prioritize collective success, with the presence and diplomacy to command a room, drive tough conversations, and build alignment among senior leaders.
Analytical & Solutions-Oriented: Natural problem-solver with a data-driven approach, capable of dissecting complex issues and designing practical, effective solutions.
AI-Forward Operator: Proficient with and enthusiastic about leveraging modern artificial intelligence tools (e.g., generative AI, LLMs) to streamline executive reporting, synthesize large datasets, and scale operational efficiency.
Proactive & Resilient: Thrives in ambiguity, anticipates needs, and adapts quickly to change. Incredibly organized, can manage multiple priorities under pressure, and has a strong bias for action.
Relationship Builder: Excels at building strong, trusting relationships across all levels of an organization, fostering collaboration and earning respect.

Responsibilities

Amplify Impact: Act as a true force multiplier, taking on operational burdens, navigating ambiguity, and executing special projects that allow the CEO to dedicate more time and energy to core product vision, market strategy, and external relations.
First Line of Defense: Streamline the CEO's operational cadence, manage priorities, and optimize their time, acting as a critical filter and enabler for information flow.
Trusted Confidant: Serve as a confidential thought partner and sounding board for the CEO on a range of strategic, organizational, and personnel challenges.
Represent the CEO: Confidently represent the CEO in various internal forums when appropriate, embodying his vision and priorities.
Ensure ELT Alignment: Drive the operating cadence of the ELT, ensuring the team is operating as one. Own the design and execution of monthly ELT meetings, weekly agendas, and subsequent read-outs to the broader organization.
Cross-Functional Communications: Serve as a central hub for seamless, cross-functional communication between the CEO and a diverse executive team. Anticipate organizational bottlenecks and proactively facilitate discussions to drive efficient decision-making.
Facilitate Key Strategic Forums: Prepare the CEO for critical internal and external discussions, including Board meetings, investor updates, and executive reviews, ensuring materials are sharp and discussions are productive.
Special Projects: Lead high-impact special projects that don't neatly fit into existing departments, managing them from ideation through execution.
AI Enablement: Drive the adoption of modern AI productivity tools across the leadership office to automate administrative overhead and optimize workflows.