Chief of Staff

Trustible • Arlington, VA

7h • $120,000 - $160,000 • Hybrid

About The Position

This is the first Chief of Staff hire at Trustible, with the opportunity to have a significant impact on organizational strategy, operations, and cross-functional execution. You will act as a trusted partner to the CEO and co-founder to help drive focus, execution, and alignment across the company. This role is highly execution-oriented, with direct ownership over financial operations, cross-functional initiatives, and company-wide processes critical to scaling Trustible.

This is an ideal role for someone who thrives in fast-moving environments, is comfortable navigating ambiguity, and wants broad exposure to company-level decision-making at a growing, mission-driven startup.

Requirements

• You bring 3+ years of professional experience, ideally including 2–5 years in roles such as Chief of Staff, management consulting, strategy & operations, investment banking, or operating roles at high-growth startups
• You thrive in high-intensity, high-stakes environments and are motivated by real ownership, accountability, and the opportunity to help build a mission-driven company from the inside
• You demonstrate strong business fundamentals, including quantitative analysis (e.g. core Excel skills), clear and concise written communication, structured problem-solving, understanding of how to use AI effectively, and the ability to manage complex projects end-to-end
• You show a consistent pattern of growth, whether through increased scope, promotions, expanded responsibility, or a clear commitment to learning and professional development
• You operate with a high degree of ownership, discretion, and judgment, and can be trusted with sensitive information and critical initiatives
• You bring an early-stage mindset, balancing scrappiness and hustle with sound judgment, and are comfortable operating without perfect information or fully formed processes

Responsibilities

• Partner with the CEO to define, prioritize, and drive execution against company-level goals and initiatives
• Track progress on strategic priorities and KPIs, surfacing risks and course-correcting as needed
• Prepare materials, analysis, and recommendations for key decisions
• Own the cadence of team meetings, planning sessions, and offsites
• Drive alignment across teams by clarifying goals, decisions, and follow-ups
• Lead and support high-impact, cross-functional initiatives (e.g., GTM campaigns, product launches, partnerships, events, etc.)
• Own financial planning and modeling, including budgets, forecasts, and quarterly reporting
• Serve as the primary partner to external accounting and finance vendors
• Manage invoicing, billing, and cash collection to ensure predictable cash flow
• Take ownership of ad hoc projects that require speed, judgment, and discretion.
• Support GTM in company-wide initiatives such as including field marketing, events, speaking engagements, analyst relations, customer QBRs, and more
• Step into ambiguous problem spaces and bring structure and outcomes

Benefits

• Equity ownership with upside aligned to company growth
• Competitive medical, dental, and vision coverage
• Flexible/remote work policy and uncapped PTO policy
• Professional development stipend and commuter/transport benefits
• Hybrid work-environment: WFH on Monday and Friday, In-Office on Tuesday-Thursday

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed