Chief of Staff

This is a fully remote position, open to applicants in United States.

📋 Description

• Serve as the key support to the VP of Operations — collaborating daily to translate strategy into actionable plans while managing tasks that may otherwise be overlooked.

• Function as a reliable advisor and sounding board for the VP of Operations, as well as for the CEO and executive team, aiding in strategic discussions, evaluating decisions, and clarifying critical trade-offs.

• Safeguard the focus of executives — filter and prioritize information reaching the VP of Operations and CEO, identify bottlenecks early, and ensure the team remains concentrated on the most impactful decisions.

• Oversee company planning — facilitate quarterly and annual goal-setting (OKRs), convert these into an actionable operating plan, and define and monitor KPIs and dashboards that ensure accountability for progress.

• Collaborate with finance to align targets, headcount, and expenditures with the operating plan, identifying areas where actual performance diverges from the plan.

• Manage the company's operational rhythm: executive meetings, weekly stand-ups, reviews — set agendas, document decisions, and ensure all actions are completed.

• Lead cross-functional initiatives from start to finish, such as integrating our recent acquisition (Monocle) into our operations and establishing consistent processes company-wide.

• Act as a reliable contact point for investors, partners, and vendors — manage these relationships daily to prevent leadership bottlenecks, and oversee board meetings and fundraising from preparation to follow-up.

• Tackle significant company-building projects on the horizon — beginning with SOC 2 certification, a crucial milestone for enhancing enterprise trust and larger contracts.

• Accelerate our hiring efforts — coordinate interview processes and refine the recruitment strategy as we rapidly expand the team.

• Lead special projects across the operations organization — including promoting AI adoption within both technical and non-technical teams.

⛳️ Requirements

• 3–7+ years of experience in a Chief of Staff, startup operations, business operations, or founder’s-office role at a high-growth company — you have practical insights from doing the work, not just advising.

• A proactive operator rather than a consultant — you create structure from chaos and automate to eliminate busywork.

• Strong understanding of business and finance — adept at working with models, establishing targets, and analyzing the numbers that inform the plan.

• AI-savvy: you instinctively utilize AI tools to enhance efficiency and can promote their use across the team.

• Highly organized and systems-oriented, with excellent written communication skills and the ability to manage discussions among senior stakeholders.

• Bonus points for experience integrating an acquisition, establishing SOC 2 compliance, or supporting fundraising initiatives.

• Most importantly: you desire ownership. You thrive in fast-paced environments, enjoy tackling complex challenges, and welcome the dynamic nature of early-stage work.

🏝️ Benefits

• Substantial potential for growth: Significant equity in a venture-backed company that is pioneering a new SaaS category.

• A product that truly delivers — providing memorable customer outcomes, backed by compelling case studies.

• A dynamic team — a leadership group that operates with urgency and is focused on building something impactful.