Chief of Staff – Sales

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

📋 Description

• Act as a key support to the Head of Sales - Function as a reliable thought partner and representative: manage the sales leader's strategic priorities, prepare them for critical internal and customer meetings, and ensure that priorities are effectively translated into action and accountability.

• Oversee the sales operational rhythm - Create and manage the cadence of business activities, including pipeline assessments, forecasting discussions, quarterly business reviews, staff meetings, and sales retreats, ensuring that each is well-prepared, focused on decision-making, and successfully executed.

• Enhance pipeline transparency and forecasting - Develop and sustain the reporting, dashboards, and analyses that provide leadership with a clear and accurate perspective on pipeline status, forecast reliability, and team performance.

• Manage sales enablement - Create and develop the presentations, one-pagers, and narratives used by the team in essential customer meetings, ensuring that representatives have the necessary resources to succeed.

• Facilitate cross-functional collaboration - Serve as the link between Sales and Marketing, Customer Engineering, Product, and Finance, fostering alignment on transitions, product launches, and collective go-to-market priorities.

• Tackle complex challenges - Utilize rigorous analytical frameworks to address ambiguous issues such as segmentation, territory strategies, pricing considerations, and win/loss assessments, transforming data and qualitative insights into actionable strategies.

• Assist in key recruitment and onboarding - Collaborate on attracting, interviewing, and onboarding talent across the sales organization to quickly identify and ramp up top performers.

• Prepare materials for executive-level presentations - Develop strategic documents and internal communications that convey the sales function to the executive leadership team.

⛳️ Requirements

• 5-7 years of relevant experience, including 2-4 years at a prestigious management consulting firm (Bain, McKinsey, BCG, or equivalent) or in a sales strategy, revenue operations, or chief-of-staff capacity at a high-growth organization.

• Outstanding communication skills, both written and verbal, with the ability to distill complexity into clear insights for any audience, including customers and executives.

• Strong analytical skills and proficiency in creating models, pipeline analyses, and strategic frameworks from the ground up.

• An execution-focused mentality: you follow through, maintain timelines, and accomplish tasks independently.

• A high level of ownership combined with a low ego: you are comfortable managing both strategic thinking and execution, and no task is too big or too small.

• Experience guiding or influencing cross-functional teams without formal authority.

• Familiarity with contemporary sales tools (CRM, sales engagement, and business intelligence or reporting platforms) is advantageous.

🏝️ Benefits

• Competitive Compensation: Competitive salary and equity packages for all employees.

• Healthcare Plan: Platinum medical, dental, and vision coverage.

• Free life insurance: Including long-term and short-term disability coverage.

• Unlimited PTO: Unrestricted vacation days and paid holidays.

• Family Leave: Maternity and paternity leave options.

• 401(k) Contribution: Assured contributions of 3% of your income, even if you do not contribute.

• WFH Benefits: Lunch provided twice a week, monthly phone stipend, and various home office perks.

• Health FSAs & HSAs: Pre-tax accounts for out-of-pocket medical expenses.

• Team events & Offsites: While we operate remotely, we regularly gather for team events.