Hybrid Chief of Staff – COO

at CLASP

• Job title: Chief of Staff – COO
• Job type: Full Time
• Experience level: Lead
• Salary: $80,000 - $100,000 per year
• Degree requirement: Bachelor's Degree
• Location requirements: Hybrid, Boston, United States

About the role

• Chief of Staff to the COO at Clasp, a mission-driven startup transforming education and career pathways. Managing strategic projects and KPI oversight in a fast-paced environment.

Responsibilities

• Establish and manage the systems for tracking Key Performance Indicators (KPIs) and Key Results (KRs) with absolute rigor and consistency.
• Facilitate executive and team meetings, ensuring agendas are clear, time is optimized, and information flows seamlessly across departments.
• Lead high-stakes analytical assignments, ranging from pricing strategy pressure tests to market research and financial analytics.
• Translate complex data sets into polished presentations and concise bulleted insights for client-facing and all-hands decks.
• Act as a trusted partner to the COO, identifying blind spots and providing tough, honest feedback to ensure leadership remains effective.
• Proactively identify and implement tools and processes to bridge communication gaps between cross-functional teams.
• Pair with the COO to support meeting scheduling and logistics, and to scale, streamline, and accelerate meeting follow-ups on his behalf.

Requirements

• 2-4+ years of experience in management consulting, investment banking, private equity, or a high-growth and/or scaled Business Operations role, where extreme detail orientation and organizational skills are key.
• Expert-level proficiency in Excel (the COO’s "love language") with the ability to build trusted, insight-driven models. Power user and veracious consumer of agentic AI tools to scale own and team efficiency.
• Exceptional Written and Verbal Communication: Ability to take complex information and distill it into simple, executive-level narratives for PowerPoint or email. Ability to speak clearly, concisely, and persuasively in all settings.
• Elite Organizational & Prioritization Skills: An ability to keep track of dozens of follow-ups and many workstreams without dropping a ball.
• Quick Learner: Ability to listen attentively, learn quickly, and not make the same mistake twice.
• High Emotional Intelligence: A "trained extrovert" (i.e not necessarily an actual extrovert) who is comfortable navigating complexity and holding senior leaders accountable with professionalism and polish.
• Discretion: Demonstrated ability to handle the company’s most sensitive and confidential information with 100% integrity.
• The "Scrappy" Mindset: A resourceful problem-solver who can move from high-level strategy to "getting in the weeds" of a project without missing a beat.
• Deep Curiosity and Desire to Learn & Grow FAST: This role is not a 9-5, not nearly! You’ll love this role if you view this as an amazing opportunity to build something amazing with a view from the cockpit, and an opportunity to learn, stretch, and grow. If you’re doing it for prestige, compensation, or work-life balance, this won’t be a fit.

Benefits

• Competitive cash and equity compensation
• Health benefits (health, dental, & vision)
• 401k matching
• Commuter benefits
• Flexible PTO policy
• Opportunities to grow and perform in a fast-paced environment alongside a stellar team.