Clasp · 11 hours ago
Chief of Staff to the COO
Boston, KY
Full-time
Hybrid
Entry, Mid Level
$80K/yr - $100K/yr
2+ years expClasp is a venture-backed startup focused on transforming access to education and career pathways. They are seeking a Chief of Staff to the COO who will act as a strategic partner, managing key performance indicators and facilitating communication across teams to ensure alignment on critical business outcomes.
EducationFinanceFinancial Services
Responsibilities
KPI & OKR Management: Establish and manage the systems for tracking Key Performance Indicators (KPIs) and Key Results (KRs) with absolute rigor and consistency
Operational Cadence: Facilitate executive and team meetings, ensuring agendas are clear, time is optimized, and information flows seamlessly across departments
Special Projects & Analysis: Lead high-stakes analytical assignments, ranging from pricing strategy pressure tests to market research and financial analytics
Executive Support & Insights: Translate complex data sets into polished presentations and concise bulleted insights for client-facing and all-hands decks
Strategic Accountability: Act as a trusted partner to the COO, identifying blind spots and providing tough, honest feedback to ensure leadership remains effective
Information Flow: Proactively identify and implement tools and processes to bridge communication gaps between cross-functional teams
Own Meeting Coordination and Follow-Ups: Pair with the COO to support meeting scheduling and logistics, and to scale, streamline, and accelerate meeting follow-ups on his behalf
Qualification
Required
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 with the ability to build trusted, insight-driven models
Power user and veracious consumer of agentic AI tools to scale own and team efficiency
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
An ability to keep track of dozens of follow-ups and many workstreams without dropping a ball
Ability to listen attentively, learn quickly, and not make the same mistake twice
A 'trained extrovert' who is comfortable navigating complexity and holding senior leaders accountable with professionalism and polish
Demonstrated ability to handle the company's most sensitive and confidential information with 100% integrity
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
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.
Company
Clasp
🚀 Company Overview 🚀 Clasp (formerly Stride Funding) is a venture-based, mission-driven fintech headquartered in Boston, MA.
51-200 employees
H1B Sponsorship
Clasp has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (2)
2024 (1)
2022 (1)
2021 (1)
Funding
Current Stage
Growth StageTotal Funding
$160.85MKey Investors
Crosslink CapitalEncina Lender FinanceFirework Ventures
2024-09-17Series B· $10.15M
2022-03-30Debt Financing· $105M
2021-12-02Series A· $12M
Leadership Team
Tess Michaels
Founder & CEO
D
David Kafafian
Chief Operating Officer
Recent News
Fierce Healthcare
2025-07-16
2025-07-10
Company data provided by crunchbase