Chiefly
Seeking: Director of Business Operations — for Fast-Growing E-Learning Company
Chiefly connects top talent with innovative internet businesses. We’re excited to present this opportunity:
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Role Snapshot:
Title: Director of Business Operations
Position: #2 / Integrator (partnering directly with CEO)
Compensation: $100,000 – $200,000 (USD)
Company Overview:
Industry: Test Preparation (E-Learning / Ed-Tech)
Stage: Fast-growing profitable bootstrapped startup
Revenue: Multi-million $ (rapidly increasing)
Team Size: 5 people
Location: 100% Remote (US-based preferred)
Critical Requirement:
Small Company Experience is Essential
You must have significant experience in small, fast-paced companies (ideally <20 employees)
This role requires hands-on execution, not just strategy!
If your experience is primarily with 500+ person companies, this is unlikely to be a good fit (unless you joined during the early stages)
Why Apply:
Work with visionary CEO (bestselling author & world-class tutor)
Substantial autonomy in shaping team, operations, and strategy
Drive impact in a high-growth, mission-driven ed-tech company
Challenges You'll Face:
Your performance will be highly visible – directly impacting the company's success
High-pressure environment, fast-paced
Self-direction & comfort with uncertainty
Building business systems from scratch
Fast-paced learning environment
Requirements
What We're Looking For:
Experience:
5+ years in online business (ed-tech, info-products, or e-learning preferred)
Proven track record scaling operations and managing teams
Strong business acumen: OKRs, budgets, metrics, vendor management
Skills:
Intelligent, extremely fast learner
Proactive problem-solver who takes massive action
Exceptional communication with transparent candidness
Mindset:
Balance of hunger, scrappiness, and strategic thinking
Comfort with ambiguity and ground-up building
Key Responsibilities:
Free up CEO's time and focus
Build and manage a growing team
Oversee business operations and financials
Support ambitious growth targets
Reporting:
You'll report directly to the CEO.
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Is this you?
Don't just apply – convince us you're the leader we need.
Apply here and show us why you're the perfect fit!
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Brought to you by Chiefly – connecting elite executive operators with high-performing internet businesses.
Chiefly
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