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Director of Business Operations – E-Learning (Remote)

  • Anywhere

Chiefly is a talent platform connecting top talent with scaling internet businesses.

We’re presenting this role on behalf of our partner company:

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Seeking: Director of Business Operations — for Fast-Growing E-Learning Company

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: 4 people
  • Location: 100% Remote (US-based preferred)

Critical Requirements:

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)


Profitable/Bootstrapped Experience is Essential

  • You must have significant experience working in profitable and/or bootstrapped internet businesses
  • Experience with profitable growth is crucial

If your experience is primarily with high-burn venture-backed startups, this is unlikely to be a good fit (unless you are familiar with profitable growth)

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.

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