Job Description

Chief of Staff to the CEO (Execution & Operations) — ShipScience

Location: Remote (US) • Prefer Pacific Time • Full-Time

Function: Strategy & Operations / Chief of Staff

Seniority: Mid–Senior level

About ShipScience

ShipScience is a fast-growing, profitable SaaS company helping high-volume shippers make sense of their parcel shipping data to reduce costs, recover lost dollars, and streamline claims.

Our AI-powered platform provides carrier network optimization, invoice audit automation, loss & damage claims management, and invoice reconciliation for eCommerce and B2B shippers.

We grew 100% YoY in 2025 , we're profitable, and we're building a category-defining product in shipping intelligence and claims automation. Our team of ~25 operates with high ownership, low ego, and a bias toward action.

We're now looking for a Chief of Staff to the CEO — a strategic executor who can bring clarity, structure, and operational excellence as we continue to scale.

About the Role

We are hiring a Type 1: Execution & Operations Chief of Staff — someone who can turn ideas into executed reality , run a lightweight but strong operating cadence, and drive cross-functional alignment across Product, Engineering, Operations, CS, and Sales.

This is not an administrative EA role and not a “mini-CEO” role.

This is a high-ownership operator role designed to multiply the CEO's impact , increase execution velocity, and reduce friction across the company.

You will have a front-row seat to product, strategy, and operations, and you will help shape how ShipScience scales from 25 → 50+ employees.

What You'll Do

Drive Company Operating Rhythm

• Build and run ShipScience's operating cadence (OKRs, quarterly planning, weekly leadership meetings, monthly reviews).
• Ensure every initiative has clear owners, timelines, and measurable outcomes.
• Improve execution transparency and cross-functional alignment.

Turn Strategy into Execution

• Translate CEO priorities into structured projects and action plans.
• Manage cross-functional initiatives end-to-end.
• Eliminate blockers, ensure follow-up, and keep major projects on track.

Be a Force Multiplier for the CEO

• Streamline communication and decision-making.
• Prepare the CEO for key meetings and ensure follow-through.
• Help prioritize high-leverage work and reduce noise.

Lead Cross-Functional Projects

Examples may include:

• New product launches
• Pricing/packaging updates
• Marketplace partner onboarding
• Claims workflow improvements
• Billing/reconciliation automation
• Internal tooling/process upgrades

Support Leadership Alignment & Communication

• Partner with leadership to keep teams aligned on goals and priorities.
• Build and maintain internal communication frameworks (updates, all-hands, planning docs).
• Plan and run leadership offsites and internal summits.

Improve Processes & Reduce Organizational Friction

• Identify gaps in operational workflows and fix them.
• Create simple, effective processes that scale without bureaucracy.
• Bring clarity to ambiguous or cross-team problem areas.

What Success Looks Like

Within 3–6 months:

• ShipScience's operating cadence is running smoothly.
• Leadership feels more aligned, informed, and accountable.
• Major initiatives move faster and with fewer blockers.
• The CEO's time is focused on the highest-value strategic work.
• You're seen as the “connective tissue” that helps the org run smoothly.

About You (Must-Haves)

• 5–10+ years in Strategy & Ops, BizOps, Program Management, Management Consulting , or Chief of Staff work in a fast-growth environment.
• Proven ability to drive complex cross-functional projects independently.
• Experience designing or running operating cadences (OKRs, planning, leadership rhythms).
• Excellent communication skills — structured, concise, clear.
• Strong judgment, prioritization, and ability to “manage up.”
• High ownership, low ego, strong follow-through.
• Comfortable with ambiguity, fast pace, and evolving priorities.
• Ability to build trust quickly with leaders and teammates.

Nice-to-Haves

• Experience in SaaS, logistics, supply chain, or shipping tech.
• Experience working directly with a founder/CEO in a scaling startup.
• Experience building internal tooling, processes, or documentation systems.

Compensation

We offer competitive compensation aligned with experience level and market expectations:

• Base Salary: $170,000–$220,000
• Bonus: 10–20% target
• Equity: Meaningful options in a profitable, high-growth startup
• Medical, dental, vision, 401(k), and flexible PTO
• Remote-friendly with opportunities for team offsites and collaboration

Why ShipScience?

• Profitable, fast-growing, and building a defensible niche in shipping intelligence.
• A strong, supportive leadership team that values clarity, speed, integrity, and ownership.
• A role that gives you visibility and impact across the entire company.
• The chance to help build a category-defining platform from the inside.
• Zero bureaucracy — high agency, high trust, and meaningful work every day.

How to Apply

Visit our hiring page and submit your application. Please do not email our team members outside of HR (we appreciate the ambition, but it slows them down).

Tell us about:

• A cross-functional initiative you owned end-to-end
• A process you built or improved
• What excites you about joining ShipScience

We can't wait to meet you.

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