Strategy & Special Projects Lead — Global Operations & Growth

Skylight; New York (NY, CO); On-site; USD 140,000 - 190,000; Full time

Benefits offered by this job

Equity package

401K matching

Wellness budget

Health, Dental & Vision plans

Unlimited PTO

Company holidays

Job summary

Skylight is a technology startup building the OS of the family. We create Skylight Calendar and Calendar 2, loved by millions of families. We seek a Strategy and Special Projects Lead to drive the Operations team, scale systems, and lead high-impact initiatives across global retail and D2C channels.

You will work with Finance, Product, CX, and Marketing to align strategy and build scalable tools, uncover insights, and streamline workflows in a fast-growing environment.

Qualifications

• 8+ years in Operations, Supply Chain, and eCommerce fulfillment in growth environments.
• Proven track record of leading complex, high-impact Operations projects from conception to implementation.
• Hands-on, roll-up-your-sleeves mindset: comfortable executing with the team.
• Experience with ERP systems (like NetSuite) and operational tech (Pigment, SPS Commerce, TMS).
• Strong systems thinking: identify upstream inefficiencies and implement detailed solutions.
• Ability to cross-train and step into adjacent roles to ensure momentum.
• Strong analytical skills for data-driven decision making.
• Excellent attention to detail and organizational abilities.
• Clear communication across departments.
• Comfort with ambiguity and a solutions-focused approach.
• Experience creating effective SOPs and operational frameworks.

Responsibilities

• Shape operational strategy with leadership to design and scale systems, workflows, and tooling.
• Build data architecture and automated systems to transform operations.
• Lead mission-critical projects with a hands-on approach.
• Develop roadmaps aligned with leadership vision and stakeholder needs.
• Coordinate cross-functional teams (Ops, CX, Finance, Marketing) to ensure seamless execution.
• Run focused stand-ups to maintain momentum and accountability.
• Balance strategic oversight with hands-on execution.
• Elevate operational performance through automation, tooling, and process initiatives.
• Turn data into actionable insights that drive strategic decisions.
• Create documentation for knowledge transfer and sustainable implementation.
• Validate new processes with methodical testing to guarantee flawless deployment.

Skills

Operations leadership

Analytics

Project management

ERP & OMS systems

Cross-functional collaboration

Data-driven decisions

Process improvement

SOP creation

Tools

NetSuite

Pigment

SPS Commerce

TMS

Job description

Skylight is a technology startup building the OS of the family. We create Skylight Calendar and Calendar 2, loved by millions of families. We seek a Strategy and Special Projects Lead to drive the Operations team, scale systems, and lead high-impact initiatives across global retail and D2C channels.

You will work with Finance, Product, CX, and Marketing to align strategy and build scalable tools, uncover insights, and streamline workflows in a fast-growing environment.