Head of Operations

Head of Operations role at Brooklinen, leading the operating backbone of the company, spanning IT, Logistics, and Enterprise Execution. Leading Enterprise Execution, Own Technology & Systems, and Build Logistics 2.0.

Requirements

• 15+ years of experience in senior operations leadership roles, ideally at the SVP or equivalent level
• Proven experience leading multiple operational functions (e.g., operations, technology, supply chain, or enterprise execution)
• Strong execution muscle — able to translate strategy into action and lead through ambiguity
• Experience scaling operations in a growing, complex organization
• A calm, grounded leadership style, especially in moments of pressure or change
• Strong judgment, clear communication, and the ability to build trust across functions and levels

Benefits

• Up to 100% medical, dental, and vision coverage (employee-only)
• Fertility & family-building support (up to $20,000 lifetime)
• 401(k) with a 4% company match
• 16 weeks fully paid parental leave
• 20 vacation days (25 after 5 years) plus year-round Summer Fridays
• Hybrid work schedule with two core in-office days (Tues–Thurs)
• Remote Thanksgiving week and remote last week of December
• Up to four additional remote weeks per year with approval
• 40% employee discount plus seasonal product allowance
• One Medical, Talkspace, and $1,000 per year via Joon for wellness
• One-month paid sabbatical at five years