Head of Strategy & Operations, Office of the COO

The role

You will partner with the COO to run core operating processes and turn company priorities into action. You will manage the decision queue, drive critical cross-functional initiatives, and support organizational health and productivity.

What you will do

• Run key company operating processes including planning and OKRs
• Own the weekly company OKR review and provide diagnoses and recommendations
• Manage the decision queue by making calls within agreed rights or providing options to the COO
• Resolve high-stakes, cross-functional problems without a clear owner
• Support organizational structure growth in partnership with HRBP and Finance teams
• Support scoping and hiring of key roles
• Ensure staffing ratios align with talent competitors

Required qualifications

• Experience operating at an executive level as a COO, Head of Operations, VP, Senior Director of Strategy & Operations, or GM
• Experience running company-wide processes end to end such as annual or quarterly planning, goal-setting, or business reviews
• Experience working directly with a CEO, COO, or executive team at a company that at least doubled in revenue
• Experience hiring senior people through a rigorous process
• Ability to break down problems to deliver a vision and execution plan
• Exceptional writing skills to boil complicated issues down to one page
• Ability to form a point of view using people and data in messy situations
• Experience owning board or investor materials including narrative and analysis
• Ability to use AI and automation to remove manual work

Nice to have

• Prior Chief of Staff experience
• Consulting experience
• MBA

Benefits

• Medical
• Dental
• Vision
• HSA/FSA
• 401(k) including match for 2027!
• Carrot Fertility reimbursement
• Paid parental leave
• Paid medical leave
• Paid caregiver leave

Before you apply

• Headway participates in E-Verify

About the company

Headway is a Series D company with $325M+ in funding building a mental healthcare system. It is a ~$750M net revenue business growing ~70% year over year.