Head of Strategic Operations

Everyday Speech
11d$155,700 - $173,200

About The Position

In this role, you will: Make strategy real. Strategy documents don't mean much unless they translate into workstreams the company actually treats as top priority. That's your job. Run our planning cycles. Own quarterly and annual planning end-to-end. Translate strategy into OKRs, rocks, and capacity plans. Make sure what we said we'd do is what we're actually doing. Build reporting that doesn’t suck. None of us want silos, but most reporting processes are too onerous and don’t add value. Build us the best of both worlds. Facilitate leadership meetings. Help us make better decisions, faster. Move a room of opinionated people toward clarity and keep us honest about what we committed to. Make cross-functional work actually function. Our default project is cross-functional. When projects span teams, you're the one making sure there's a clear owner, the right people are in the room, and it actually ships. Surface conflicts early. Capacity crunches, competing priorities, unclear ownership - you see these coming before they become crises and force the conversations that resolve them. Help us Ruthlessly Prioritize. Our most important, yet hardest to maintain value. You help us create systems to evaluate what we’re doing against our top priorities. When someone wants to say "yes" you're helping us ask "what are we saying no to?" Improve the system as you go. We’re driven to grow. You'll spot what's not working and fix it. What We’re Looking For In addition to exceptional values alignment: You've done this before. Actually built planning and operating systems at a company of similar size (50-150 people, $15-30M revenue) and watched people use them. You know what good looks like, but you don't assume your last company's system works here. You run good meetings. Create clarity, drive to decisions, end on time. You can hold your own in a room with department heads. You're not afraid to say "that doesn't fit our strategic priorities". You're a systems thinker, but hate complexity. When given the choice between a sophisticated process and a simple one that works, you pick simple every time. You write clearly. Docs are the foundation of how decisions get made here. You're always learning. You read, you experiment, you throw out what isn't working and try something new. You’re kind of obsessed with getting better.

Requirements

  • You've done this before. Actually built planning and operating systems at a company of similar size (50-150 people, $15-30M revenue) and watched people use them. You know what good looks like, but you don't assume your last company's system works here.
  • You run good meetings. Create clarity, drive to decisions, end on time.
  • You can hold your own in a room with department heads. You're not afraid to say "that doesn't fit our strategic priorities".
  • You're a systems thinker, but hate complexity. When given the choice between a sophisticated process and a simple one that works, you pick simple every time.
  • You write clearly. Docs are the foundation of how decisions get made here.
  • You're always learning. You read, you experiment, you throw out what isn't working and try something new. You’re kind of obsessed with getting better.

Nice To Haves

  • SaaS experience is a plus but not required.

Responsibilities

  • Make strategy real.
  • Run our planning cycles.
  • Build reporting that doesn’t suck.
  • Facilitate leadership meetings.
  • Make cross-functional work actually function.
  • Surface conflicts early.
  • Help us Ruthlessly Prioritize.
  • Improve the system as you go.

Benefits

  • Cigna Health Insurance – 100% premium coverage for team members & dependents
  • Dental & Vision Coverage – 100% premium coverage for team members & dependents
  • 3% Employer-Match on 401(k)
  • $50K Life Insurance / AD&D
  • Flexible PTO Plan & Sick Leave Policy
  • 16 Weeks of Paid Parental Leave
  • Home Office Reimbursements
  • Book & Learning Stipend
  • Meaningful Employee Experience Initiatives
  • Every Other Friday Off After 90 Days!
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