Playbooks / Measure What Matters
Measure What Matters

Rolling out <strong>company OKRs</strong> for the first time at 100 people

You've decided OKRs are the operating system your company needs. Now you need to <strong>ship them this quarter</strong> — not next year.

For: CEOs & Founders Company size: 51–200 Time to ship: One afternoon Reading time: 8 min
TL;DR

First-time OKR rollouts at 100 people fail when they're over-engineered. You don't need a consultant, a six-month change management plan, or an enterprise platform. You need a tool that enforces <strong>one owner per Key Result</strong>, sends weekly nudges so you're not chasing updates, and gets adopted in 30 days or your money back. Start with 3 company objectives, let department heads draft their own, and ship before the quarter ends.

The situation

<p>You finished Measure What Matters. Or maybe you've seen OKRs work at a previous company. Either way, you're convinced: your 100-person company needs a shared system for defining and tracking what matters.</p><p>The problem is timing. It's mid-quarter. Your department heads are already juggling priorities. The last thing anyone wants is a six-week rollout with mandatory training sessions and a tool that requires IT approval.</p><p>But waiting means another quarter of misaligned priorities and teams shipping features that don't move the needle. You need OKRs live <strong>before the cycle ends</strong> — not a pilot program that drags into next year.</p>

Your four <strong>options</strong>

The <strong>playbook</strong>

    Real example · Mainway
    We paid 9 minutes after creating our first OKR. It just clicked — we could see exactly how to structure our goals and who owned what. No training required.
    M
    Mainway
    Paid customer · first OKR to payment in 9 minutes
    What this looks like in OKRs Tool

    Built for <strong>first-time rollouts</strong>

      60% adoption in 30 days — or your money back

      Ship company OKRs this quarter

      Start free, add your department heads, and run your first cycle before the quarter ends.

      Frequently asked questions