Strategic Planning & OKRs

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Run strategic planning and OKRs

Annual planning eats the quarter and OKRs become a chore by week three. Learn to run planning and OKRs that the team actually uses, so the rituals start producing alignment instead of resentment.

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Overview

Annual planning eats the quarter and OKRs become a chore by week three. Learn to run planning and OKRs that the team actually uses, so the rituals start producing alignment instead of resentment. Octo builds this course around your role, your experience, and what you already know, so the version you get isn't the same one a beginner across the hall is reading.

What you'll learn

By the end, you'll be able to do these, not just have read about them.

  • Run annual planning that produces real alignment

  • Apply OKRs as a tool, not a ritual

  • Bridge planning into quarterly and weekly operating cadences

  • Avoid planning patterns that consume the company for weeks

Who this is for

  • You're a first-time or new manager.

  • You're a senior IC preparing to step into leadership.

  • You're an established manager moving into director or VP scope.

Prerequisites

  • Working familiarity with the basics of the topic, the kind of thing you'd pick up in a beginner course.

  • Some real-world reps, even if informal.

Suggested chapters

This is the typical chapter list. Your version is generated against your background and adapts as you go. It may compress, expand, or reorder these.

  1. 01

    Foundations of Strategic Planning & OKRs

    The mental model and shared vocabulary you'll lean on for the rest of the course.

  2. 02

    Core building blocks

    The handful of moves that show up everywhere, drilled until they feel obvious.

  3. 03

    Working through real examples

    Applied patterns on examples close to the kind of work you actually do.

  4. 04

    Edge cases & failure modes

    Where the simple version breaks, and how to recognize it before it bites you.

  5. 05

    Putting it together

    Combining what you've learned into something end-to-end and defensible.

  6. 06

    Capstone

    A small project tied to your real work that proves you can use the material, not just recall it.

Real-world projects

  • 01Apply strategic planning & okrs to a small problem from your actual work or studies.
  • 02Produce one written or built artifact you can put on your resume, portfolio, or in a review packet.
  • 03Run a self-graded capstone against an Octo-provided rubric.

Tools & concepts

Real tools and ideas covered. Octo brings them in when they fit your stack.

  • 1:1s
  • Performance management
  • Hiring
  • Strategy
  • Org design

Where this leads

  • 01

    Confidence as a first-time or new manager

  • 02

    Promotion-ready judgment for senior leadership

  • 03

    Director / VP-shaped scope

Common questions

  • Is this a fixed course, or is it built for me?

    Built for you. The chapter list below is a typical outline. Your actual course is generated against your role, experience, and what you already know, then adapts as you go.

  • How long does it take?

    Most learners finish in 2–6 weeks at a normal pace, depending on the topic. Octo compresses where you're strong and slows down where you're weak.

  • Is there a fixed schedule or cohort?

    No. You start when you start. There's no live session, no calendar, no deadline.

  • Can I ask questions while I'm learning?

    Yes, every module has an AI Sidekick in the margin. Ask for a different example, push back, or get a clarifying analogy without leaving the page.

  • What do I get at the end?

    A verifiable, HMAC-signed certificate with a public verify page. It records the modules passed, scores, and capstone, not just attendance.

  • How much does it cost?

    Octo is in research preview, courses are open. We'll be transparent before pricing changes.

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