TThe Diary of a CEO
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Strategy

Adaptive Goal Portfolio

Maintain many challenging goals, stack related ones, and pivot when evidence changes.

Difficulty
Moderate
Time to result
~ongoing to results
Steps
6
Confidence
96%

The Adaptive Goal Portfolio replaces one rigid master plan with a running set of worthwhile, appropriately sized challenges. Goals are selected because they are exciting, difficult, or capability-building, then grouped so that progress on one increases readiness for related opportunities. Some goals will be completed, some delayed by conditions, and others abandoned when new evidence changes the route. That is expected rather than treated as failure. Continuous execution creates a broad base of skills and attempts from which occasional standout achievements emerge. The framework combines direction with flexibility: hold strong current intentions, but revise them quickly when circumstances reveal a better path. Its output is sustained progress, optionality, and a retrospective arc that could not have been mapped precisely in advance.

Origin

Extracted from The Diary of a CEO through Alex Honnold's description of maintaining climbing lists, stacking related goals, and changing direction when circumstances shift.

Core principles

  • 01Big achievements often emerge from many smaller attempts.
  • 02Related goals can build reusable fitness, skills, and knowledge.
  • 03Not every worthwhile goal needs to be completed.
  • 04Plans should change when conditions or evidence change.
  • 05Great outcomes are easier to recognize backward than predict forward.

How to run it

  1. 1

    Build a Goal Portfolio

    List multiple projects that are exciting, difficult, new, or useful for growth. Include small and medium challenges rather than relying solely on one defining ambition.

    Pro tip Choose more viable options than you expect to complete.

    Watch out Do not fill the list with low-value activity merely to stay busy.

  2. 2

    Match the Current Season

    Select goals that fit your available time, energy, responsibilities, and current capability. Scale down without shame when life constraints are substantial.

    Pro tip Ask what challenge is appropriate now, not what would look most impressive.

    Watch out An oversized goal can prevent useful action altogether.

  3. 3

    Stack Related Goals

    Sequence goals so that one develops the fitness, technique, relationships, or knowledge required by another.

    Pro tip Group goals by the capability they compound.

    Watch out Similarity alone is insufficient if the earlier goal does not build transferable capacity.

  4. 4

    Execute Continuously

    Keep working on viable goals without waiting to know which one will become significant. Treat each attempt as practice and information.

    Pro tip Measure repetitions and learning as well as public outcomes.

    Watch out Do not postpone action until the complete career narrative is clear.

  5. 5

    Update with Evidence

    Change routes when weather, opportunity, interest, or new information makes another goal more sensible. Hold opinions strongly enough to act but loosely enough to revise.

    Pro tip Schedule periodic portfolio reviews rather than changing direction every day.

    Watch out Flexibility should respond to evidence, not ordinary resistance.

  6. 6

    Recognize Emergence

    Review completed work to see which results became unusually valuable, durable, or interesting. Use those retrospective patterns to inform the next portfolio.

    Pro tip Look for outcomes that created unexpected opportunities or enduring records.

    Watch out Do not rewrite every accident as proof that the original path was predictable.

In the wild

Stacking Climbing Objectives

Honnold keeps lists of climbs across destinations and groups objectives that require similar fitness. He may complete only half because conditions and travel change, but the repeated attempts build capability until some results unexpectedly become records or major achievements.

A flexible stream of goals produces both continuous development and occasional breakthroughs.

Exploring a New Career

A professional tests several related projects—freelance work, a course, a small product, and industry interviews. They pursue the most promising options, drop those invalidated by evidence, and let each experiment build skills and contacts for the next.

A viable career direction emerges without requiring an accurate ten-year plan at the outset.

Common mistakes

Choosing a Great White Whale Too Early

A goal far beyond current capacity can create paralysis when a smaller challenge would produce evidence and confidence.

Treating Every Pivot as Failure

Changing direction in response to conditions or information is part of the method, not a betrayal of the plan.

Demanding Predictable Greatness

The standout result often cannot be identified in advance, so over-selecting for prestige may suppress experimentation.

Is it for you?

Best for

It is best for exploratory careers, creative portfolios, athletic development, and fields where breakthrough opportunities cannot be forecast reliably.

Not ideal for

It is not ideal for regulated or safety-critical work requiring a fixed sequence, or for people who use abundant goals to avoid finishing anything.

From the transcript

Certain goals lead to other goals because they're same type of fitness

Alex Honnold · 1:07:03

You just have to keep doing the things nonstop.

Alex Honnold · 1:07:53

we both have very strong opinions loosely held

Alex Honnold · 1:08:53

From the episode

The Greatest Climber Alive: I Shouldn't Have Attempted That Climb!