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Ask Better Questions and Follow Negative Effort with Malcolm Ocean

Jonny Miller with Malcolm Ocean·2021-11-05·Podcast Guide
MOMalcolm Ocean portrait

About the guest

Malcolm Ocean

Malcolm Ocean is a systems designer, writer, coach, and founder of Intend, the goal-and-productivity app formerly known as Complice. His work explores intentionality, motivation, trust-building, collaboration, culture, and practical mental models for meaningful work.

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The next move is usually a better question, held longer

My conversation with Malcolm Ocean kept returning to one idea: when you feel stuck, a better question held longer will usually do more than more pressure or a stricter commitment device.

Malcolm covers a lot of ground in two hours. Good questions organize attention. Aliveness-based productivity keeps desire visible instead of buried under obligation. Perceptual control theory reframes behavior as the control of perception. "Negative effort" names the creative work that takes more energy to suppress than to do.

This guide is for you if you're:

  • rushing to answer a question before you know what would count as a good answer;
  • trying to force yourself through a task while another part of you quietly rebels;
  • mistaking a task list for a living intention;
  • arguing with a triggered perception instead of letting it show you what it's protecting;
  • trying to find the projects, conversations, or experiments that feel self-energizing rather than self-coercive.

1This is a reflection and practice guide, not therapy, medical advice, trauma treatment, or a substitute for qualified care. If inquiry into conflict, memory, motivation, or safety becomes destabilizing, pause and seek appropriate support.

Hold questions long enough for discernment to appear

Malcolm distinguishes between answering a question and holding a question. In a complex conversation, a question may be doing something subtler than requesting your opinion. It might be saying: "I don't yet know how to recognize a good answer here."

When uncertainty feels threatening, the body often reaches for closure. Say the smart thing. Make the plan. Fill the silence. Malcolm's alternative is to let the question stay open long enough for more of the system to participate.

Try this before answering a live question:

|| Fast answer impulse | Holding-the-question move || || --- | --- || || "I should know this already." | "What would make an answer trustworthy here?" || || "Let me fill the silence." | Take one breath and let the question land in the body. || || "Here is the obvious solution." | Ask, "What part of the situation would this solution fail to include?" || || "I need to sound intelligent." | Ask the question you're actually curious about. || || "We need a decision now." | Separate the decision deadline from the deeper inquiry. ||

Notice which kind of situation you're in:

  1. You know what makes sense to do. Act.
  2. You know how to get clarity. Run the experiment, ask the person, test the prototype.
  3. You genuinely don't know yet. Hold the question without pretending the first answer is enough.

Research on intolerance of uncertainty suggests that anxiety-related difficulties are connected to premature closure, though the evidence is mixed enough that "sitting with uncertainty" isn't a universal prescription.1 The practical point is modest: build enough capacity to stay with the question for a few more breaths before your system collapses into premature certainty.

Replace task coercion with a living reference level

Malcolm contrasts an "exhaustiveness" orientation with an "aliveness" orientation. Exhaustiveness starts with everything you're supposed to do and asks how to force yourself through it. Aliveness starts with the world you want to help bring into being and asks what makes sense from here.

This changes the feel of productivity. Each task becomes one move toward a state you actually care about. The event that brings people together. The product that helps people live more intentionally. The conversation that gets more honest.

Use this reframe for a project you're resisting:

  1. Name the living reference level. "The world I am trying to move toward is ___."
  2. Name the current perception. "Right now, the situation seems to be ___."
  3. Name the gap without shame. "The mismatch is ___."
  4. Ask what action would reduce the gap today. The next honest control move, not the whole plan.
  5. Update after contact. Once you take three steps, the horizon changes. Let the goal become more accurate instead of forcing your past self's map.

This maps onto perceptual control theory, the model Malcolm discusses from William T. Powers and later PCT researchers: organisms act to keep important perceptions near reference values rather than executing pre-planned behaviors.2 Treat that as a useful lens.

If you keep failing to "make yourself" do a task, shift the question from "How do I increase discipline?" to "What perception am I trying to create, and what other perception might this task threaten?"

Treat resistance as a second want

Malcolm puts this simply: there is no such thing as "don't want." What's actually happening is that you want something, and you also want something that conflicts with it.

His thermostat example makes the cost visceral. If the heat is set to 23°C and the AC is set to 19°C, both systems run hard, neither gets satisfied, and the house becomes less responsive to the outside world. Internal conflict has the same quality: one part drives toward the goal, another pulls away, and you label the second part "resistance" or "sabotage" or "my problem."

A more workable question:

"If this resistance were protecting a real want, what would it be trying to keep true?"

Examples:

|| Visible goal | Possible second want || || --- | --- || || Publish the essay | Stay safe from public criticism || || Grow the business | Avoid outgrowing friends or identity || || Take the medication / follow the protocol | Avoid feeling old, dependent, or changed || || Finish the project | Preserve autonomy from an internalized authority voice || || Have the hard conversation | Avoid a familiar relational danger signal ||

Malcolm applies this orientation to what he calls "dream mashups": moments when current reality gets blended with old emotional meaning. The move is to invite the perception forward honestly: "Apparently part of me genuinely thinks this is dangerous. Could I let that be fully here long enough to understand what it's seeing?"

Practice

Run the 10-minute two-wants inquiry

Use this when you're procrastinating, rebelling against your own plan, over-controlling, or trying to talk yourself out of a trigger.

  1. Name the official want. "I want to ___." Keep it specific.
  2. Name the pressure strategy. "I am trying to get myself to do it by ___." Notice force, shame, urgency, bargaining, or collapse.
  3. Ask what the resistance wants. "If the part that won't cooperate is also me, what might it be trying to protect, preserve, avoid, or express?"
  4. Let the answer be inconvenient. Do not correct it immediately. Write: "Part of me genuinely thinks ___."
  5. Look for the shared care. Ask: "What does each side care about that makes sense?" Safety, freedom, belonging, impact, rest, dignity, accuracy, play, honesty?
  6. Find the smallest non-war move. Reduce the goal, change the context, ask for help, rest first, make a reversible experiment, or speak the fear directly.
  7. Update the reference level. End with: "Given all of this, the next true step is ___."

The goal is a ceasefire long enough for both wants to become information you can work with.

Use pauses to let the wider system participate

Malcolm links this to Ian McGilchrist's left/right hemisphere frame, but the everyday practice doesn't require strong claims about hemispheres. When you feel the urgent need to blurt, correct, prove, or steer a conversation, pause and notice what happens if you wait.

In tense conversations this move earns real dividends. The urgent thought may be valuable. It may also be a bid to control the interaction or collapse uncertainty before anyone sits with it.

Try a conversation micro-practice:

  1. Notice the surge: "I need to say this now."
  2. Feel the body signal: throat, chest, jaw, belly, hands.
  3. Ask silently: "What am I afraid will happen if I don't control this moment?"
  4. Ask: "Is this a contribution, a defense, or a bid to collapse uncertainty?"
  5. If it's still true after one breath, say it more cleanly.
  6. If something wiser appears, follow that.

Malcolm is explicit that "going with the flow" can become its own imbalance if important concerns never get voiced. The skill is speaking from contact rather than compulsion. Your concern still gets said. It lands differently when it comes from one beat of waiting.

Find negative-effort work, then build support around it

Negative effort is Malcolm's name for work that takes more energy to suppress than to do. You don't need a commitment device when the thing is alive enough. You need restraint, support, or a bigger container.

To find it, look for these signals:

  • You keep returning to the idea even when nobody rewards it.
  • You feel relief when you're finally allowed to work on it.
  • The work creates more energy than it consumes, at least in the right dosage.
  • You resent arbitrary obstacles, but the core activity itself feels clean.
  • You'd do some version of it even if it were never immediately useful.

Then be practical. Malcolm notes that even a self-energizing project has auxiliary tasks: bugs, payment systems, marketing, documentation, logistics, onboarding. All the unglamorous work that makes the beloved thing real. You don't always have to grind through every auxiliary task yourself. Sometimes the subproblem that drains you is food for someone else.

A self-energizing project design might look like this:

|| Layer | Question || || --- | --- || || Core aliveness | What is the work I cannot not do? || || Necessary supports | What has to exist for that work to reach people? || || Personal friction | Which supports consistently drain, confuse, or repel me? || || Possible collaborators | Who might genuinely enjoy those parts? || || Tiny proof | What is the smallest version someone could use, buy, join, or respond to? ||

Malcolm's "barn raising" idea extends this into community practice: people gather around someone's already-live project and help with what they actually want to help with (technical setup, feedback, naming, marketing, psychological support, or onboarding) so the effort lands somewhere real.

Self-determination theory offers a cautious academic echo here: autonomy, competence, and relatedness are repeatedly linked with more self-motivated engagement, but that doesn't mean every task can or should become intrinsically joyful.3 The practical takeaway is humbler. Design contexts where people have more contact with what they care about, more room to choose, and more honest ways to collaborate.

Include rest in the design. Malcolm's own practice is a true day off: no scheduled obligations, no open browser tabs at the start of the day, so action can bubble up from a slower, deeper layer rather than from whatever tab was left open yesterday. Negative effort still lives in a body. Aliveness needs recovery, empty space, and cycles.

Key takeaways

  • A good question is a container for uncertainty. Most of us collapse it into a premature answer before the real signal arrives.
  • Productivity becomes more alive when each task stays connected to the world you're trying to help create.
  • Resistance is usually a second want. Treating it as an enemy intensifies the conflict it's trying to resolve.
  • When triggered, invite the perception forward instead of arguing it away. Let it show you what it sees.
  • The urge to blurt in conversation is useful information, but it almost always improves after one breath.
  • Negative-effort work takes more energy to suppress than to do. Build support around it rather than forcing every subtask through willpower alone.
  • Rest and empty space are part of how the deeper signal becomes audible.

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References

  1. Shihata and colleagues reviewed evidence on intolerance of uncertainty as a possible transdiagnostic mechanism and found the strongest, though still mixed and cautious, support for anxiety-related symptoms. See "Intolerance of Uncertainty as a Transdiagnostic Mechanism of Psychological Difficulties," Cognitive Therapy and Research (2019), https://doi.org/10.1007/s10608-018-9964-z.
  2. For the formal PCT frame, see William T. Powers, Behavior: The Control of Perception (1973), and Marken and Mansell, "Perceptual Control as a Unifying Concept in Psychology," Review of General Psychology (2013), https://doi.org/10.1037/a0032933.
  3. Ryan and Deci summarize self-determination theory research on autonomy, competence, relatedness, intrinsic motivation, and social conditions that support or undermine self-motivation. See "Self-Determination Theory and the Facilitation of Intrinsic Motivation, Social Development, and Well-Being," American Psychologist (2000), https://doi.org/10.1037//0003-066X.55.1.68.