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Ness Letters: Thinking Deeper

Thinking Deeper - Ness Labs Newsletter

A few years ago, a company I really liked approached me with a project that felt like a dream opportunity. The work was exciting, the people were great, and I said yes almost immediately.

What I didn’t do was look at everything else already on my plate. Within weeks, I was stretched so thin that I couldn’t do any of my work well. What started as an exciting yes turned into a dangerous dance with burnout.

I made what felt like an obviously good decision. So why did it backfire?

This happens more often than we think, in decisions big and small. You skip meals to save time, but by afternoon you’re too exhausted to focus. You choose a cheaper apartment, but the long commute drains your energy every day. You accept a job for the salary, but you’re constantly stressed with no time for yourself.

In each case, the logic made sense on the surface. But every decision has second and third-order consequences that aren’t immediately visible.

Investor Howard Marks calls this the difference between first-level and second-level thinking:

  • First-level thinking is simple and superficial: it asks, “What will happen?”
  • Second-level thinking goes deeper: “And then what will happen after that?”

Research shows that we naturally favor immediate rewards over long-term outcomes, which is why we so often choose what feels good now over what will be better later. First-level thinking looks at the obvious benefit right in front of you. More money, less cost, quick results. It feels logical, and sometimes it works. But many areas of life aren’t that simple.

Second-level thinking forces you to zoom out. Not just the immediate reward, but the full cost. When you start thinking this way, you realize that many decisions that look smart in the short term are expensive in the long term.

Skipping meals saves you an hour today but costs you three hours of low energy later. A cheaper apartment saves money but costs you time, energy, and mental bandwidth every single day. A higher salary increases your income but decreases your time, health, and happiness.

So how can you cultivate second-level thinking?

1. Ask “and then what?” at least three times. Don’t stop at the first outcome. If this happens, then what? And after that? This simple chain moves you from first-order consequences to second and third-order ones and helps you look for the hidden costs.

2. Use the 10-10-10 rule. How will you feel about this decision 10 minutes from now, 10 days from now, and 10 months from now? It makes future consequences more visible in the present moment.

3. Experiment before committing fully. Test the decision on a smaller scale, like saying yes to a trial period, taking on a smaller version of the project, or trying it for a week before locking in. Experimenting gives you real data on the potential second-order consequences before they become permanent.

In my case, I would have still taken that project but I would have cleared my plate first, or negotiated a later start date, or maybe experimented with a different format. Same opportunity, completely different outcome.

Of course moving from first-level to second-level thinking won’t mean you always make the perfect decision, but you’ll make more informed ones, and over time these better decisions will compound.

Tiny Experiment of the Week

Ready to put these ideas into practice? Try this week’s tiny experiment to practice thinking in layers.

I will [apply the 10-10-10 rule to big decisions] for [10 days].

Many decisions feel good now but create stress later, and this exercise helps you notice that pattern. Want to dig deeper? ​​​​Get your copy of Tiny Experiments​​.

As a knowledge worker, your brain is your most important tool. Learn how to develop an experimental mindset and think like a scientist by reading Tiny Experiments.

Learn more

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The Ness Letters are packed with science-backed strategies to be more productive and creative without sacrificing your mental health.

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Ness Labs provides content, coaching, courses and community to help makers put their minds at work. Apply evidence-based strategies to your daily life, run your own tiny experiments, and connect with fellow curious minds.

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