The Dream Big Circle

The Dream Big Circle

🩁 Lenny’s Letter - Helping children find their own resilience toolkit

Oct 16, 2026
∙ Paid

Hello kind grown-up,

There is a particular kind of resilience conversation that tends to happen after the fact.

After the hard thing. After the falling. After the wave has come and gone. A conversation that looks back and names, carefully, what helped - so that when the next hard thing comes, as it inevitably will, the child is not starting from nothing.

That conversation is what this week is about.

Most children already have a resilience toolkit. They just haven’t named it yet. They have things that help them - reliably, quietly, without fanfare - when life gets difficult. Movements, people, activities, sensory experiences, routines, moments of connection. Things that have worked before, accumulated over years of being a person in the world.

Naming these things - making them visible, giving them a place - transforms them from something that happens to a child into something they can reach for on purpose.

This is one of the most practical and lasting things we can offer.

How to help a child find their toolkit:

Ask about the past, not the hypothetical.
“Think of a time something felt really hard. What helped - even a little bit?” This question is more useful than “what do you do when you’re upset?” because it’s rooted in real experience rather than theory.

Listen for the unexpected answers.
Resilience tools are highly individual. For one child it’s physical movement - running, jumping, swimming. For another it’s creative output - drawing, building, writing. For another it’s a specific person, a specific place, a specific food, a specific television programme they’ve watched a hundred times and find deeply comforting. None of these are wrong. All of them count.

Name the people as tools too.
Often a child’s most important resilience resource is a person - someone whose presence consistently makes things feel more manageable. Naming this person as part of the toolkit is important: it makes connection explicit rather than assumed, and reminds the child that reaching for support is an active and useful strategy rather than a last resort.

Help them write it down.
A physical list - however simple, however short - serves two purposes. It makes the toolkit concrete rather than theoretical. And it is something a child can return to in a hard moment, when the brain is less able to generate options and a ready-made list becomes genuinely useful.

Revisit and add to it.
A toolkit isn’t fixed. New things get added over time. Old things stop working and new ones take their place. Returning to the list occasionally - not in a crisis, just in an ordinary moment - keeps it current and alive.

A note on what doesn’t belong:

The toolkit should contain genuine helpers - things that actually make the child feel better in a real and lasting sense - not just things that numb, distract, or avoid. There is a difference between the walk that genuinely helps and the hour of scrolling that leaves a child feeling worse than before. Both might provide short-term relief. Only one belongs in the toolkit.

With warmth,
Lenny 🩁


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