Who Wants to Get Lucky in 2026?
There's actually a formula for this.
Weekly insights on thought leadership, tech, and travel. Practical ideas that make your work and life easier.
Do you believe in luck?
Some people do. Others don’t.
Either way, I can confirm that there is a concrete formula for increasing luck.
When I was 15, I had the opportunity to go on a class trip to Europe.
My parents said no, and I completely understood. Resources were tight with a family of 4 kids. It simply wasn’t in the cards.
But I still told people about it. Socialized it a bit.
My feisty grandma caught wind of it and contributed. I picked up extra work. My parents chipped in.
In the end, I slid my deposit to Mr Whitelock right at the deadline.
I travelled to Europe!
And when I came home, all I could think about was how to keep doing this.
That trip was lucky and also… it wasn’t.
It was the first time I expanded my luck surface area without realizing that’s what I was doing.
The Formula
Fast forward to last month.
I gave a speech about exactly this concept at a Toastmasters International Speech competition and walked away with third place at the Division level.
The speech is called “Who Wants to Get Lucky?”
It keeps coming up, and I think about it all the time.
Plus, it’s so simple.
The concept breaks down into 3 simple parts.
1. Doing
Try things before you feel ready. Say yes to the collaboration, the speech, the new skill. You don’t need one perfect project. You need 100 small experiments.
For me, this has looked like taking on different roles and joining new communities.
Signing up for competitions. Trying out for frisbee teams.
2. Positioning
Get closer to where exciting things happen. Exciting for you! Become known for something so people think of you and go to you.
This is when I stopped being a generalist and started specializing.
International accounts. Long sales cycles. Relationship-driven business development.
The work that gave me travel opportunities.
3. Telling
This one always feels like the hardest part.
Early on, it was conversations with mentors. Advocating to be in client-facing roles despite the dull ache of imposter syndrome.
Later, it was sharing ideas online.
(I’ve now posted on LinkedIn for over 460 days straight!)
Also, just ask.
People won’t know your dreams until you tell them.
Long Game
The formula:
The more you do + the more you position yourself + the more you tell people about it = the bigger your luck surface area.
This isn’t a 30-day sprint, as it compounds over years.
But it works if you stay in the game long enough.
It’s been one of the most exciting parts of building this business - helping others expand theirs.
Which one of the three do you need to work on most right now?
I’d love to know.
✈️ Carry On
with Pamela Wilton
Stay in touch, stay visible, stay helpful.
Increase your luck surface area.
Subscribe to Newsletter | Follow On Substack | Connect on LinkedIn



