Betting on Yourself (That “Fuck… Am I Really Doing This?” Feeling)
You know that feeling.
That moment where you think:
Fuck… am I really doing this?
Am I really risking it all?
Am I really going to bet on myself?
I know that feeling well.
And for me personally, whenever that fear comes up, it’s a massive tell.
If it makes me uncomfortable — I know I have to do it.
Because every meaningful decision I’ve ever made started with that exact feeling.
Let me tell you a story.
Back in 2022, my wife and I were building our first home.
Every weekend we’d go to open homes, get inspired, dream a bit — you know, the “one day” stuff.
Then one weekend in June 2022, it was different.
My wife saw a house she loved. And I mean loved.
So we did what we always did — jumped in the car and went to the open home.
And man… this place was unreal.
Big kitchen island.
Heated tiled floors.
Master shower with two shower heads — fancy as hell.
Three-car garage.
Four bed, three bath.
262sqm.
It was basically everything on our dream list.
As we were leaving, the agent asked if we wanted the info.
My wife said no, like always.
But for some reason, I stopped her and said,
“Yeah — send it through.”
I had no idea at the time, but that moment changed my life.
Because here was the problem:
The house was way out of our budget.
Our current house was still under construction.
We couldn’t sell it.
We couldn’t pull equity.
There was basically no logical way this could work.
On top of that, I needed to:
  • add an extra $200k per year to my income
  • finish the build so I could access equity
  • put down a $50k non-refundable deposit (if we couldn’t settle, it was gone)
I spoke to my financial advisor — bad idea.
My mum — bad idea.
My wife — thought I was crazy.
Everyone said the same thing:
“Liam, this isn’t doable.”
But I kept asking myself one question:
How could I make this happen?
And then I asked a harder one:
If I was on my deathbed…
would I regret trying and losing $50k?
Or would I regret never trying because I listened to fear and quit on myself before I even started?
The answer was obvious.
So I paid the $50k.
Asked for a six-month settlement.
And went to work.
Five and a half months later — within the span of one week —
we settled on two houses.
The one we were building…
and the one I risked it all on.
I’m not sharing this to say “look at me.”
I’m sharing it because life will hand you moments where, on paper,
you shouldn’t do the thing.
And very often…
that’s the exact moment you’re being invited to bet on yourself.
Not because it’s guaranteed.
Not because it’s safe.
But because deep down, you know you’ll regret not trying far more than failing.
Every time I’ve grown, it’s come from stepping into that discomfort.
If you’re feeling it right now —
that fear, that hesitation, that “am I really doing this?” —
Pay attention.
That might be the moment that changes everything.
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Liam Shaw
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Betting on Yourself (That “Fuck… Am I Really Doing This?” Feeling)
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