08/10/2026
đMONDAY MATTERS
âA pessimist sees the difficulty in every opportunity; an optimist sees the opportunity in every difficulty.â
â Often attributed to Winston Churchill
đ§ WHY IT MATTERS
I have been accused over the years of being an eternal optimist.
Guilty as charged.
But I donât believe being positive means ignoring reality. Life is hard. Bad things happen. Plans fall apart. People disappoint us. Organizations struggle. Sometimes you get knocked flat on your ass.
Pretending otherwise isnât optimism. Itâs denial.
Optimism is deciding what youâre going to do next.
When I was a CEO, staff would occasionally come into my office carrying a problem like the building was on fire.
My response was usually pretty calm:
âThere are no problems. Only solutions. So letâs figure this out.â
Was there a little BS involved? Of course there was. Sometimes the first job of a leader is simply lowering the temperature in the room.
But underneath it was something I genuinely believed.
The problem had already happened. Getting angry, panicking, blaming someone, or spending the next hour explaining why we were screwed wasnât going to change it.
So what could we change?
What could we learn?
What could we fix?
And occasionally, what opportunity was hiding inside the mess?
Thatâs one of the things I appreciate about Stoicism. Marcus Aurelius repeatedly comes back to the idea that we donât control everything that happens around us. What we do control is how we respond to it.
Thatâs a hell of a leadership lesson.
Weâre all traveling through life and, today, we happen to be standing right here. Whatever âhereâ looks like.
You can spend your energy being pi**ed off about it.
Or you can ask:
What can I do with it?
Adversity is inevitable. Your response to adversity is a choice.
And if you look hard enough, there is very often a silver lining buried somewhere in the clouds.
Sometimes you just have to dig like hell to find it.
THE STACHE SAYS:
You donât have to pretend the glass is half full.
Just stop bitching about the glass and figure out where the damn faucet is.
Thatâs why it matters.