You know who never hesitates to ask for what they want?
My kids.

They’ll ask. Then ask again. Then keep going until you cave.
They don’t take “no” personally.
They just see it as part of the game.

But most business owners avoid rejection like it’s contagious.
We agonize over what to charge, how to pitch, whether we’re being “too much.”

Why “No” Is Good for You

I’ve started running an experiment:

Collect 100 rejections a week

Because when rejection becomes the goal, things change:

• You stop playing small
• You stop waiting for perfect
• You stop asking for permission

And we start going after real opportunities — the ones that scare us a little.

The more no’s I collect, the more yeses I get.

Rejection as a Growth Engine

When you’re chasing “no,” a few things happen:

You pitch bolder clients.
You raise your prices.
You follow up.

You stop overthinking, and you start moving.

That momentum compounds fast.

Each rejection builds resilience.

And one yes doesn’t slow you down.

The Rejection Flywheel (That No One Talks About)

Here’s how it's working in practice:

• You ask more
• You get better at asking
• You hear more no’s
• BUT You also get more yeses
• You build Confidence
• REPEAT

Lots of entrepreneurs slow down after one win.

They "make quota" and enjoy th spotlight of being awesome.
But if you stop there you are screwed.

Rejection creates momentum — if you let it.

Are you stuck? Try it with me

Pick one area of your business to grow.
Then set a “no goal.”

• 10 rejections from dream clients
• 5 rejections from cold outreach
• 15 rejections from offers / product pitches
• 3 rejections from asking for intros or collabs

Track it. Loudly.​
Whiteboard, sticky note, CRM, moving paper clips from left to right.

Because every no means you asked.​
And asking is where growth lives.

And when you Stop Taking No Personally?

You become dangerous.
You pitch without overthinking.
You raise your rates without flinching.
You sell without feeling slimy

Will you be “that annoying person”?
Maybe.

But you’ll also be the one closing bigger deals, landing better clients, and creating more opportunities than the people still waiting for a safe yes.

🚀 Your Challenge: Get to No

For the next 30 days, set a rejection target.
Track your progress. And let me know when you hit one.

Rejection isn’t a wall.
It’s a shortcut.
And it’s wide open if you’re willing to walk through it.

And when people say no?

Say thanks. Move that paperclip to from your left pocket to your right..

You’re doing what most business owners are too scared to try.

Thanks for reading!

-Matt (Now tired dad of 4)

PS: need help growing or know someone who is stuck?
​
Happy to chat - even if the answer is no.