07/09/25 - Wakie Wakie 4:44

Welcome to Your 444 Newsletter!

Where questions aren’t dumb, but staying stuck is.

Today’s topic?
Why most business owners stay silent even when they’re confused, overwhelmed, or missing a key piece of the puzzle.

It’s not because they don’t care.
It’s because they don’t want to look stupid.

But here's the truth:

The people who grow the fastest are the ones who ask the most questions
The ones who speak up. Admit what they don’t know. And get the answer instead of pretending.

Let’s dive in.

4 Thoughts to Reflect On

1. The smartest person in the room asks the most questions
   Not because they’re clueless but because they’re clear enough to know what they still need to learn.

2. Fear of looking stupid is one of the most expensive lies in business
   Every time you stay silent you trade clarity for pride.

3. Imposter syndrome doesn’t go away by hiding
   It fades when you get in the room speak up and see that you’re not the only one figuring it out.

4. The wrong room makes you feel small for not knowing
   The right room gives you answers and helps you grow.

4 Lessons I’ve Learned

1. Pretending to know something always costs more than asking
   I've watched guys burn millions just to protect their ego. Never again.

2. Most “dumb questions” are smart questions that others were too scared to ask
   Speak up. You’re not alone.

3. A good answer at the right time can change the entire trajectory of your business
   But only if you’re bold enough to ask for it.

4. The fastest way to learn is to get around people who don’t judge they help
   That’s why I built the DM Alliance.

4 Challenges for You This Week

1. Write down 3 questions you’ve been too afraid to ask
   Business. Leadership. Team. Anything goes.

2. Ask one of them to someone you trust this week
   Not to get validation to get an answer.

3. Watch where else you’re pretending to know when you really don’t
   That’s the stuff keeping you stuck.

4. Apply to the DM Alliance
   Because the longer you stay silent the longer you stay stuck. Get around people who want to help you win.

Nobody gets to the top alone. They ask. They learn. They grow.
If your questions feel dumb you’re probably in the wrong room.

Time to change that.

Mark Evans DM