The Wednesday Windup Archives
Explore past issues packed with our best digital marketing insights and stories.
Welcome back to the Wednesday Windup.
Yes, this is the unfiltered chaos of my shower thoughts—scribbled down before they disappear into the abyss of soap and steam.
And yes, I’ve got news. (Don’t I always?) But this one? This one might actually make you sit up a little...
Some questions are just flat-out dumb. Yes, I said it. And you can quote me.
But I'll be the first one to encourage stupid questions.
I have always championed an environment where anyone can ask anything.
Because what you need isn’t a room full of sharp wits and finely honed...
Welcome back to the Wednesday Windup!
There’s a certain power in the idea of beginning again—a quiet force, unannounced, that steps in regardless of how long we’ve been circling the same habits or shelving our best ideas.
Beginning again doesn’t ask how many times...
Alright, folks, welcome back to the Wednesday Windup. I’m embarrassed to ask, but are you actually reading these?! (Besides my mom.)
Goddammit, I’m pathetic.
But I'll still share my thoughts from this week...
Eternal discontent is not a second and separate worthwhile mindset to...
My thoughts right now: "And it’s only Wednesday?!"
But hey, we’re back with a newsletter that’ll recharge your batteries (and mine).
When you’re burned out, and everyone around you feels it, something’s gotta change. For me, writing, reading, and talking...
It’s 2:30 on a Wednesday, and after five cups of coffee and a solid hour of procrastination, here we are—welcome to this week’s Wednesday Windup.
Today, I'm diving into a fundamental truth in business: to truly succeed, you need to master two fields—your own and your...
Feeling like there’s too much on your plate? Deadlines piling up, meetings multiplying, and that to-do list that just won’t quit? If you’ve been waiting for a sign to slow down, take a breath, and reset—this is it.
Here’s the truth: burnout is real. But what gets me...
Welcome to this week’s Wednesday Windup. As I sit down to write this, Rosh Hashanah is just a few hours away. For those unfamiliar, Rosh Hashanah marks the Jewish New Year—a time of reflection, renewal, and gratitude. It’s an opportunity to look back at the year behind us,...
Welcome back to the Wednesday Windup. It’s 2:30. Grab your coffee, drop the to-do list, and let’s hit reset for a bit.
Today, we’re diving into decision-making—why it matters, how we mess it up, and what it took to launch my first course over a decade ago. Oh, and...
Fair warning: This is a long one—but it’s worth it.
It’s 2:30 in the afternoon, which means you’re probably hitting that slump, right?
So go ahead and grab your coffee (or tea if you’re more refined than I am). Take a deep breath. Now let’s shake off...
Have you ever been on a video call with a bunch of other people, and innocently, very innocently at first, you start checking your email (a slippery slope indeed, because you're really still working) and before you know it you're shopping for flannel throw blankets, checking the price of...
Hi. Welcome back to the Wednesday Windup. This week, I want to share why I constantly repeat to my team—almost at nauseam—the phrase: Ready, Fire, Aim. I believe it’s the only way to truly move forward and make progress.
The world loves Ready, Aim, Fire—sounds...
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Each Wednesday, get expert Google & Meta Ads strategies delivered right to your inbox. It's an unfiltered glimpse into the wild, unpredictable world of digital advertising. We’ll share our biggest flops, the strategies we salvaged, and the lessons that turned it all around. You’ll leave with practical takeaways—and the comfort of knowing that even the pros have been where you are now (and learned a lot of it the hard way).