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Tag: work

The Strategist’s Dilemma: When Even Google Says “Just Let Us Run It”

Early in my career, I was a tactician. Email campaigns, SEO, SEM, building landing pages, hacking together A/B tests. Whatever the job needed, I’d figure it out.

Then I got older. Took on bigger roles. Strategy became my thing. I got an MBA, which basically teaches you how to never do real work again. Just make PowerPoints and use fancy terms like “ubiquitous” and “leveraging synergies.” Just kidding. Kind of.

Then I taught at UW. Strategy-heavy, theory-driven. But not much time for learning how to troubleshoot a broken Meta ad pixel or chase down why TikTok didn’t like the file format you uploaded.

Fast-forward to a recent client gig. A small, scrappy brand with big potential. I figured with AI at my side, I could go back to being a full-stack marketer. The headlines promised that AI was like hiring a 12-person team. All I had to do was show up and prompt. Well, that’s what I thought would happen…

Read more: The Strategist’s Dilemma: When Even Google Says “Just Let Us Run It”

To be fair, some of it worked. AI helped me:

  • Learn the market faster than any onboarding doc ever could
  • Code landing pages I wouldn’t have touched otherwise
  • Test language, generate image prompts, draft copy

But some things were harder than I expected. Not because of AI. Because of me.

I wasn’t great at managing $500 social ad budgets with a bunch of audience segments. I’d get excited, generate new copy, then forget which ones were running. I’d have four tools open at once and three dashboards with zero clear answers.

And the real challenge? AI made me want to move too fast. It gave me confidence, not always clarity. I overlooked the years of work the brand had already done. I thought, “Let’s just rebuild it.” Because I could. But just because you can doesn’t mean you should.


Not only that, but with all the worry about tactics, I forgot about building an actual strategy. Sure I was fixing things, but why? Why was I spending the time on these ad images and audiences a la carte? Where was the the overall gameplan, which is the thing I’m actually really good at?

And then came the pressure. I’d read stories of brands handing over their entire budget to Meta’s Performance Max or Advantage+ campaigns and watching sales jump 300 percent. Google says the same. Just let the algorithm run it. Trust the machine.

But then the experts, the real paid media folks, all say the opposite. You should never blindly hand over your budget. You need control. You need constraints. You need human judgment layered over the models.

So which is it?


That’s the strategist’s dilemma. You’re smart enough to see the big picture. But now you’re supposed to run the machine, too. You’re supposed to click every box, track every metric, and learn new rules every week. It’s not that you can’t. It’s that if you’re not careful, you’ll burn your whole day trying to beat an algorithm that’s already 10 moves ahead.

And yet… you also can’t sit back. This isn’t a time for marketers to lean only on decks and plans. You have to try things. Publish things. Watch what works. Learn what doesn’t.

Especially if you’re working with a brand built on authenticity. You can’t just let the machine write your voice. You have to start with something human. Something true. Then let AI accelerate, not replace.

That’s what I’d do differently next time. Not give up the strategy. Not fake the tactics. But respect both. Use AI as the intern, not the architect. Build the plan myself, then use the tools to get further, faster, without losing the voice or the vision.

Because in the end, it’s not about chasing trends or automating everything. It’s about making sure the brand stays true, the work gets done, and the results actually matter.

When You Have Too Much to Do, Stop and Do Less

Eventually, the list gets away from you.

You sit down ready to work, but nothing moves. Your brain stalls. You’re not even procrastinating. You’re just stuck. The list looks like a mountain, and instead of climbing it, you stare at it, waiting for something to change.

The anxiety and stress don’t come from the list itself. They come from the pressure we put on ourselves to catch up. That pressure builds, and the spiral begins.

When a game gets out of hand, no coach tells the team to score twenty runs at once. You just focus on getting one runner on base. Then the next. Same with parenting. If your kid is having a meltdown, firing off ten instructions only adds fuel to the fire. You pause. You breathe. You say one clear thing that works.

Read more: When You Have Too Much to Do, Stop and Do Less

That’s how your to-do list should be treated too.

Start by accepting that it’s out of control. That’s the only thing you can actually control at that point – the acceptance. Then pick one important thing in each area of your life. One for work. One for home. One for your health. One for your people. Finish those with care. Then stop.

Do it again tomorrow.

You’ll move slower, but you’ll make fewer mistakes. Progress starts to build, not the frantic kind, but steady and grounded. Like a lineup stringing a few hits together or a parent creating calm in a storm.

You can’t undo what didn’t get done yesterday. All you get is the next play.

And if you’re behind, that just means you’re in the game. You’re busy because you care. Falling behind isn’t a failure. It’s part of the process. Everyone’s behind in something. No one is watching your list as closely as you are.

So take a breath. Get a base hit. Cross off one meaningful thing. Then close the book on the day.

That’s how you win over time.

Your 2% Battery: When Real Work Starts

I’ve noticed something. Most of the real progress in life doesn’t happen when you’re rested, focused, and firing on all cylinders. It usually shows up when you’re barely hanging on. When your brain is foggy, your patience is shot, and everything on your to-do list sounds equally annoying. At least that’s how it is for me.

It’s when the old stories come in. The ones that say, “Screw it, let’s just do this tomorrow” or “This probably isn’t worth it anyway.” And if I can manage to ignore that voice for five minutes and just do the thing, even halfway, it changes something deeper than the task itself.

I’ve also seen this in fellow friends, athletes, and especially parents. We’re not struggling because we don’t know what to do. We’re struggling because we’ve convinced ourselves that it only counts if it’s done perfectly, at the perfect time, with perfect energy. That’s garbage.

Read more: Your 2% Battery: When Real Work Starts

Sometimes being a dad means cleaning up a mess you already cleaned yesterday. Or setting up an obstacle course in the yard after a long day when you’d rather just lie down, stare at the ceiling and hand parenthood over to the TV. But we do it anyway, because consistency matters more than inspiration.

Lately I’ve been thinking about that in terms of performance. Not just fitness or business, but the mental side. The part where we’re in the batter’s box and don’t swing, because it’s not the right pitch yet. The discipline isn’t in the swing. It’s in the stillness. It’s in trusting that the next one might be the right one.

So as I was thinking about what to do with this site as I bring it back to life in a world where no one blogs anymore, I think I’ll use it as an excuse to keep leaning into that space. How to stay focused when my brain wants a nap.

I might talk about AI. Or parenting. Or playing softball on a sore calf because it feels good to compete again. It’s all part of the same thread. Eventually, it might have an actual point, but for now, this is just about building the muscle to keep going when the battery light comes on.

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