Weekly Round Up #110
Your once-a-week digest filled with copywriting insights, AI tips, must-read articles, pretty cool copy examples, and much more!
Welcome to the 110th edition of the Weekly Round-Up — your once-a-week digest filled with copywriting insights, AI tips, must-read articles, pretty cool copy examples, and much more!
In this week’s issue:
Copy Tip: Overcoming Writer’s Block
AI Tip: Treat AI Like an Intern
From Prompt to Poetry: The Art of Writing with AI (via Copywriter Collective)
Instagram Ads: Everything You Need to Know in 2026 (via Hootsuite)
Visual Hierarchy in Email: The Secret to Faster Decisions (via Holistic Email Academy)
How to Set Goals That Actually Work for Creative Teams (via The Copy Minimalist)
Podcast Pick: UGC vs. CGC vs. EGC: When to Use What
Copy Examples for Your Swipe File: Howler Bros, Tumble, Path Projects, NADS, Ireland
Recent Job Openings: Solomon Page, Fossil, Bedford, Ashby, New Engen
Copy Tip of the Week
Writer’s block at the headline level hits different when you’re experienced.
Because you know better.
You’re not staring at a blank page because you lack ideas. You’re stuck because falling back on a “formula” feels beneath you now. Like something you should’ve outgrown.
And yet…
... you’ve shipped enough winning campaigns to know THEY STILL WORK!
Not because they’re clever.
But because they align with how buyers think, skim, and decide.
So instead of fighting the block, use the structure to get moving. Then rewrite it until it sounds like you again.
Here are 9 headline structures that consistently work because they sell speed, clarity, and outcomes.
[Save X] + [How Fast] + [Specific Obstacle or Win]
[Desired Outcome] + [Avoided Pain] + [Channel or Lever]
[X% Lift] + [Timeframe] + [Specific Lever]
[Big Promise] + [Unexpected Context]
[What They Want] + [Why It Matters Now] + [Mechanism]
[Problem] + [Outcome] + [Removed Friction]
[Call Out the Brand Type] + [Result] + [Specific Asset]
[Question] + [Counterintuitive Angle]
[Overcome Constraint] + [Timeframe] + [What Makes It Work]
Use one to break the stalemate.
Then rewrite it until it stops sounding like a formula and starts sounding like you again.
Using structure isn’t always a step backward.
It’s how experienced copywriters get unstuck and ship the work.
AI Insight of the Week
Treat AI like an intern you’re training, not a tool you’re operating
Most people use AI like a vending machine.
They drop in a prompt. They grab whatever comes out. They’re mildly impressed or quietly disappointed. Then they move on.
That mindset caps the upside.
The people getting real leverage from AI aren’t better prompt writers – they’re better managers.
They treat AI like a junior teammate who gets better with direction.
That means three things.
First, they explain how they think.
Not just what they want, but why they want it.
The goal. The constraint. The tradeoffs they care about.
This gives AI a decision-making frame, not just a task.
Second, they show examples of good and bad.
“This is what strong looks like.” “This is what misses the mark.”
Nothing trains judgment faster than contrast.
Third, they correct it explicitly.
Not “try again,” but “this part works because X” or “this part fails because Y.” That feedback sharpens future outputs instead of resetting the conversation every time.
When you treat AI like a tool, every prompt starts from zero. But when you treat it like an intern, the quality compounds.
The work gets closer to your standards and the thinking starts to mirror yours.
You spend less time fixing and more time deciding.
Don’t get me wrong. AI doesn’t replace judgment. But it rewards people who bother to teach theirs.
That’s the shift.
Must-Read Articles
From Prompt to Poetry: The Art of Writing with AI (via Copywriter Collective)
🔗 Read it here
Why I recommend it:
I wish I had written it. But it’s time to rethink how AI actually fits into your creative process — not as a shortcut, but as a tool that makes your thinking clearer and your writing sharper, so you can use prompts to boost your creativity instead of dilute it.
Instagram Ads: Everything You Need to Know in 2026 (via Hootsuite)
🔗 Read it here
Why I recommend it:
Curious about Instagram ads? This (very thorough) guide breaks down how Instagram ads actually work, from formats to costs to strategy, so you can start creating campaigns that get real results.
Visual Hierarchy in Email: The Secret to Faster Decisions (via Holistic Email Academy)
🔗 Read it here
Why I recommend it:
This is a quick read that’ll help you make your emails easier to scan and faster to act on—so clicks (and conversions) don’t get lost in the mess.
You Might Also Like:
AD-VENTUROUS
EPISODE #35: UGC vs. CGC vs. EGC: When to Use What
🎧 Watch on YouTube | Listen on Spotify
Why I recommend it:
If you’ve been feeling a little fuzzy on how creator content actually works (and where it’s worth spending your time or money), this episode is a sharp reset—it clearly breaks down UGC vs. CGC vs. EGC and helps you make smarter, more intentional content decisions instead of guessing.
🔓 Want access to my entire swipe file database?
Subscribe here to unlock the magic link.Pretty Fly Copy
TUMBLE
Format: Email
Why I like it:
Maybe it’s because I’m a parent now and I’ve cleaned up my fair share of messes on our rug, or it’s because this was just an exceptionally well-written email. I don’t know, but I do love a good theme.
Path Projects
Format: Email
Why I like it:
This is 100% written for the runner who stays consistent – even in the cold. It says, “Cold weather doesn’t stop us – here’s how.”
NADS
Format: Email
Why I like it:
The subject line. 100% the subject line. You know why? Because it was the truth. The headline was pretty good too.
DATA PROTECTION COMMISSION
Format: Video Ad
Why I like it:
Just watch it and tell me it isn’t impactful. But also, read what Jason said about it.
Career Opportunities
These remote opportunities are updated every week with copywriting and marketing roles ambitious job-seekers should definitely apply for.
Senior Digital Copywriter at Solomon Page
📍Remote ℹ️ Tech 💸 $50 - $55/hr (USD)
Senior Copywriter at Fossil
📍Remote ℹ️ B2C 💸 Undisclosed
Email Copywriter at Bedford
📍Remote (10-30 hrs/wk) ℹ️ DTC Agency 💸 Undisclosed
Content Lead, Talent Trends at Ashby
📍Remote ℹ️ SaaS 💸 $140,000 - $210,000/yr (USD)
Copywriter (temp) at New Engen
📍Remote ℹ️ Agency 💸 $30/hr (USD)
That’s it for this week! If you have questions or comments — drop a note below.
✌️
Matt
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