Weekly Round Up #115
Your once-a-week digest filled with copywriting insights, AI tips, must-read articles, pretty cool copy examples, and much more!
Welcome to the 115th 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: Constraints force decisions.
AI Tip: Optimize for “Editor Time,” Not “Generation Time”
Claude (via How to AI)
The Mimicry Effect (via Stacked Marketer)
Personal vs. Personalized: What Real Connection Looks Like in the Inbox (via Customer.io)
Podcast Pick: Why Cognitive Load is Holding Back Your Business
Swipe File Additions
Job Opps
Copy Tip of the Week
Most copywriters think more options = better work.
The opposite is true.
Constraints force decisions.
Decisions produce clarity.
And clarity is what makes copy resonate.
Think about it.
When a client says “write whatever you want,” you freeze. When they say “500 words, one CTA, speak to frustrated founders,” you get to work.
This is why the best copywriters don’t fight constraints.
They request them.
Before you write anything, ask:
Who is this for?
What do they already believe?
What’s the one action I want them to take?
What can I not say?
Four questions, and suddenly the page isn’t blank anymore.
Confidence doesn’t come from having more choices.
It comes from eliminating most of them before you start.
AI Insight of the Week
Optimize for “Editor Time,” Not “Generation Time”
Everyone loves saying, “AI writes this in 30 seconds.”
But speed of generation isn’t the real metric.
The real question is: How fast can we confidently approve this?
In an agency environment, output isn’t done when it’s generated—it’s done when it’s shipped. If editors are still rewriting tone, fixing structure, softening claims, adjusting voice, or reframing angles, then AI isn’t actually saving you time. It’s just shifting where the work happens.
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Start tracking where editors consistently intervene.
Is tone drifting too aggressive? Are structures too formulaic? Are compliance edits happening late? Is voice slightly “off” every time?
Those patterns are signals—not about the quality of your editors, but about gaps in your context.
Instead of fixing the copy again and again, patch your prompts. Add clear voice guardrails. Include approved structural frameworks. Set explicit claim boundaries. Drop in “never say this” examples.
You don’t improve speed by pushing writers to edit faster. You improve speed by making first drafts more approvable.
⸻
Every minute you eliminate in revision compounds across campaigns, brands, clients, and writers.
Generation speed is a vanity metric.
Approval speed is the operational one.
Must-Read Articles
Claude (via How to AI)
Why I recommend it:
Breaks down how the new Claude Cowork workflow lets the model read your files directly and act more like an assistant than a chat box, helping you generate context-rich, brand-consistent outputs without wrestling with prompts. It’s worth your time because it reframes how AI can augment creative work — not just draft language, but actually internalize your style and context to save time and keep messaging on point.
The Mimicry Effect (via Stacked Marketer)
🔗 https://cm.stackedmarketer.com/t/j-e-ydtilrky-hrudttiyiy-yd/
Why I recommend it:
This newsletter snippet (middle section) explains how mimicry — showing traits or language that mirror your audience — builds affinity and trust, making your marketing feel more relatable and persuasive. For a marketer or copywriter, it’s a quick psychology hack you can apply to audience research, tone, and creative choices to deepen connection and persuasion.
Personal vs. Personalized: What Real Connection Looks Like in the Inbox (via Customer.io)
🔗 https://customer.io/learn/personalization/personal-vs-personalized-email
Why I recommend it:
This piece draws a clear line between simple customization like inserting names and true personalization driven by behavior, timing, and context. It’s a practical read for email-focused marketers because it pushes you beyond surface tricks toward crafting campaigns that feel genuinely helpful — which improves engagement and outcomes.
You Might Also Like:
The StoryBrand Podcast
Why Cognitive Load is Holding Back Your Business
🎧 Listen on iTunes | Listen on Spotify | Watch on YouTube
Why I recommend it:
While I don’t necessarily align with ALL of Donald Miller’s commentary here (he gets a little political), the message still resonates: you need to reduce the cognitive load your message has on your immediate audience. He walks through a few examples in real time, which is helpful in understanding the main point.
🔓 Want access to my entire swipe file database?
Subscribe here to unlock the magic link.Pretty Fly Copy
Salt Shack
Format: Poster
Spotted By: Jade & Lee Trott
Why I like it: Most signs explaining rules inside of businesses exist for a reason: someone’s done that thing before. This is one of those situations you WANT to know the story behind the sign, and they deliver.
Cushionaire
Format: Email
Why I like it: Remarkably simple (and clean) email. I also enjoyed how the “Shine Bright” headline and the “meets a little sparkle” subheadline work together. 10/10.
Jupiter
Format: Email
Spotted By: Email Love
Why I like it: I mean, when live gives you lemons, make lemonade someone steals your merch off a truck, make a marketing campaign. But seriously, I love the strategy here.
Career Opportunities
These remote opportunities are updated every week with copywriting and marketing roles ambitious job-seekers should definitely apply for.
Creative Specialist, Copywriter at LEGO
📍NOT REMOTE (Boston, MA) **ℹ️ B2C 💸 $107,000 - $161,000/yr (USD)
Digital Copywriter at Stibo Systems
📍Remote ℹ️ B2B 💸 Not listed
Copywriter & Content Strategist at Homestead Studio
📍Remote (Argentina, Mexico, Philippines) ℹ️ Agency 💸 Location Dependent
Senior Copywriter at Golden Hippo
📍Remote ℹ️ B2C Wellness 💸 $91,000 - $121,000/yr (USD)
Senior Copywriter (Email) at TakeProfitTrader
📍Remote ℹ️ B2B/Finance 💸 $100,000 - $120,000/yr (USD)
That’s it for this week! If you have questions or comments — drop a note below.
✌️
Matt
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