Pinterest Trends, Instagram Updates & Taylor Memes

August 27, 2025

In partnership with

While you try to convince yourself you’ll “totally unplug this weekend,” your September calendar already knows better. That’s why this issue is packed with everything you need to face the fall surge: a free SUM membership, a CMO playbook worth stealing, and a podcast to binge while you still can.

IN THIS ISSUE

  • 💰 Budget Season Special

  • 🔥 From The Ink Well

  • 🎧 SUM Disruptors Podcast

  • 🌎 Around the Web: Pinterest, Instagram, ChatGPT

  • ✍️ SUM Poll

  • 📌 ICYMI: Bite-Sized Insights

  • 😂 In the Meme Time

Budget Season Special: Free Community Access

Planning your 2026 marketing budget? Skip the expensive consultants and courses. Join The StartUp Marketer (SUM) community in the next 90 days and get FREE access for the rest of the year. No credit card required.

FROM THE INK WELL

The Startup CMO Playbook

3x startup CMO Miriam Kendall reveals why the role comes with a 2-year expiration date—and how to beat the odds.

Interested in sharing your POV? Submit your pitch to get published in The Ink Well.

SUM DISRUPTORS PODCAST

🎧 Season 2 Coming Soon…

New theme. New voices. Fresh energy. We’re serving up a whole host of surprises in the next season of the SUM Disruptors podcast, due out Tuesday, Sept. 9th.

Until then, catch up on Season 1, where startup marketers, founders, and disruptors share the unfiltered lessons you won’t find in any playbook.

Skip the AI Learning Curve. ClickUp Brain Already Knows.

Most AI tools start from scratch every time. ClickUp Brain already knows the answers.

It has full context of all your work—docs, tasks, chats, files, and more. No uploading. No explaining. No repetitive prompting.

ClickUp Brain creates tasks for your projects, writes updates in your voice, and answers questions with your team's institutional knowledge built in.

It's not just another AI tool. It's the first AI that actually understands your workflow because it lives where your work happens.

Join 150,000+ teams and save 1 day per week.

AROUND THE WEB

  • ChatGPT traffic to websites plunged 52% in a month as OpenAI shifts its retrieval system toward “answer-first” sources like Reddit (+87%) and Wikipedia (+62%) while branded sites that emphasize conversions (“book a demo”) are lose ground. (SearchEngineLand)

  • Instagram now lets creators link Reels together into multipart series, making it easier to guide viewers through connected clips with in-stream prompts like “Watch Part 2.” (Social Media Today)

  • Gen Z is making secondhand new again, driving spikes in thrift (+550%) and vintage (+1,074%) searches on Pinterest. (Pinterest)

  • Instagram has rolled out Reels retention and skip rate metrics that provide insight into when audiences drop off. (Social Media Today)

  • ⅓ of consumers now regularly use AI platforms to shop, while nearly brands (47%) have little to no AI agent presence. (Martech)

  • Posting 3-5x a week on Instagram is the sweet spot for maximum reach and growth, according to an analysis of 2 million posts. (Buffer)

SUM POLL

💍 Taylor Swift broke the internet yesterday (again). Should brands jump on that bandwagon?

Login or Subscribe to participate in polls.

SUM POLL RESULTS

ICYMI: BITE-SIZED INSIGHTS

SOCIAL MEDIA MANAGERS

“Don’t shrink your role to fit the punchline. You’re more than just the meme person.”

BRAND BUILDING

"Luck is a brand accelerant, not a strategy."

STARTUP CMOS

"You have to be chef, cook, bottle washer."

IN THE MEME TIME