Mid-Sept designer SURVIVAL KIT (resources inside! 🤭🌱)


Hi Reader,

This week I noticed an alert that large parts of New England are in a severe drought, with increasing fire risks because everything is so dry. We haven’t had any rain in weeks—literally.

The days are gorgeous—clear blue skies, breezes, long-sleeve-weather perfection—but all the dry air is killing the fall colors. Leaves are dropping early, and the grass crunches under my feet. 🍂

It makes me think about what used to make me want to quit my business: client droughts. Lack of traffic, or anyone besides my family giving a shit about what I was building. 🦗

It feels like you’re doing everything right (posting, pitching, tweaking your website), but there's tumbleweeds in your inbox. The “gorgeous” parts are there—you finally have time, space, maybe even a solid system in place—but without the rain (aka new clients), it all starts to feel… brittle.

The truth? Droughts happen. In weather and in business. It doesn’t mean you’re failing. It means you need to:

  • Conserve your energy (focus on the projects that matter, instead of watering everything).
  • Dig expansive roots, not just deeper ones (so you’re not relying on a single source of income).
  • Stay patient (seasons change—sometimes slower than we want, but they do change).

But here’s the thing: expansive roots don’t mean everywhere roots. You don’t need to chase every shiny “passive income” idea or try to keep up with what everyone else is doing. That’s not sustainable for solopreneurs—and it’s not necessary. What you do need is a few carefully chosen sources of income designed around the season you’re in and the life you actually want.

Because if you design your business based on someone else’s goals or season, it won’t fit. Square peg. Round hole. They might be in a season of “rain” while you’re in a drought, or they might not even show you the messy, behind-the-scenes stuff that would be a dealbreaker for you.

Take social media for example. From the outside, posting a few graphics, pictures & videos each week looks simple—“just batch, schedule, done.” But the reality? Filming, designing, editing, learning how to use AI tools to speed it up (and being bad at them at first), staying consistent… it’s a massive time suck. And if you don’t like posting? Even worse. That’s why I quit social media marketing in 2022/2023 and doubled down on blogging and YouTube. It’s still work—but it’s work I enjoy and can sustain in this season of my business.

You’ve gotta pick what fits you right now.
What you’re good at.
What your audience actually wants.
What works with your life as it currently is—not the fantasy version you think you’ll have “someday.”
That’s how you survive a drought and still move toward the next goal.

Even in a drought, roots keep growing. The trees in my yard don’t give up just because the rain stopped, and that crunchy grass'll be growing thick enough to choke our mower next spring! They’re all just building resilience underground, waiting for the next storm to roll through. And sure enough, when the rain comes back, the leaves will return brighter and stronger than before.

Same goes for your business. The dry spells aren’t the end—they’re just part of the season you’re in. Use this time wisely to prepare for the growth between this season & the next. 😉🌱

📺 Squarespace Circle Day 2025

This week was a fun week for Squarespace designers because we got to network, get nerdy with each other, & geek out together about upcoming changes to the platform, new features coming soon, seeing friends, etc!

So I've been a bit distracted, playing catch up to various "OMG" moments shared in the Club as we watched together live from our home offices all over the world, ––and now I'm catching up on the work that I didn't have the focus or time to finish earlier this week, including this email newsletter! 🥴

If you want to play catch up & see what you've missed, Squarespace has already published a lot of the sessions from Circle Day (Wednesday's) and the World Loop (Thursday's) sessions on their YouTube channel ––but I've rounded up a lot of them here for you in that post in the Club.

Several new features were announced that got people riled up in all the best ways, ––they'll be announced publicly on Sept. 30th in Squarespace's annual Refresh event (virtual; access info TBD), FYI!


📆 Upcoming: October Workshops in the Club

  • Canva Basics workshop with me, for All-Access Club members only. They asked: I'm delivering! Right now it looks like it'll be scheduled for October 3rd at 11am Eastern from the date options poll, so if you'd like to come 'join the Club!' (haha –I love saying that 🤭)
  • 🆓 Workshop: Add $1k to Your Web Projects with Brand Styling, with guest Kadie Smith of Drop Cap Design! This one is happening on Oct. 22nd at 11am Eastern, and is open to anyone who joins Freeloaders (the free group!) Details are in this post here.

🆓 Profitable & Productive Web Designer Bootcamp is OPEN NOW!

Next week starts the fun free trainings with Paige Brunton (full schedule & giveaway details are listed at the end of this email!), so don't forget to join 650 other bootcampers already inside!

On Tuesday, I'll be going live with Paige in the group for Q&A right after the training, so come with all your Qs!


⚡️ Updates & a FLASH SALE!

The checkout pages in my shop got disconnected from Stripe, making PayPal the only available option, ––but that's FIXED now! So if you've had any trouble checking out, try again now & use this thank-you code:

  • 🔥 FLASH SALE: use code SURPRISE20 for 20% off everything in the Shop!

Still looking for more reviews! Share your feedback for a chance to win more discounts, a free Pricing Calculator Template, or even a free month of the Club!

Already have images uploaded to your website that need fixing? This follow-up tutorial & process helps you identify and replace oversized images without having to guess which ones are problems AND helps you understand the new WebP optimization feature from Squarespace (what they're doing vs not).

How to Optimize Existing Images on Your Website


(Part 2 of a 2-part blog post / video series)

💎 This week's gems:

⏯️

Last week's post:

Find out how to optimize new images before adding to your website, using PixResize by Square Stylist. (Free; no account needed to use it!)

⏯️

Squarespace Circle Day '25

📺 Missed a live session?
Catch up here in the Club.


⭐️ Don't miss these sessions:

  • Product Keynote with Paul Gubbay
  • Product Deep Dive (what's up & coming)
  • How to rank #1 in search with AI, by Henry Purchase

and more!

🎤

Staying Solo(preneur)

Youtube: "Staying Solo In Your Web Design Business with Maggie"

Episode #160 of the Profitable Designer podcast with Shannon Mattern

A fantastic episode & so refreshing to hear some non-hustle culture talk. You can also listen from wherever you normally listen to podcasts.

📘 BS-Free Business* (her book)

Paige Brunton's FREE Web Designer Bootcamp schedule:

The pop-up group is open NOW! Free trainings are next week:

  • Sept. 22nd @ 3pm ET – Web Design Business Starter Guide + Designer Q&A
  • Sept 23rd @ 3pm ET – 5 Secret Steps to Incredible Profit + Q&A with me & Paige!
  • Sept 24th @ 3pm ET – Finding Clients As A Web Designer


Plus, do each day's homework & enter to win the giveaway worth $1,517! (1 year of the Foundry™, 1 year of Canva Pro, 1 year of Dubsado or Honeybook)

All times are listed in Eastern Time.

That's it for today, but as usual, I think that's enough. 🤭
Hope ya have fun binging all the videos shared today!

See ya next time!

Katelyn

Web Designer & Educator
Thrivin' on coffee, community, cursing & carefully laid plans!


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Educator & Squarespace Web Designer

I’m the designer, educator, and unapologetic nerd who tames the chaos in systems & client processes for new & scrappy solo designers & freelancers. After years of freelancing myself with no clue, no real systems and a whole lotta self-doubt, I ditched perfectionism, leaned into messy action, and built a business that’s now supported HUNDREDS of creatives around the world. If you’re ready to get organized, get visible, and actually launch the damn thing? I’m ya girl. 💻⚡

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