Why Squarespace sucks and will never be a WordPress killer

When I started the new year I was hoping for a fresh start with blogging, namely by using a platform that would take care of all the technical craziness of hosting, design and otherwise maintaining a a stable blogging platform for me, that way I could finally focus all my energy on my true craft:  writing and annoying people.

I thought Squarespace would be that blogging platform, where things would just… WORK, ya know?  No more manual SEO analysis and weird optimization hacks or fighting with bloated plugins, or chasing down threads in WordPress forums to fix a bug, or reintroducing code into my theme that the WP developers decided we didn’t need that of course I desperately needed.

I would spend days and weeks tinkering under the hood just to keep my blog functional and online, and when I finally had things just right (at least in the 5 minutes of peace I enjoyed before WP released another update that broke everything), I had no energy left to blog.  I was a zombie.

Squarespace gave me hope by offering an all in one solution, starting with taking care of all the hosting backend (and thus ensuring that I’ll never have to deal with frantic emails from my host claiming I’m using too many resources because one of my plugins basically blew up their server.)  Then secondly by allowing me to design my own theme, albeit one that would be limited to the rigid structure of their templates.  They had a small selection too, but fortunately their tumblelog template was aesthetically pleasing enough and had most of what I needed (with some moderate custom CSS tweaking involved.)  Finally their posting editor provided a few clear advantages over WordPress’s editor, namely with their use of blocks.  Each block has a unique trait (from simple text to video and image blocks) that could be resized and aligned effortlessly.  No having to switch back and forth between HTML and WYSIWYG to get things juuuuust right like I had to do with WordPress.  Images in a post were a breeze to add and edit, and not just images, but blocks of almost every flavor that could be added and adjusted in almost every imaginable way.

This was it, baby.  Sure there were some limits (such as their editor offering no way to change your font colors) but these were limits I could deal with.  I was content to live in a walled garden so long as everything worked properly and made sense.  I could at long last, write in peace.

And that’s when the wheels started to fall off.

Squarespace errors
Here we go…

That was the kind of error I’d receive when I simply wanted to delete a post.  Wait, it gets better.

I was starting to notice other annoyances too.  Things I always took for granted in WordPress but were conspicuously absent in Squarespace.  Like the lack of a Preview button.  The way it was designed, I couldn’t even right click on a post in my dashboard and open it up in a new tab so I could at least go back and forth between editing and then checking the changes.  Really?

There was also no “edit” link on individual posts either.  If I wanted to edit a post, instead of clicking on a simple link available on the same page like I could in WordPress, I had to go back to my Squarespace dashboard and do a KEYWORD SEARCH FOR THE SAME POST.  And there’s no sorting or filtering option available.  At all.


You can’t even batch edit or delete posts, so God help you if you have a category of 100 or so posts you want to get rid of.   You’re gonna have to delete them one at a time, using keyword searches.

Oh, and if you decide you want to undelete a post, forget it.  No trash can here.  You delete it, you ain’t getting it back.  Ever.

Even more grating, if you use a custom domain, the little Squarespace widget overlayed on your site where you can make changes to your design or click to access your dashboard doesn’t show up.  As a result of this I was perpetually surfing between my domain and *.squarespace.com in clumsy and awkward fashion.  And also, if you happen to use Disqus for your comments, comments don’t show up in Squarespace’s native domain either.  (I could not for the life of me figure out why I couldn’t find a particular Disqus comment until I realized I was surfing the wrong domain.  Oy.)

Oh by the way, SS’s native comments will not export to Disqus (or vice versa), so if you ever decide to switch from one to the other, they go bye bye.

Even changing/adding meta data in a post was getting irksome (like setting tags and categories.)  I would add a category, and yet once I was done the popup window to add categories still wouldn’t go away.  Because there’s no dropdown menu I had to remember to click away to some other part of the screen to get rid of these popups.  And it didn’t always work either.  Sometimes it STAYED there, blocking part of my writing screen, to which the only thing I could do was save the post, leave the page, and then come back again.  FAIL.

Squarespace provides social sharing options which I thought would be great, except they don’t stay switched on when you want to use them.  You have to manually switch them on, every single time you write a post.  Every… single… time…

Even worse, the Tumblr sharing core dumps your ENTIRE post onto your Tumblr page.  There’s no option to have Squarespace simply push a link of the post (and maybe an excerpt) to your Tumblr site.  Seriously?

Oh, and here’s another minor and yet BAFFLING omission: you can’t customize your links to include nofollow tags, or set them to open in new windows either.  Well… you could,  but it requires placing most of your content inside a CODE block, which of course strips out all styling and formatting, so you’re now required to brush up on your HTML and re-add all the formatting you need, by hand.  Yes, really.

There were also certain things about their image formatting that really made no sense from an SEO perspective, especially given their market is supposedly heavily geared towards artists and visual designers.  Specifically I’m referring to their practice of consolidating captions with ALT tags.  When I captioned a photo for example, I usually made commentary that doesn’t always describe what the photo is all about (which is part of the point of why you’d use an ALT tag instead.)  And yet SS consolidates the two.

Let me explain to you why that sucks: In order to ensure my images get the best possible ranking in Google Image searches, my captions now have to be written as an accurate description of what’s in an image, instead of just being able to write any old thing I wanted.  For example, I post a picture of a tree.  I now have to write in the caption:

“This is a picture of a tree.”

Now, the reader sees that and he’s thinking, “I’m not blind moron, I know it’s a picture of a tree.”

BUT, if I had the ability to edit the caption and ALT separately (like I could always do in WordPress,) I could instead post the same picture, and write in the caption:

“This is one of my favorite places on earth!”

And then for the ALT tag (which the reader never sees, unless he’s disabled showing images in his browser for some reason) I can write an accurate description of the picture, which a Googlebot will then happily gobble up and give me a nice warm cuddle of search engine wubs.

It’s a little thing, and yet it achieves so much.  Captions allow me to tell the reader what I’m thinking or provide commentary that the image inspires, while ALT allows me to give the search engines what they need to properly index these images.

And yet Squarespace combines the two.  Why?  Because shut up, that’s why.

Then there’s the iPad/iPhone app.  Which at first glance seems polished and simple enough, until you decide you want to add photos, and you realize you can’t add them inline; they can only be added to the end of a post.  If I had 5 photos I wanted to add, I couldn’t place them anywhere I pleased like I could with my Blogsy app (and even WordPress’s own subpar iOS apps.)  So I’d write this post on my iPad, and all the 5 photos would show up in an awkward column after the content, and no, I can’t even caption them either.


Oh and that reminds me, they’ve also completely dropped all MetaBlogAPI support too.  In other words, you cannot use any third party client to access your SS content, period.  It’s their dashboard and their apps or the highway.  Which I might have been fine with, if the quality of their interface didn’t already suck the mooseballs of rancid death to begin with.

The last straw though had to be the bookmarklet.  At first it was the saving grace: Anywhere I surfed, with one click I could immediately comment on an article I was reading, upload images and type quick and dirty posts straight to my Squarespace blog.  It was faster and easier to use than WordPress’s Press This bookmarklet, and for me it was the solution I needed:  Let it all be about blogging rather than trying to fix everything that was wrong with my site.   Sure, SS had a LOT of flaws, but they weren’t things I could control anyway, so let me just focus on blogging and maybe who knows, the rest will take care of itself.

And then my bookmarklet broke.

Suddenly, every time I clicked on it, all I’d get was a blank window.

… … … …

Now, if there was ONE thing I absolutely NEEDED Squarespace to deliver on, it would be to spare me the agony of diving into WordPress forums for hours, days and maybe even weeks on end, hoping I’d find some kind hearted WP guru to help me fix something that had gone horribly wrong with my blog.

Instead, I knew if something went wrong on Squarespace, they HAD to fix it, since it does after all affect ALL their customers, and they’d lose business if they didn’t.

I opened up a support ticket, and to their credit they answered in minutes and let me know they were aware of the issue and that the developers were working on it.

I sat back and breathed a sigh of relief, knowing for once I didn’t have to bear the burden of fixing something that goes wrong with my site, and that it was merely just a matter of waiting until Squarespace addressed and fixed the problem.  They’ve got top men working on it after all.  Top.  Men.


This bookmarklet played such a huge role in reducing my blogging workflow that I was blogging on almost a daily basis… and then it breaks, and STAYS broken for WEEKS.

So what happened?  Of course I didn’t blog for weeks either.   Just kind of threw my hands up in defeat and went on a Netflix marathon binge so I could forget about the world for a while.

But eventually, they finally fix it right?  Except it breaks, AGAIN, not TWO DAYS LATER after they fix it.  As far as I know at the time of this writing it’s probably STILL broken.

My Lord, what did I get myself into?

It made me think, if they let something like that languish for weeks without a fix, what else was broken that I DIDN’T know about?

Reading from their little known service update blog (now defunct, likely so people won’t notice how buggy their platform really is), I would venture to say, A LOT.

The hard truth was that I had given up too much control over my site and I wasn’t getting back enough in return.  They get a lot of feedback in their forums, but because there’s no roadmap it’s anyone’s guess if they’re even bothering to listen to what their customers are saying.  I’ve sent feedback to support myself, which they always respond along the lines of “We’ll send this to our developers for consideration.”  Which pretty much means, “We’ll fix or address this issue sometime between now and never.”

So… it was back to WordPress.  My long lost love.  Only this time I took great care to minimize my plugin usage and go with a professionally designed theme framework that I could get support on if I had issues.  And you know what?  It’s SO much better now.  It really is.  I feel like I’ve finally become a man and can at long last write like one too.

While scribbling naughty things about Squarespace on bathroom walls that is.

Oh, and here’s some irony for you: when I went to delete my website entirely from Squarespace after I moved everything back to WordPress, of course the dashboard crashed yet again with another error message.  It was almost… poetic.

So long Squarespace.  May our paths NEVER cross again.

Create your website with WordPress.com
Get started