Should I Move My Website from Squarespace to WordPress Myself or Hire Someone?

Hi everyone,

I currently have a website on Squarespace that I would like to move to WordPress. The site is very simple, consisting of about 5 pages and a contact us form. I have basic technology skills and can assist with the transition, but I’m unsure if I should tackle this project myself or hire someone to do it for me.

If you have experience with this kind of transition, I’d love to hear your thoughts. Is it manageable for someone with basic tech skills, or should I look for professional help?

If you recommend hiring someone, what’s the best way to go about it? Any tips on finding reliable and affordable help?

Thanks in advance for your advice!

  1. You would be needing to rebuild the site – there’s isn’t really a migration path between SS + WP. If you don’t have web development experience, I’d recommend hiring someone. []( has vetted developers so the quality is excellent, but not cheap. For a lower price point, you can try Upwork or Freelancer (or worst-case, Fiverr), but the quality is generally *a lot* worse.

  2. It is absolutely manageable but your site probably isn’t directly transferable. Luckily m, rhere are so many WordPress hosting providers these days setting up a WordPress instance probably won’t be necessary. Create a page for each page you have and copy the content from each page to your new page, then get to work styling. If you provide a screenshot, I could give you better pointers.

  3. I’d be interested in having a look at it and possibly helping out! DM if you’d like.

  4. If the site isn’t critical, it’s worth taking a stab at it yourself especially since it’s only a basic site. There’s no direct migration path from SquareSpace to WordPress (that’s by design so they can lock their customers in) so you’d have to learn to rebuild the site in WordPress yourself. You can check out a tool at they give you a free temporary WordPress site that you can play with and learn – that might give you enough to know whether this is something you want to take on yourself or not.

  5. Hiring someone means you’re paying them for their experience troubleshooting issues on WordPress, dealing with plugins, configuring hosting, whatever.

    If you don’t know what you’re doing it’s going to take like 10x longer, so you either pay someone with money or pay with your own time.

    As for who to hire, you can either go with an agency or freelancer. Lots of freelancers on Reddit and marketing Discord servers. Like others mentioned platforms like Upwork generally have lowball offers on both the freelance and client side of things. Just be wary of people online who immediately offer their services without any discussion or input beforehand, lots of charlatans about.

    Agencies will be more expensive and may charge you a lot for a relatively simple task like migrating a small site’s content over to WP. Squarespace and other platforms like it are kind of a pain in the ass migration-wise though, so I would just pay someone if you aren’t experienced.

  6. Is this a business site or hobby site? If business site, you should pay professional. If hobby site you could try to do it yourself.

    Whichever method you choose, the site will have to be built in wordpress. You can not just transfer a squarespace site to wordpress.

    If you go professional, I would look at local agencies / freelancers.

    If you want to try, I would start with LocalWP and try to build the site locally before making the switch. You will also need hosting, I would recommend Cloudways as it’s easy and fairly inexpensive.

    Definitely would not hire any of the random people that have sent you a message on reddit.

  7. If it’s under 5 pages just do it yourself. You can also experiment with different themes. If you have no knowledge in WP then you’re better off hiring someone.

  8. I had to move my site from SS to WP and I did it myself. You can export your site and then import it to WP, but it will only be text, you’ll have to upload all your photos and do all the formatting and styling to make it look nice. My site had a ton of pages and the process sucked but it wasn’t difficult per se, just time consuming. If you only have 5 pages it’ll be way less time consuming.

    Doing this teaches you how your site is set up, because you’re the one who did it. For me that’s invaluable in case I want to make changes in the future. I have a lot of friends who have no idea what plugins they even have installed or how to change basic things in the customizer


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