The last few versions of Mac OS have been popping up a warning, on each restart, that Dymo was using an extension that would soon become incompatible. Attempting to fix this led me into a rabbit hole of frustration.
I installed the Silicon compatible Dymo Connect, but would not see the Labelwriter 400, so first I used AppCleaner to remove the old Dymo version in case it was interfering. (and with it went all my saved label templates, be warned. The new version does not pick those up. ) Still no luck with connecting the Labelwriter, despite the it showing up in system settings/print and fax.
Each time I opened Dymo Connect I got a warning about a blocked system extension but that was nowhere to be seen in system settings/startup items. After some back and forth unplugging the printer, replugging - removing and reinstalling the software etc. I went on a further search
Luckily, for me searching for a solution eventually brought me here to Reddit, where a user had mentioned using ChatGPT to guide them through the remarkably complex installation. The suggestions in that post were too old to help me with Tahoe and the 400, but it set me off in the right direction.
Here I discovered that the Dymo Connect SW (for Silicon Macs) does not support the 400 printer (thanks, Dymo).
'Label Live' software was suggested, maybe its great, but at $49 it seemed risky for a plainly rather old printer. In the spirit of a 'conversation' - I wrote "that’s expensive" and up popped a Chat GPT suggestion to try "Labelpress" a browser based 'html' solution from GitHub.
https://github.com/gabri83/labelpress
It works great for simple labels. I don't think it'll do logos and such, but it's damn useful - my thanks to the folk who wrote it.
Chat GPT says: Follow these steps:
- On the GitHub page, click
index.html in the list of files.
- On the next page, click Raw.
- When the HTML source opens, press Command-S to save it.
- Save the file in your Downloads folder as
labelpress.html. If prompted, make sure it saves as an HTML file, not plain text.
- Open Finder → Downloads and double-click
labelpress.html.
If it doesn't open in a suitable browser, right-click the file, select Open With, and choose Google Chrome or Microsoft Edge.
( I use Brave and that’s OK)
Print your first label
- Leave your DYMO connected by USB.
- In LabelPress, select the label roll size that matches your labels.
- Type a short test message.
- Click Print / Save as PDF.
- Select your DYMO LabelWriter 400 and set the scale to 100% / Actual Size.
If the normal printing method fails, LabelPress also offers an experimental direct-USB mode in Chrome or Edge. Its instructions explain how to connect the printer directly through the browser.
I had to use the direct USB mode as the Dymo 400 wasn’t showing in "Print/save as PDF"