@Tobias_Hall it looks like you’re trying to link your logo to the Webflow hosted image file on your private server. That could be the reason why it’s showing as broken. Have you tried using a local image file to your private server?
Unless of course you’re hosting with Webflow and I misunderstood you.
@Tobias_Hall this is occurring because you’re using SSL Hosting but have not set the images to be served over our SSL CDN, you can do so on your hosting tab of the site settings. Thereafter, press “Save Changes” and publish your site to your custom domain.