Rewrite not triggering?

What post types have you registered, and also do you have a PAGE with the same slugs?

From what I can see, this url: https://reputationpartners.com/nick-kalm/ is actually leading to an attachment url, for the wp-content/uploads/2017/10/Nick-Kalm.jpg image.

It’s not a common collision of sorts, but it can definitely happen since media library items are technically part of the “attachment” post type.

The first URL presented looks like a post for Nick in a “team_member” post type.

I do have pages with the same slug for both of my CPTs, /team and /our-work. It works as intended with our-work, but not with team. And yes, the team_member post type with the custom slug of team is the proper display.

I see. I didn’t know images had their own permalinks. I guess I just never had a need for it. But that is exactly what is happening. Media attachment url.

It appears I cannot change the permalink for those attachments. I’m going to research this now, but do you have any quick advice on how to handle this in the meantime?

Thank you so much for your help!

Upon some quick research, I see that I can redirect media attachments to parent posts in Yoast, and I can also attach unattached images to posts/pages in the media library. Done, and resolved! Thank you so much again for your help, Michael.

You’re welcome. Glad I could provide some leads on the issue sources. ??