Hi @WesPhg
There could be multiple reasons this issue is occurring,
First of all, check how Adobe Target has been implemented on your page.
If it is SPA and if Target is implemented on page load through launch and you are trying to reach the page after few steps target won't get triggered on page load since page load doesn't happen in SPA.
To debug it further keep your debugger on, right click on page > click inspect > go to network tab > filter by mbox/delivery depending on AT extension version.
Check whether you are seeing target calls getting triggered on reaching out to the page.
If target is getting triggered check whether you are qualifying for activity, if yes check which experience you are falling into.
If all these look fine, lastly check whether your modifications are working fine on first load of page. Check whether there are any console errors.
Hope this helps.