Re: Cross Dissolve does not always work
I'm running into a similar and very annoying issue. Using latest version of Premiere on my Mac. I can't add dissolves at the end of a clip (fade to black), even though there is -plenty- of additional footage beyond the cut. Sometimes it'll work if I re-start. Once it worked after I added a different transition and then removed it (dip to black, removed dip to black, then could add cross dissolve) but even then it's not consistent. It will work if I add a "black video" clip, I can dissolve to it, but if I remove the black video clip, I lose the effect and can't add it again. I don't know if this is a problem with this particular version of Premiere Pro (2023) on Monterey or what, but I've been using Premiere for probably close to 20 years and never had this problem before. This doesn't happen on the PC.
