I think it goes in phases and we all evolve and grow. Values change, taste change or sometimes we just refine our ears and we need something new. All valid. This is a 'tone chaser' forum and I personally encourage it to a large degree. Its just good to recognize when the heart of it still has to come from you. I love my tone(s) several amps and multiple guitars, all variations of my tone. But This is a game of inches most often and our quest is in the details and subtle realm. We quest for that 5% 'something'. Yes it may come from us at the end of the day and sometimes it comes from the inspiration we get from our new piece of gear or how we feel about ourselves with the gear etc. Even a new pick or strings can get it sometimes.
To the OP, enjoy both if possible. If a pedal gets you the inspired tone you hear, then have at it. Or if a new rig (amp) gets it, have at it. It is even cool to buy a new amp even if you get the tone you want form the current rig. No two are created equal and all of it is valid and uniquely inspiring. They can all help you grow. The irony for myself is that even if I switch from say a Twin to a Blues Deluxe, I dial in my sound pretty close to the same. But still it is just a blast to switch between amp character / response or different pedals even if one is getting the job done. Again subtle details becomes the driving juice after awhile. Enjoy the quest!
Much Respect,
Rodney Gene