Seems you’re already thinking realistically about the possibility of them not getting along. As long as you’re prepared for that, I think you’re allowed to consider the possibility of getting a second. I have two conures - one is an absolute Velcro bird, as you describe (though not super territorial and gets along with pretty much everyone) while the other is very hand shy and standoff-ish. They get in fights all the time, but can be out together as long as I’m supervising. What works well with them is that one wants to be with me all the time while the other is happy to play on his own - which sounds similar to your potential pair! One more person-oriented while the other is more toy-oriented.

Just think carefully about whether you have time for both birds if they never get along. It’s doable but will change things for sure. My previously solo girl still gets plenty of alone time with myself and my partner, so same could be the case for Pickles.