XB was saying use the old bearing cup to drive in the new one (like the idea of using a socket). Obviously, it's not the same bearing type, that's why I'm doing this in the first place to upgrade to the cone bearing!
I have a family friend that owns a car shop so I'll have him press them in the rest of the way. Also, I did clean and grease the seat, just didn't clean the whole head tube
I should have taken a picture before I started, I guess.
The second image shows what I thought was the seat but that's another quarter of an inch, that's what my real question was. I also understand that the washers are used to to raise the bearings upon reinstalation of the triple, that's what made me post this asking if it does indeed need to be driven in the rest of the way to that lip, then the washer would bring the new bearing up to the same heighth.
Up to this point I froze the bearing cups for a day, they slid in relatively easy. I used a flat piece of 3/8 steel and a hammer to get it flush. Before going further I made this post before I began to drive it further, to insure I wouldn't have to do it twice. Hope this makes sense that I understand the function of the bearing. Just simply asked if I had to go further instead assuming I did and damaging the new cup.
Thanks gents, this was just a quick question but somehow it gets to how I cleaned it wrong, don't understand the function. I just wanted to check before I proceeded.