I don't want to seem strange, but I do wonder at that advice. Of course for me notions like transitions and surgery etc are over 30 years in the past so my perspective may be a bit warped, but I don't recall doing anything so drastic as ditching a male personality.
Then again back then there was no such thing as a gender therapist so I hade to make my own rules for this, but I don't recall there being any real issue over personality. I was a very young transitioner, and indeed I had also partially transitioned in childhood so perhaps my so called male personality wasnt that extreme, I don't know, but I certainly had a very full life before my metamorphoses, and indeed one which essentially just carried on.
I think as you go on life does shape you, but I am not entirely convinced that men and women are so very different really. In fact one of the nicest things that anyone ever said was when someone came to meet me who hadnt seen me for many decades and who had only really known me as James. He was rather nervous, but then saw me and immediately said, "oh its ok I was imagining some strange person, but actually you're just a rather more attractive and happier version of James," and I had to agree.
I personally think a lot of trouble stems from this notion that one has to "become someone different" even now 30 years on James and Jenny are essentially the same person and my life is a seemless whole. People know me now as an accomplished woman, who has achieved much, and I don't go parading the past but it is a part of me and I'm good with that. In fact in the career I have now chosen, being able to draw on those experiences sometimes helps me immensely.
So my advice would be don't be too hasty to bury an old friend. He's probably just taking a nap, and when he wakes up you'll find he can be quite adaptable, indeed as Grace so rightly implied, you may find he was a woman all along.