Problems with mind uploading
Whether or not any form of mind uploading to go beyond biological immortality and reach as posthuman existence is possible is increasingly seen as a set of technological problems, especially by transhumanists. None the less, there are a number of technical and philosophical problems with mind uploading currently inadequately addressed.
Most forms of duplication of yourself lead to the problem of having an extra version of yourself which, in scifi at least, tends of quickly get killed off.
However this is even more problematic when you consider things such as non-destructive uploading, you can disagree with you, which you is the real you.
See also: TvTropes:Expendable Clone
Death, no matter what some people say is bad. Dying whilst literally trying to live forever would bad too. Destructive methods that kill you and replace you with a duplicate that thinks their you might not be enough.
Breaks in consciousness are scary.
What about the soul?
For the purposes of secular discussion we usually discount the possibility of a soul as immeasurably things cannot by our current understanding of the laws of nature affect or interact with us.
For deeper exploration of this issue religious transhumanism may have the answers for you.
Non-materialist physicalism renders the mind uncomputable
Perhaps there is something irreducibly complex at the quantum level about the nature of the mind and consciousness that for computational reasons cannot be transfered, modified or emulated.