If your posterior is 99.5% and 95% if being pessimistic you made up your mind essentially as far as a mind can be made up in practice. If the answer to the upload question depends on an empirical test that has not yet been done (because of lack of tech), then you made up your mind too soon.
These two statements clash very strongly. VERY strongly.
They don't. 99.5% is far too much.
Scott Aaronson has a new 85 page essay up, titled "The Ghost in the Quantum Turing Machine". (Abstract here.) In Section 2.11 (Singulatarianism) he explicitly mentions Eliezer as an influence. But that's just a starting point, and he then moves in a direction that's very far from any kind of LW consensus. Among other things, he suggests that a crucial qualitative difference between a person and a digital upload is that the laws of physics prohibit making perfect copies of a person. Personally, I find the arguments completely unconvincing, but Aaronson is always thought-provoking and fun to read, and this is a good excuse to read about things like (I quote the abstract) "the No-Cloning Theorem, the measurement problem, decoherence, chaos, the arrow of time, the holographic principle, Newcomb's paradox, Boltzmann brains, algorithmic information theory, and the Common Prior Assumption". This is not just a shopping list of buzzwords, these are all important components of the author's main argument. It unfortunately still seems weak to me, but the time spent reading it is not wasted at all.