I'm rescuing this post from 2022 because it is the only one that mentions the word "Lordaeron" in the whole thread, and I seem to be finding the same bug.
According to the official WT, achievement #34 called "Man of culture" requires the following steps:
Just to make sure, the "nerd origin" means that you chose "I was spending most of my time at the computer", right?
If this is correct, this achievement is impossible to unlock because I chose that "origin" but was never given any choices during the first conversation with Tobias. He mentions Lordaeron in passing, but the MC can't reply anything at all. The first choice you get is some seconds later, when you decide to pay for his hacking classes or not.
If anyone knows if this is an actual bug or if the WT is outdated, please let me know. I would like to unlock it through gameplay, not cheats.