Most of the people who end up with 10 influence do so because they took the easy way out and only got 1 point from Wilson. I haven't tried to progress that way, so not sure how that would work in the recent update (I am not sure if the staff training with Debbie unlocks in Chapter 1 or not) but you can check out the walk-through, it is very detailed.
The content you get from tricking Wilson (in addition to 2 influence points instead of 1) is worth playing.