Every single contest is custom written, and has an extremely thorough review which includes: 1) automated check (check for missing/incorrect information) 2) low level review (primarily done by a team in India that uses Google Street view to measure the distance to closest signs) 3) high level review (performed by an Advocate in SF who double check the previous steps, and also reviews all notes and input from the user).
The advocate in SF then finalizes the contest letter and submits.
In general, about 2/3 of the tickets issued by the SFMTA and other parking ticket authorities have some issue with them.
I'd also like to point out, that it is not in our interest to submit frivolous contests. Each submitted contest requires time and resources on our end to submit the contest AND monitor the contest and process the return letter.
Finally... if your wife had two similar contest submitted, I might suggest that the SFMTA has become fat and lazy from lack of oversight, and continues to make the same trivial mistakes in each ticket.