In your scenario, I don't see a correlation with the facts you presented vs the previous example. In the previous example, they provided evidence of a potential (IANAL or a judge or on a jury for the case, thus potential) crime, I merely stated that I believed the willful deception would likely be a significant point in the case. Without knowing the "case" in your example, I can't know if the font used would be significant or not.
Depends on if the errors are material to the value produced. Like let's say I produce a report in an automatic way but have all the page number misaligned and occasionally insert incorrect punctuation then that does reduce the value of the report.
You're trying to trick the consumer into thinking a human made the sign (and by extension the product as well), which was actually made my machines.
I don't see a difference. When I buy a product, there is no disclosure of the manufacturing process.
I could only see a good lawyer losing this case if OP signed a contract that explicitly stated the process in which his work must be produced.