I think this is missing the point of the objection.
The objection was raised because the ads, which were intended to help increase public support for transit funding, were poorly done, and featured a negative and counter-productive message.
If you want to increase support and funding for something, the last thing that you want to do is describe it as the worst. That doesn't help to instill hope or confidence in the people that you are trying to persuade.
Instead of an ad saying: "our system is the worst because we don't have enough support, so vote to increase funding", an ad focusing on the increasing demand for mass transit, transit-oriented developments, and the benefits to be gained by increasing support and funding for transit would be a much more effective way to go.
The problem with the ad was not that "the truth hurts", but that the ad was counter-productive, and was having the opposite effect of its intended purpose.
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