They could do that by avoiding judgment on a teenager with a critical record rather than not pretending like that record doesn't exist. And if the problem is that too many people are judging, then it's not true that society at large really does feel the same way about it.
Give people facts, not judgments about the facts.
The real problem are not teenager's criminal record or photos from drunk partying - the problem are the people who judge others by things like that, many of which are done by everyone else anyway. And if this is the majority of people, maybe we should finally admit that this is a society-wide problem.
Reality check. Look at the prevalence of tattoos. Think that the prejudice against that has diminished? As far as I can tell, it's gotten worse.
Before, tattoos were sufficiently rare that if somebody had one who was applying for a job where they were unusual, they generally were given the benefit of the doubt (ex-serviceman, gang member who got out, etc.).
Now, they're so common that they're used as a proxy for "lower socioeconomic status" and all the discrimination that comes with that.