This is an extremely thorny question. Not allowing some kind of blank slate makes rehabilitation extremely difficult, and it is almost certainly a very expensive net social negative to exclude someone from society permanently, all the way up to their death at (say) 70, for something they did at 18. There is already a legal requirement to ignore "spent" convictions in some circumstances.

However, there's also jobs which legally require enhanced vetting checks.

> However, there's also jobs which legally require enhanced vetting checks.

I think the solution there is to restrict access and limit application to only what's relevant to the job. If someone wants to be a daycare worker, the employer should be able to submit a background check to the justice system who could decide that the drug possession arrest 20 years ago shouldn't reasonably have an impact on the candidate's ability to perform the job, while a history of child sex offenses would. Employers would only get a pass/fail back.

Other people have rights like freedom of association. If you’re hell-bent on violating that, consider the second-order effects. What is the net social negative when non-criminals freely avoid working in industries in which criminals tend to be qualified to work?