Dan Savage is the best in the biz.
Asklemmy
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I'll second this. Only podcast I actually subscribe to the ad-less version, to support it.
Came here to say.
Slate has a pretty good one called Dear Prudence. I used to enjoy NYT The Ethicist but haven't really read it frequently in years.
For workplace specific advice Alison at AskAManager.org usually has a pretty good & entertaining thing going.
And yeah BoRU is one of the communities I miss the most from having quit reddit cold turkey.
Not exactly what youβre looking for, but for a laugh, check out the Weβre Here to Help podcast :)
Follow up, maybe someone should make a community to share the best of newspaper advices columns?