Artists you love but who don't fit your usual musical profile

Talking my two sister-in-laws to see Dean Friedman at the Georgian in August. We went last time he played and he was fabulous. There is much more to him than Lydia, and Ariel as good as both songs are. This for instance

Dean Friedman - Song For My Mother

Notorious BIG.

I heard a few songs in Lockdown then started listening to his stuff every day for months. Just something about his flow that I find really catchy.