Dylan is no longer the It tranny, he's been memory holed (but not amholed, lucky for him). Todd could try to force Tim Petras in but he hasn't had any hits either. Best shot for troon representation in the best list is Chappell Roan for her drag but actually female act, she usually has a drag show as an opener at her concerts. She's also got two possible songs that could make the list and had a whole anti-parasocial diatribe that Todd can white knight about, she's a win all around.
Can't imagine what more he'd have to say about Kendrick after multiple videos already. Sabrina Carpenter, Billie Eilish, the aforementioned Ms. Roan, SZA, maybe Ariana, probably some country and rap I've never heard to round out the best list. Still think Shaboozey will score high with Tipsy just as a fuck you to getting stiffed by the CMAs.