When I first started spinning twenty odd years ago, I needed to know my tunes inside out for my mixes to sound any good - cue points, breakdowns, drops etc.
Practice and experience changed that over time. Fairly quickly got to a point where I could just grab a bunch of new tunes, have a spin, and it’d come out sounding decent.
Haven’t done a ‘planned’ mix for years - one of the board festive mix swaps from a few years back I guess. Just don’t get the satisfaction from it that I once did, and honestly - I’d struggle to find the time. I’d say you’re better off just having a spin as often ss you can, and getting as comfortable as you can transitioning from one record to the next, whatever those records are…