Honestly, not as difficult as you'd expect to get this achievement. Most of the time spent getting this will be because you have to collect all 8 Tier 1 Whips, which you'll earn this achievement for:
I recommend going for both the "First 8" achievement, and this at the same time, as you'll prestige the whips whilst obtaining the next whip, as you only have to complete a run on The Ruins whilst using a whip to prestige it.
Just as that guide suggest, it's best to get all 8 of them via Classic Mode, which removes a lot of the RNG about obtaining them found in Adventure Mode, though it's still about a 3 hour grind at most.
Once you obtain the final whip, you should only need to prestige that one whip by finishing another running on the Ruins if you were prestiging each whip after obtaining them. Just finish one final run with the final Tier 1 whip, and the achievement will pop up.