I will say that the Van Winkle bourbons are decent at their retail prices (LotB & 15yr - the 20 & 23yr are still overpriced at true retail). I bought both LotB & 15yr at approx $80/bottle last year (several actually, although I only have a partial bottle of LotB left and didn't connect for any this year)
At the aftermarket they are HUGELY overpriced and there are many bourbons out that are priced much better and are pretty readily available in most areas. Unless you can score the limited bottles at retail (and ideally without spending 24hrs in line), it's best to leave them to the people who are just hoping to show off and explore the plethora of affordable high quality bourbon that you will be able to score year round.
Personally, my go-to favorites are Woodford Reserve Double Oaked, Four Roses Small Batch & Old Scout 10yr