Risk-wise, there's really no discussion to be had because most people are concerned first and foremost about protecting their capital. Like many coiners, I think thecodebear is more concerned about maximizing coins than protecting fiat value. It's not a conventional investment strategy but it's not uncommon around these parts.
I used to buy into crashes years ago. It's too stressful and risk-laden. These days, I usually wait for support to come in and buy once I see signs of reversal.
I'm trying to maximize coins yes obviously, thats what everyone is trying to do. The more coins you have the more profit you make. I consider it too risky to wait until the bull market has clearly started, because that means you entirely missed the bottom. Meanwhile I'll be buying the whole bottom starting now and over the coming months. You don't know what the bottom is for sure until it is long gone, I'd rather cost average the bottom over a period of time and get in at a lower price than wait a few months after the bottom is gone when everyone is sure the bull market has started to start buying in at a higher price.
What I'm doing would only be risky (from my point of view) if I thought Bitcoin might now recover. In that case sure getting a worse (higher) price later on after the bull market is back would make more sense than getting a better buy in earlier on in case it just keeps going down and there is never a good place to buy in. But I have zero doubts about Bitcoin far surpassing the last bull run (because I've been around Bitcoin for more than just the last bull run), as it does on every successive bull run, so what I'm doing is try to get the best deal possible, which means cost averaging out the bottom.