Another set of questions you could ask:"What are we actually doing here" and "what incentives am I taking part in or reinforcing". For me the answers are "indistinguishable from prison" and "trading time/money for enjoyment." For you, those answers might be different.

For a given dollar notiional investment, you are buying more vega with deeper OTM puts (or just more contracts).

Basically the same as why getting things correct on 10 20-to-1 bets pays more than getting a 1-to-1 (even odds) bet.