Since the market prices are based on crypto<>fiat, say you sold bitcoin at high and the fiat value of that coin is still low if you bought back you could theoretically shift to a stablecoin for the time being till the market drops again to buy back at a greater multiple value. Check yourself what Dollar cost averaging means and you might get a better idea.

I dont think that is going to promote the proper sentiment. You dont "gamble" with your money, but take calculated risks based on previous market metrics. Gambling here will mean pertaining to a casino to the users of this forum.

Logically that is what everyone should try. The difficult part is staying on track with the buy low sell high idea.