I once bought some OTM long dated calls on SVXY. Based on historical stats it was approximately a 50% chance to ~4x my investment and 50% to lose it all. I lost the coin flip because it was a week before the Volageddon of Feb 2018. But it was a good trade. I only regret doubling down when it went against me. I blew up half my account, undid 5 years of crushing the S&P, got tilted and took two years off trading to focus on professional gambling.