On the other hand, I've had the same mindset my entire life ("thrown my name in a hat just for fun" when possible) but never ever won anything in 30+ years. But

On the other hand, I've had the same mindset my entire life ("thrown my name in a hat just for fun" when possible) but never ever won anything in 30+ years. But when it comes to the rest of my life, I've been very lucky when it comes to everything from work, personal life, relationships, health and more. Do try it out and see if your luck replicates to other things, worst case scenario you tried and got experience :)