Professionals exist for a reason. Whether software or investing, you are better off with a pro. All these anecdotes make my eyes roll.
Once you've seen a few people torpedo their retirements, this macho pass-time loses it's lustre. For the love of god, hire a competent professional for your financial planning.
If it is entertainment, that's fine. Still, hire a pro for the money you aren't gambling with.
It can be difficult to find a good one in an industry with so much woo. Shop around for one that isn't trying to sell you something.