The name "Pirate Picks" needs to be pirate-themed. You have a lot of creative freedom here, including colors. The owner does NOT want a corporate look or feel. While he wants to make a statement, he also wants it to be fun and approachable - even slightly on the side of cartoon-like, whimsical.
You don't need to incorporate characters/images necessarily, but feel free to play around with them it you like (i.e. crows nest, telescope compass, treasure, gold, pirate, map etc).
As mentioned in the description, the owners nickname is "The Pirate" - this logo for "Pirate Picks" is for his members only website featuring his current stock picks and other trading tools to help investors.
Please don't hesitate if you have any questions! I'll make updates as needed and provide feedback as we go... THANK YOU & HAVE FUN!