I played around with some ideas revolving the name Money Peek. And I think a character peeking out of a dollar symbol is just a fun and descriptive illustration.
The character is peeking out of a window blinds shaped from the dollar symbol's lines.
There is a different version of this logo, a more whimsical version with the character holding a binoculars.
If there is anyone that is interested in this logo just send me a message :)