A csv with timestamps + balance would be neat to make a cool chart. Damn, now I really need to set up Ubuntu to get your thingie running...

Your wish has come true.
Latest git has csv output for transactions:
./parser closure 1PSf86KnLuzM7Ris5kDhTEZwooR3p2iyfV > PIRATE-CLOSURE
./parser transactions --csv file:PIRATE-CLOSURE > PIRATE-CLOSURE-TX.csv
Here's what it looks like when you graph it :

Well, at least he still seems to be able to get rid of huge blocks of BTC at once...
Next step should be imho to do the following:
Create clusters out of all addresses where money from or to pirate was transmitted, then write the complete sums as incoming/outgoing to each of them.
Example:
Cluster 1: Sent 1500 to pirate, received 170 from pirate (addresses: 1bitcoinaddress1234, ...)
Cluster 2: Sent 10000 to pirates, received 1337 from pirate (addresses: 1otheraddress1234, ...)
Then it would be apparent (maybe) if there's a cluster (or several clusters) where a lot of funds from pirate are going to and/or coming from.