Deadpool, Vol. 3 #7 (2009)

Dark Reign - How Low Can You Go?, Part 2: What About Bob?
Deadpool and Bob work together to escape Tiger Shark. After a nice hotel rest, Deadpool fills in Bob on all he's been able to deduce so far, just in time for Tiger Shark to come back again. Odds are this kind of thing will continue unless Deadpool can figure out who is bankrolling these assassins...
Release Date: 2009