BIOGRAPHY
Bob joined Hydra at the behest of his wife, who often berated him for not having a steady job. Initially, Bob enjoyed the stability of his job at Hydra, being paid 45K per year, but he was disappointed to discover that dental was not offered as a benefit, as only AIM supplied that to its agents. While working at Hydra, Bob started writing an online blog. This blog was discovered by Weasel, an ally of Deadpool, when the two of them were on a mission to rescue their employer Agent X from a Pakistan Hydra base where Bob was stationed.
At the time, Deadpool had been reduced to a height of only a few inches, and so he used a series of explosions to cause chaos around the base. By pure happenstance, Deadpool stopped a random Hydra agent running by and threatened to hurt him if he didn't show him around. Given Deadpool's height, the agent didn't believe the miniature merc could back up his threats but was soon violently dissuaded of this doubt. After, steering the agent around like a horse and referring to him as “Donkey,” Deadpool finally bothered to ask the agent his name and was surprised at the improbability that it was Bob the blogger.
Bob continued to assist Deadpool against his will to locate the holding area for Agent X, who had been transformed into a massively obese man by some Hydra scientists. Deadpool ordered Bob to find a flatbed truck in order to transport Agent X out of the base and had the scientists use some spare Pym particles to return Wade to his standard height. Bob somehow found a truck to transport the three of them to the hangar bay, which he knew about through his cousin Herm. Herm had gotten Bob into Hydra and use to clean the aircraft latrines before he got sent out as cannon fodder for some big Avengers fight.
Deadpool told Bob to fly them out in one of the planes, but Bob protested that he would never be allowed back into Hydra. Deadpool said that he was being forced to do it at gunpoint and shot him in the shoulder just to prove his point. Deadpool then coached a panicked Bob to keep pulling up on the “wheel thing” so that there was air in front of them rather than land. Bob managed this technique all the way back to New York. [Cable & Deadpool #38]
Deadpool eventually remembered that he had left his friend Weasel behind at the Hydra base but reasoned that Bob would be his new friend and sidekick instead. Bob soon established his trademark cowardice by choosing to watch from a distance while Deadpool took on his arch-nemesis T-Ray. Additionally, due to his Hydra conditioning, Bob tended to reflexively yell out “Hail Hydra” whenever he felt scared or stressed. After the ordeal with T-Ray, Agent X offered Deadpool a job at his agency until he could lose the weight he had gained. Bob was allowed to join too as Deadpool's pet. [Cable & Deadpool #39-40]
When Deadpool was tasked by Cyclops to stop Wolverine from his “Clawabout” at the Hydra base from which Bob had been kidnapped, Bob expressed his relief that he had been stolen away before Wolverine had arrived. Bob stated that Wolverine was the number three threat that all Hydra agents were trained to fight against (after Captain America and Elektra). The courses included “Tactics of Retreat 101,” “Advanced Tactics of Surrender” and “Hiding Places 301.” However, Bob was little help in the planning stages of the operation as, though he had been keeping up with his blog, he had been locked out of Hydra's server and couldn't even email his cousin Herm. Despite his reservations, Bob accompanied Deadpool to the base to rescue Weasel before Wolverine could eviscerate him like all the other agents.
Bob told Deadpool that he shouldn't go into the base with him, as it might confuse Wolverine. However, Deadpool denied Bob this attempt to remain behind, as he may need to trade Bob for 
Weasel… but only as a Plan Z. Deadpool would much prefer to keep Bob and Weasel. Bob cowered behind Deadpool as he blasted his way through the facility, and Deadpool assumed his terrified exclamations were words of encouragement. The pair finally found Weasel surrounded by Hydra agents. Deadpool dispatched all of the agents but accidentally shot Bob in the leg when he mistook him for one of the countless other identically dressed goons. Bob was understandably upset and then terrified that he couldn't utilize his running tactics when Wolverine showed up and sliced off Deadpool's head. [Cable & Deadpool #43]
Bob was in complete shock about a headless Deadpool and couldn't comprehend Wolverine's unperturbed attitude about the situation. Wolverine assured Bob that Deadpool would be fine if he reattached his head within the next 12 minutes. Wolverine then attacked Weasel, as he didn't want his teleportation invention to fall into the hands of Hydra. Weasel used said device to teleport away from the attacks and, in the scuffle, Deadpool's head kept getting knocked away from a floundering Bob.
Just as he managed to secure the head, a horde of more Hydra agents poured into the room. Within the melee of eviscerations, Bob delicately managed to pretend to still be Hydra, while also locating and attaching Deadpool's head to his body. After another skirmish, with Deadpool back in the fight, all of the Hydra agents activated the teleportation devices that Weasel had provided 
them. They all teleported directly to prison and so Wolverine had no more issue with the trio. Having accomplished their mission, the three were ready to go home, but Weasel's damaged teleportation device suddenly flared. Deadpool and Bob had disappeared. [Cable & Deadpool #44]
Weasel's device used tachyon particles, leading to Bob and Deadpool being sent back in time to World War II, where they ran into Captain America and Bucky fighting the Nazis. Bob was conflicted about helping out the scourge of the Hydra empire that he formerly served, despite Nazis being so obviously evil. Deadpool jumped in though and soon Bob had no choice but to team-up with the pair of Hydra disruptors. During the long walk to Arnim Zola's base, Bob was assaulted by Bucky in order to find out who he really was. Bob quickly and cowardly spilled the beans on every aspect of himself and how they were time travelers. Luckily, the tachyon particles still soaking his body flared and reset the memory of Bucky before he could act on this information.
Outside of Zola's lab, Bob was conflicted about how much he was starting to like Captain America, so much so that he reflexively started chanting the mottos of Hydra. Bob went with Deadpool to infiltrate the lab and voiced his reservations that Zola would actually have some kind of time machine to get them back home. Privately, though, he realized that being stuck in the past may be a good thing. He could buy a bunch of Action Comics #1 and also remembered that his wife's mother was smokin' when she was younger.
When the team inevitably ran into one of Zola's monstrous creations, Bob's strategic invisibility 
kicked in as he watched the fight from a safe hiding place. His strategy seemed to pay off as he was able to follow a fleeing Zola and ask him if he had a time machine. Unfortunately, Bob's inability to speak German meant this conversation went nowhere. Deadpool, however, was accidentally shot in the head after dispatching the monster, leading to Bob rushing over to his side. The pair's tachyon-soaked bodies flared and they disappeared into the timestream yet again. [Cable & Deadpool #45]
The pair next popped up on Dr. Doom's time platform in the early days of the Fantastic Four. Deadpool got into a fight with the foursome while Bob hid in the corner until discovered. Reed quickly deduced that they were time travelers and a plan was made to send them back using Doom's time platform. Going forward in time, Bob was able to see events whiz by in a way he described as similar to a Billy Joel song. Then, all of a sudden, there was a feeling like a road bump that caused the two to fracture and observe alternate timelines of themselves. This included Bob seeing his past self with his wife Allison and two sons before he joined Hydra, as well as several iterations of Bob as a leader of a successful Hydra.
Luckily, both the past and present versions of the Fantastic Four were able to locate the lost pair and siphon off the chronal energy, restoring them to their proper time. Walking back to the agency from the Baxter Building, Bob reflected on all the good deeds Deadpool had been achieving since he had been kidnapped by the man. He admitted that he was one of the many Hydra agents that didn't buy the whole world conquering tagline and simply had nowhere better to go. Thus, Bob resolved to continue working with Deadpool and the agency. [Cable & Deadpool #46]
Bob's next adventure was a romp through the Dark Dimension at the behest of Dr. Strange. He was attacked by mindless ones and almost eaten by a pack of sexy lady monsters. Even Bob's fantasies never turned out right. After “helping” Deadpool kill a few more magical beasts, it turned out they had been collecting the life energies of Deadpool's arch-nemesis T-Ray. Deadpool once again chose the heroic path and restored T-Ray to life after a team-up with Brother Voodoo. [Cable & Deadpool #47-48]
Bob's final mission with Agency X involved a trip to the Savage Land with Deadpool and Weasel to recover a Magneto designed electro-polarity reconfiguration engine that would supply clean energy. Bob was not much help on this mission and mostly managed to not get eaten by rampaging dinosaurs. A large stampede of these dinosaurs was irresponsibly teleported by Deadpool to the middle of Manhattan, where they accidentally freed a transport truck full of alien symbiotes. The rampaging symbiote dinosaurs this created were then fought off by seemingly every superhero in New York City.
Deadpool fought side by side with the other heroes while Bob hid in a dumpster. However, a stray triceratops grabbed Bob and dragged him away from his friends. This culminated in Bob frantically grabbing an electrified billboard that crashed onto the dino and fried it. The local news captured this “heroic” act and this led to Bob receiving a text from his wife. She thought his actions were SO hot and she wanted him to call her. [Cable & Deadpool #49-50]
It is unknown if Bob returned to his wife or Hydra after this, but he was still sporting his Hydra issued uniform when next he found Wade. He had seen Deadpool on TV and managed to show up to rescue Wade as he was fighting the villain Tiger Shark. However, Bob just became a target of the villain and was nearly drowned had it not been for Wade reluctantly saving him upon resurfacing. After finding Wade a Taqueria, Bob showed his true colors and held Wade at gunpoint.
Bob was working with Tiger Shark as the back-up plan but only agreed to help because he was so scared of the man who hired them. He begged Deadpool to protect him from their benefactor, but before agreeing to do so, the pair was attacked by Tiger Shark again. The two managed to take him out, but Wade shot Bob through the hand for even pretending to sell him out. It didn't take any more convincing for Bob to reveal that the man who hired them was Norman Osborn, the leader of H.A.M.M.E.R., which had recently replaced S.H.I.E.L.D. [Deadpool (3rd series) #6-7]
Bob was back with his wife, who was now quite obese and unpleasant, when he got a call from Deadpool. He wanted Bob as his crewmate on a pirate ship and Bob was more than willing to leave his wife for another adventure. However, his enthusiasm was tempered when he discovered that Wade wanted him as his parrot rather than his first mate, but he was nevertheless convinced after copious amounts of whipping from Wade's “training stick.” Predictably, after six weeks in a parrot costume on the open sea, Bob was not feeling well.
However, in order to convince a beautiful, blind woman to become their first mate, it was Bob's idea that Wade should dispose of another crew of pirates led by Captain Wackbeard. Bob even tried to help by shooting their foes with a machine gun but managed to completely miss every shot. 
The whole situation ended when Wade inadvertently blew up a nuclear sub and destroyed the enemy pirate ship but left their ship stranded on an island. Bob was thanked by their first mate and asked if he would give up his seafaring ways and stay with her. Surprisingly, Bob remained faithful to his wife. Wade gave Bob some of his personal gold stash in order to help him get home and then left behind his trusty parrot and first mate on the island. [Deadpool (3rd series) #13-14]
When Deadpool was turned into a Hulk, he ran across Bob as he was working for A.I.M. (presumably he finally got that dental insurance). However, he realized that he was going to be fired after helping Hulkpool travel through time with A.I.M.'s time platform. [World War Hulks #1, World War Hulks: Hulked-Out Heroes #1-2]