Thuddeus joined the Arena for a place to stay and for the money to be earned doing battle. He had some training with his trusty flail. Though no one had the heart to explain to him that he wasn't the greatest at using it. Consequently upon making his debut during the first days of the Arena, Thuddeus saw persistent loss, and it demoralized him greatly. He would see little success in the one on one battles he was in, and when the time came to form teams for the Grand Ball Cup, Thuddeus paired up with Silas, and through sheer grit and determination, managed to pull some wins out. But they did not get very far. Silas would then go on to wield a second scythe, seemingly to much better results. But Thuddeus could barely control his own one Flail let alone a second one. Over time, self doubt and insecurity would creep in, and it became harder and harder to focus and do the things he needed to do. But one day, everything changed when he met a man named Sonny.

The two would meet outside the grounds of the Arena complex, having a conversation in which Sonny claimed to have felt great distress deep within Thuddeus. To which he reluctantly explained his whole situation, and how he felt like a fraud who couldn't do anything right. At which point a warm smile crept across the face of the man, clad in blue and white. He reached a hand out to Thuddeus. Pulling him in close as he whispered to him. The eyes of Thuddeus widened. Asking this man if what he said could really be true, to which Sonny nodded and said.

"All you have to do is join me. Become a most trusted ally, and protector. With you at my defense, we can share these gifts with the entire world."

Thuddeus immediately agreed, and knelt before Sonny, otherwise known as Father Jones. Leader of The Grand Blue. A somewhat religious organization, all based around the illustrious Grand Blue. A figure that will prove to be the savior of all people, the helpless will be helped. The unloved will become loved. The malnourished, shall be nourished. Many have agreed to this cause and have devoted themselves entirely to it. Anyone who is accepted into the group, is almost never seen or heard from again, and if they are, they hardly seem like the same person they were before.

In almost no time at all, things began turning around for Thuddeus. The end of the first official meeting with Father Jones resulted in him bestowing upon Thuddeus, the blessing of the Grand Blue. Within minutes, Thuddeus could feel first hand the difference in his strength and abilities. Better yet, he found his flail to be much easier to wield and attack with. This immediate display of positive results sold Thuddeus entirely. He owed everything to The Grand Blue.

Thuddeus would go on to take the King of the Ring crown during the Season 4 exhibition King of the Ring circuit. Going on a lengthy win streak of seven wins before being defeated. This win streak would catch the eye of Finn, who would make an offer to Thuddeus to join his team for the upcoming Boss Gauntlet. Hesitant to leave his responsibilities outside the arena behind, Thuddeus wasn't sure at first about joining. But after giving it some thought, he figured the best way he can better do his job would be to become even stronger, and prove himself able to defeat foes who may pose a threat to his new way of life.