With the Decepticon fleet a shambles after the Powerlinx Battles, small dropships like the Upstart are the best ships the Decepticons seeking the Cyber Planet Keys can come up with. Although it's equipped with a Transwarp drive, it doesn't boast much else in the way of amenities, and the crew is forced to hole up in the cargo hold.
Its crew consists of:
Megatron dispatched Brushguard and a ragtag crew of Decepticon warriors on the Upstart on a mission to locate one of the lost Cyber Planet Keys. After some searching (and a lot of getting on each others' nerves), they located the colony world of Combatron - just as the Autobots of the Spanner found it. After Brushguard and his underlings found and subsequently lost a massive cache of weapons on Combatron, the Upstart was stolen by the Mini-Cons Skysickle and Grip-Lock and commandeered by the crew of the destroyed Spanner, who used it to flee the planet. The Upstart's original crew was left stranded on Combatron.
Upstart is the leader of his own Freakshow faction, the Upstart Faction. He is most notably mentioned in the The Freaklympics story arc from Marvin Weintraub or Collin Larson for Heroes. (Levels 25-29)
There is no reason given, but Dreck betrayed Upstart and was responsible for sending him to jail.