Ollie

In the original game, Ollie's building is reached near Moodymaze Marsh's entrance, before the Grand Tome needs to be expanded. Cross the water and follow the nearby platforms to the industrial structure, then speak to the waiting trolley and agree to his challenge so that he opens the door. The interior uses a high view of narrow corridors, metal partitions and crates. Moving away from the entrance activates an electrified wall behind the duo, and approaching further sections sets off additional barriers. Their electricity damages and traps the pair if they are caught against another surface, so the safe route requires moving ahead of each advancing section and turning into the passages it leaves available. Clear or avoid crates that interrupt the route. At the wider safe pocket, deal with the mushroom enemies and then approach the next section far enough to trigger its wall. Retreat through the pocket and continue along the newly available corridor to the room containing the Pagie. The exit nearby returns the duo to the marsh, where speaking to Ollie again produces his hopeful response to their success. The reward is collected inside the maze; he does not hand out another paper for hearing that report. Yooka-Replaylee retains the bag-carrying trolley beside the building and names the objective Ollie's Moving Maze. Its core task remains staying ahead of the closing electrical partitions, with Reptile Roll useful for the longer runs and the normal moves already available. After completion, the remake adds a challenge-reset offer through Ollie so that the activity can be attempted again with additional Q.U.I.D.S. A separate objective, Maze Up!, takes place on the roof. The exterior pressure plate reveals a grapple point leading up to a red-coin challenge, while a nearby pipe also gives access to a Pagie Piece. Those rewards belong to exploring around the building and completing their own objectives, so the moving-maze Pagie remains distinct when checking progress.

Ollie returns in the Beach overworld of Yooka-Laylee and the Impossible Lair, beyond Trowzer's fifth Paywall. Opening that final barrier costs twenty-five T.W.I.T. Coins. The trolley near the northern entrance is Dolly; continue south past the wooden walkway to find Ollie beside a large sandcastle in a shallow pool. His appearance here uses the cone-and-fish-skeleton design associated with original Dolly, while Dolly's beach appearance has the bags associated with original Ollie. The two carts occupy separate places in the region, and the game does not explain the exchanged looks. Ollie is initially delighted with the building beside him. His thought bubble declares that he loves his house, and speaking to him reveals that a hard-cover book has provided its strong foundation. That book is the entrance to Turbine Trouble, Chapter 15, so gaining access to the stage requires removing the structure that is making him happy. To obtain a Bomb, continue towards the red bridge holding Chapter 16 and use Scorchberries to clear the thorn growth around the nearby Bomb Bush. Carry a Bomb back to Ollie's sandcastle and throw it at the building to break it apart and expose the chapter. The remaining book can then be entered normally, with the rising water around it allowing the altered Turbine Trouble – Tidal state. Ollie's reaction also changes with the loss of his home: the earlier delighted thought gives way to sobbing and a gloomy play on life being a beach. This small sequence gives him a reason to be happy before returning to his familiar sadness, while the destruction has a lasting practical effect on the overworld. The area's other trolley interactions remain separate. Jolly is rescued from sharks out in the bay, and Wally is involved with the lighthouse and Chapter 17 rather than the sandcastle's hidden book.

Yooka-Replaylee also uses Ollie the Trolley's name for the cone-carrying cart at the end of Dusky Duct, revisiting the rescue performed for Dolly in the original game. This encounter is recorded as Shoal Business and is separate from the bag-carrying maze host's moving-wall challenge. The duo need Dr. Puzz and the marsh's Mollycool to gain the Piranha Form, a swimming shoal able to attack the material obstructing the underwater route. In the remake, the lagoon is already usable for swimming, so the original requirement to complete Jolly's water-cleaning task first does not apply. Bring the Mollycool to the scientist, use the D.N.Ray and enter the thorn-covered pipe leading into the duct. The interior follows a side-on route through industrial chambers with switches, currents and electrical hazards. Attack the bones and vegetation holding down the early controls to release them and open the way ahead, then watch the alternating flows before crossing the shafts. Their direction changes which gaps can be crossed safely, and the electrical obstacles make a direct swim through every opening hazardous. The stranded trolley waits towards the end, caught in vegetation beside the last stretch of the route. Clear his obstruction with the shoal's attack to free him and obtain the Pagie, then use the nearby exit to leave the duct. His rewritten conversation gives him a comic ambition beyond being rescued: he has always wanted to end up somewhere strange enough for people to wonder how a trolley got there after a good night out. When offering the golden paper, he suggests that the duo recycle it and complains that he is feeling drained. The remake also attaches a reset conversation to this rescue host. Both the maze trolley and the underwater cart are presented under Ollie's name, while their different appearances and tasks distinguish the encounters. No separate story explanation is given for the shared name or the shift from Dolly's original rescue role.