Throughout Total Drama Island, Courtney would often criticize and scold Harold for his annoying geeky habits, or his apparent uselessness to the team, though she does support him on the the few times he has proven useful. This conflict greatly intensifies for the remainder of the season after Harold unfairly causes Courtney's elimination by tampering with the votes to get back at Duncan for tormenting him throughout the season, due to Courtney being Duncan's love interest at the time. The incident has since only been mentioned once, but the conflict has not subsided with time. Courtney and Harold continue to lock horns, particularly through intense competition such as in Hawaiian Style and Hawaiian Punch.
Courtney scolds Harold for being the last person to complete the twenty kilometer run at the beginning of the episode, blaming him for their team's apparent loss, although he claims he's having heart palpitations.
Courtney yells at Harold, blaming him for Duncan sitting out most of the game due to his loud snoring, to which he snaps back that his snoring is due to the fact that he has a medical condition. Courtney also heavily criticizes Harold's weak dodgeball skills and forces him to sit out of the game. This is because of his performance in the first round where he barely throws the dodgeball, even though he wants to actively participate. When the Bass need to wake Duncan up to win the challenge, Courtney tells Harold to wake him up, because Duncan said he'd kill anybody who woke him up, and Harold is the "only one they could afford to lose", according to her. She also thinks Harold is the worst in dodgeball other than Tyler. However, her views on Harold quickly change when it turns out that Harold has incredible dodging skills. Courtney quickly calls a time out so the team can give Harold some advice while he rest. Once Harold successfully gives the Killer Bass their first victory, Courtney and the others celebrate with him.
Courtney doesn't give Harold a chance to audition for the talent contest, believing he possesses no talent at all and stops Harold before he even starts. However, after several mishaps involving the other teammates, Courtney reluctantly allows Harold to perform and encourage him by telling him "What have you got to lose?" Harold surprisingly performs an excellent beatboxing routine that gives the Bass enough points to score their second victory. Courtney and Bridgette run over to Harold and hug him..
After Harold accidentally burns the Bass' canoe paddles, Courtney states that Harold's arms are too skinny to push the canoe when the Killer Bass are devising a method to make it back to camp, showing obvious frustration towards him.
Courtney joins the other girls in teasing Harold when he awakens naked on the dock.
Courtney is grossed out when one of Harold's underwear s'mores made by Geoff and Duncan lands near her. After Duncan and Geoff give Harold the glass of kitchen grease and watch him drink it, Courtney, in a rare mood of sympathy, stands up for Harold and claims that Duncan and Geoff were "so immature" to continue pulling pranks on him. To get back at Duncan for picking on him during the season, Harold tampers with the votes to mess with his love life, eliminating Courtney unfairly.
Courtney had finally discovered off-screen that Harold had tampered with the votes and eliminated her. Courtney vows revenge and spends majority of the episode hunting for Harold. While hiding inside a bush, Harold admits to the camera that what he did to Courtney was "pretty heinous", but he was really upset with Duncan, because he kept bugging him. Courtney eventually finds him and beats him up with the lamppost she was hunting him with. Courtney and Harold get into slap fight and insult each other, and eventually fall into the pool after Courtney accidentally votes for Leshawna.
Harold asks Courtney and Duncan if he can come along with them to search for the million dollars, though Courtney furiously rejects his offer, saying that he will only slow them down.
Duncan and Courtney kiss and are then seen smiling deviously at each other in response to Harold's misfortune when Harold is shot with seagulls by Duncan.
When Courtney uses the contestants' lives as a bargaining chip and she keeps turning down the offers from the others, Harold impatiently demands for her to just say what she wants, emphasizing the countdown was nearly up.
After the challenge has ended, Courtney, after being convinced by Duncan to do so, convinces Harold to vote for Leshawna by telling him that Leshawna cannot be trusted as well as complimenting him.
Harold thinks that Courtney's song is beautiful and requests a copy. Soon after, he listens to it in the confessional and starts singing along with it. Later, Courtney blew Harold, along with Justin and Duncan, an air kiss.
Courtney manages to convince Harold to assist her in trying to stop the train by allowing him to still use his magnifying glass. When they are trying to stop the train, Courtney throws Harold's magnifying glass onto the tracks, breaking it. Harold then glares at her when she replies with "oops" in an emotionless tone. Courtney becomes increasingly annoyed at Harold for playing his keyboard, and glares at him when he does it for the fourth time. Later on, when Lindsay tells him and Beth to arrest Courtney, Harold starts walking towards her and prepared to do so.
During the first challenge, Harold admires Courtney's skills in playing the guitar, stating that she could "rock". Harold looks at Courtney's voting device to see who she is voting for, until Courtney sees him and moves her device away, angrily glaring at him in the process.
At the start, when Courtney sees Harold and the boys doing disgusting things like nose-picking and scratching, she calls them apes. Later on, Courtney and the rest of the contestants cheer for Harold after he helps everyone in the first challenge. When Courtney makes the mistake of going last for the Vomit Comet, Harold thanks her for "taking one for the team".
In Who You Gonna Root For?, when Harold has his beatbox solo, Courtney asks why Harold gets to sing while she doesn't, subsequently shoving him off the screen and begins singing herself. In the surfing challenge, Courtney and Harold choose to represent two of the final three rivals, where Courtney plays for Alejandro and Harold plays for Cody. Courtney joins everyone in laughing at Harold when he picks a deer for Cody's "spirit animal". When the challenge is revealed to be putting a lei around the animal's neck, Harold taunts Courtney for picking a jaguar when he had the much easier animal to handle. While competing in the challenge and singing I'm Winning This, the two of them constantly bicker in the lyrics that they sing.
- There is a direct connection between this conflict and Duncan and Harold's conflict and Courtney and Duncan's relationship.
- Both of them, along with Leshawna, are the only contestants to compete in the first three seasons and not make an individual cameo appearance in Total Drama: Revenge of the Island.
- Both have placed fifth in a season, with Harold doing so in Total Drama Action and Courtney doing so in Total Drama All-Stars.
- They were eliminated back to back from each other in both Total Drama Island and Total Drama Action.
- They are the only contestants who competed in the first three seasons but fail to reach the merge of Total Drama Island.
|Interactions with||Everyone | Alejandro | Beth | Bridgette | Chris | Duncan | Gwen | Harold | Heather | Lindsay | Scott|
|Other content||Courtney's alliances | Courtney's lawyers | Courtney's personal digital assistant|
|Interactions with||Everyone | Courtney | DJ | Duncan | Heather | Leshawna | Owen|
|Other content||Leshawna Jr. | The Drama Brothers|