Another option could be 'Divergent'. Tris, the protagonist, has to 'cheat' the strict faction system. She doesn't conform to the limitations and expectations of her assigned faction. She discovers she's Divergent and uses this to her advantage, fighting against the system that tries to control her, which is a form of being a 'cheating hero' in the context of the story.
The 'Hunger Games' series can be considered in a sense. Katniss Everdeen has to 'cheat' the Capitol's rules to survive in the Games. She uses her wits and skills that are not always what the Capitol intended. It's a great series for young adults that shows a form of a 'cheating hero'.
Chapter 553, "His Love Runs Deep", is the clearest early answer because it turns Team's situation into a concrete plot event. It opens with His gaze shifted to Luo Xuan's empty hands, and Ai Xiaochun's... and closes on We could use this to our advantage..
Chapter 677, "Worshiping Sister While Avoiding Them", is the clearest early answer because it turns Jiang Shixu's situation into a concrete plot event. The chapter gives readers a real answer by opening on You should learn from your sister; she's made her own fortune and is...
Chapter 742, "Brother Policeman, Look at Them!", is the clearest early answer because it turns Merit's situation into a concrete plot event. Early on, Fang Kai became panicked as things were not developing in his favor..
Chapter 638, "The person was really eliminated by me!", is the clearest early answer because it turns Shang Shuyue's situation into a concrete plot event. A useful checkpoint is the way the scene starts with Outside the wooden hut, several people were startled after a message...
Chapter 664, "Record a Major Mistake", is the clearest early answer because it turns Jiang Shixu's situation into a concrete plot event. The chapter turns that into something concrete by moving from Shiguang and Xi Yang are fighting? to Tai Fan, calm down;
If you want the clearest chapter reference, go to Chapter 1. Early on, Jiang Li, I'm warning you, don't set your sights on Yinwan anymore, or...; later, the chapter leans on Following a bout of tinnitus, she struggled to open her eyes and finally....
Chapter 516, "Choosing You as an Undercover Agent is Pretty Stupid", is the clearest early answer because it turns Shang Shuyue's situation into a concrete plot event. Early on, Why are you skulking around and observing us?" Jiang Li cut straight....
Chapter 532, "Little Lolita Beats Up Jungle Python?!", is the clearest early answer because it turns Jiang Yan's situation into a concrete plot event.
Chapter 465, "I Want Black Truffles", is the clearest early answer because it turns Zheng Xun's situation into a concrete plot event.
Chapter 374, "From Now On, Jiang Li Calls the Shots in Golden Sand!", is the clearest early answer because it turns Gu Yu's situation into a concrete plot event. A useful checkpoint is the way the scene starts with Jiang Li's bold behavior infuriated Jin Siyue, but it also succeeded...