#2. He shouldn't: There's plenty of financial incentive for Daniel Bryan outside of WWE

WWE pays main event superstars like Daniel Bryan better than any promotion in the world. There are few exceptions, such as Kazuchika Okada in New Japan Pro Wrestling, who reportedly earns more money than almost all of the WWE roster barring a few names.
Other "smaller" names that were released or left WWE revealed that wrestling in the independent scene pre-pandemic was far better for them financially than WWE was. It was a bit surprising, but with other promotions on the rise, there seems to be more money.
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Looking at the bigger non-WWE promotions, Daniel Bryan doesn't have to worry about earning lesser money. There will be top promotions that will be willing to pay him a good seven-figure salary - even if he's not a full-time competitor. If he takes a hiatus and the independent wrestling scene starts picking up again, then there's a big financial incentive.
Ultimately, wrestling is a job, and Bryan may want to make as much money as possible before he retires. Leaving WWE will provide him with new opportunities as well as a good income for his retirement.
WWE will provide him with a big-money deal, but it may not be the biggest incentive for him to stay.