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Currently you are able to watch "Can't Win. Do Try." streaming on Tubi TV for free with ads or buy it as download on Amazon Video, Apple TV. It is also possible to rent "Can't Win. Do Try." on Amazon Video, Apple TV online
In a bid to extend his adolescence, Gordon convinces his reluctant fiancée to allow his best-friend Jez and himself to live in the house they have just bought in a bachelor pad situation for the year before they get married.