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Afraid I may screw this up and it's a lot of money! haha

It say's you have to spend it in one day.... does that mean you have to be on a waterway where they count your days and you can't do it from the world screen?

Thanks ahead of time.

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You do not have to be on a waterway to achieve this, think it is best to try and spend it all at the same time, upgrade that keeper, get your new boat, buy that months worth of advanced licence to Alaska (as an example). There is a daily event which I call the server reset, when this happens it will reset the count/timer for challenges as well as change the weather to the following day. Establishing what time this occurs for you is really helpful.

Short answer : no.    

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