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I'm short this year for claiming medical expenses and getting a refund, so would like to shift the medical expense claim 12 month period for 2015 year's tax return. As box 85 is the money I paid for the company's private health benefits plan, I'm assuming I can do this, as long as I know what each monthly payment was?

For example, I would like to, in next year's tax return to make a medical expense claim period from June 2014 - June 2015. Therefore, I could claim half of the value in box 85 of this year's T4 slip, as long as I enter 0 in that box for this year's tax return. 

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You can do that, provided you avoid claiming any expenses in 2015 that you already claimed on your 2014 or earlier return.

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