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If I paid a lump sum for 8 months of travel insurance in 2017, but the trip ran from Oct 2017 to June 2018, do I claim the full premium as a medical expense for 2017?

 
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If I paid a lump sum for 8 months of travel insurance in 2017, but the trip ran from Oct 2017 to June 2018, do I claim the full premium as a medical expense for 2017?

Yes. You incurred the expense in 2017.