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Hi.I'm afraid not. The cost of the private medical insurance is not "wholly and exclusively incurred for the purposes of the business" and so it does not constitute an allowable expense.If you ran your business through a limited company, your company could pay it and get a deduction for it in its accounts but you would be taxed on an employment benefit and the company would have a Class 1A National Insurance Contribution liability.I'm sorry my answer is not a positive one. Let me know if you have any further questions.