A better way is for the company to make a $1,000 taxable deductible contribution to a Health Spending Account and let the employee receive reimbursement for their health expenses without paying income tax or payroll taxes.
Consider rewarding, or motivating, key staff with tax-effective compensation. September is the last month that you can set-up a Health Spending Account retroactive to the beginning of the current calendar year.
For more information, visit www.benefits.org/hsa/