Yes, the transaction will be generated the following month on the same day you first activated your plan.
Employee activates his Physical Well-being benefit on 5 January. The first 7 days are free trial. The 1st transaction will be generated on 12 January for 1 month. The company closes the payroll on January 20th. The Gympass transaction will be included in the January payroll. The renewal will automatically generate a transaction on 12 February. On 20 February, when the payroll is closed, the previous transaction will be included.