Citi Benefits Handbook
Transportation Reimbursement Incentive Program (TRIP)
TRIP allows you to purchase transit and parking passes online so you can commute to and from work. TRIP is not for business travel (for example, to use public transportation to attend a business meeting).
The first $300 of your transit and/or parking pass will be deducted from your pay before taxes are withheld. Any amount of your transit pass or parking pass that exceeds $300 will be deducted from your pay after taxes are withheld. By enrolling in TRIP and paying transit and parking pass expenses with before-tax dollars, you lower your taxable income and, as a result, pay less in federal and FICA taxes and, in most locations, state and local taxes.
Note: The State of Massachusetts does not recognize the federal limits to the monthly before-tax TRIP contribution. As such, the maximum employees in Massachusetts can contribute on a before-tax basis is $150 per month for TRIP Transit, and $285 per month for TRIP Parking benefits. If you elect a TRIP Transit amount greater than $150, the additional election is taxable under the Massachusetts tax code and will be added to your taxable wage. 
You can set up or change your online purchase at any time. Your enrollment or change will be effective as soon as administratively possible.