To celebrate the historic clash of Boro and Newport County AFC in the Fourth Round of the Emirates FA Cup, the winner will be presented with a special canvas.
Among several links between the two clubs is that Middlesbrough and Newport are home to the UK's two remaining transporter bridges.
As such, the Friends of Newport Transporter Bridge are proposing to present a canvas print of the Newport Bridge to the winning manager as the sides meet in the Emirates FA Cup for the first ever time.
The managers of both clubs, Tony Pulis and Michael Flynn, were born and raised a stone's throw from the bridge in South Wales.
Tickets are on sale now for Saturday's cup tie at the Riverside, with Season Card holders given until 9am on Tuesday January 22 to buy at discount prices and save their usual seat.