Robert Eagle joined Norwich's Academy in January 2003 after being released by Ipswich who decided not to offer him a scholarship. Travelling up the A140 to Norwich where he joined the Canaries academy following a successful trial. He is a left winger but has played in a central midfield role. He became a full time scholar in July 2003

Robert was offered a professional contract by the Canaries in April 2006 and he made his professional debut on 19th September 2006, playing all 90 minutes in Norwich's 4-2 Carling Cup victory at Rotherham

Robert signed a one year extension to his contract, with a further year option in the club's favour, on 2nd April 2007.

Robert was given a one year contract in May 2008. Glenn Roeder said "“It's because I think he's not a bad player because technically he's gifted and I think with a full year's working with us and working in the gym with a specific strengthening programme - although I don't think he is going to grow much taller - I think we can make Robert stronger and that will help him. Left-footed footed players are quite rare and he has got a very nice left footy, quite cultured. He has earned the year with his attitude and his motivation to train and get another contract here and a couple of weeks ago his dream comes true.”

At the end of March 2009, Eagle has a trial with Stevenage ahead of a potential loan move but Stevenage opted not to pursue it.

Eagle was released at the end of April 2009 having failed to add to his 12 appearances during the 2008/9 season

In July 2009, he joined Inverness Caledonian Thistle, managed by former Ipswich defender Terry Butcher, on trial. He had previously been with Dagenham & Redbridge. Impressing Butcher in pre-season friendlies, he signed a two year deal with ICT on 21st July 2009. In his first season with Inverness, they won the Scottish First Division title. However Eagle was released at the end of the season

In July 2010, Robert joined Leyton Orient on trial and was in their squad for the friendly against Tottenham on 29th July 2010. Robert then went on trial with Grimsby playing in their Lincolnshire Seniot Cup clash with Lincoln City. He signed a two year contract with Grimsby on 5th August 2010

On 24th November 2011, Robert joined Alfreton on loan until 2nd January 2012. Grimsby announced that Rob would leave them on his return from Alfreton. He had only played 3 times for Grimsby during the 2011/12 season. Robert trialled with Lowestfort playing in their 2-0 Suffolk Premier Cup win over Kirkley on 10th January 2012.