Education
He finished that season with 11 goals in all competitions.
He finished that season with 11 goals in all competitions.
He started his career with Stalybridge Celtic in the 2008-2009 season, staying with them until halfway through the 2011-2012 campaign, where he scored over 50 goals in over 100 games, before moving on to Scunthorpe United. He played once for the England national C team, scoring one goal. Stalybridge Celtic
Born in Manchester, Greater Manchester, Jennings rose through the youth team at Stalybridge Celtic and made his debut for the club, on 3 March 2009, coming on as a substitute and scoring in a 7–1 victory over Hinckley United.
He got his 2010-2011 campaign of to a good start by scoring in a 2–1 defeat to Nuneaton Town.
This turned out to be his most prolific season yet, scoring 18 goals, including two brace"s towards the end of the season, against Gloucester City and Vauxhall Motors. After a prolific season in 2010-2011, he got his 2011-2012 season of to a great start,scoring five goals in August.
He went on to score ten goals in the next three months, including brace"s against Altrincham and Worcester City. In December 2011, he scored another brace, hitting both of Celtic"s goals in a 2–2 draw with Stockport County in the FA Trophy.
He scored 51 goals in 123 matches in all competitions, in his time at Stalybridge.
Scunthorpe United
On 5 January 2012, he signed for Football League One side Scunthorpe United on a two-and-a-half-year contract for an undisclosed fee. He made his debut on 14 January, coming on as a 70th-minute substitute in a 1–1 draw at Colchester United. He scored his first goal for the club in a 5–5 draw with Derby County in the League Cup on 14 August 2012.
After 14 appearances for Scunthorpe in the 2012-2013 season, scoring one goal, he was loaned out to Conference National side Stockport County on 16 November 2012.
He made his debut the day after, as his side lost 2–0 away to Nuneaton Town. Jennings joined Macclesfield Town on loan at the start of the 2013/14 season, initially until January.
On 28 February 2014, Jennings joined Conference side Grimsby Town on an initial one-month loan. On 25 March 2014, Jennings extended his loan with the Mariners until the end of the 2013-2014 season.
Wrexham
On 11 July 2014, Jennings signed for Wrexham as the Dragons fired another statement of intent as they aim to bounce back from an awful 2013-2014 campaign.
He was selected to play for the England national C team against Gibraltar in November 2011, and he scored his first and England"s only goal in that game, coming on as a 46th-minute substitute for Barrow"s Adam Boyes. Jennings who plays as a striker, has been described as "pacey". He was also described as a "stylish" player with an "eye for goal".
On his arrival at Scunthorpe United, manager Alan Knill said about Jennings, "Technically, he is very good and very quick" he also added "Jennings can play in a number of positions and not just at Centre Forward".
He scored his second and third goals for the club as part of a 4–0 win over Burscough in April 2009. He started off the 2009-2010 season well scoring once in August, as Celtic won 3–1 at home to Vauxhall Motors. He followed that up by scoring a stoppage time winner in the replay at Bower Fold as his side won 2–1. On 1 January 2012, he scored his last goal on his last appearance for Stalybridge in stoppage time, scoring a penalty, which he won himself, his team lost the mach 3–1 to rivals Hyde.