A skilful striker, Neale Fenn lacked the pace to make him a top rate forward and caused him to move around clubs.
Signed originally as a trainee in 1993, the Edmonton based striker was signed on professional terms in 1995.

Fenn was a player who was well regarded in the reserves.  Although short and not strongly built, he had the ability to shield the ball and hold it up for others to support him.  Scored goals regularly for the second string side and made his way through the age groups for the Republic of Ireland, culminating in a bronze medal in the 1997 FIFA World Youth Championship in Malaysia in 1997as a member of Brian Kerr's under-20 squad.

Neale featured in a Third Round FA Cup tie at Old Trafford when injuries robbed Tottenham of their first choice strike-force and Rory Allen lined up alongside his reserve forward partner and the two of them did well, but Spurs lost 0-2.

Moving onto the Republic's Under 21 side, Neale joined Leyton Orient on loan to gain some first team experience and then Norwich City on loan, making seven appearances and scoring once.  Another loan spell followed as he joined Swindon Town on 13th November 1998 for a month.  A fourth loan saw him join Lincoln City on loan in 1998/99.

On 7th March 2000, Tottenham announced that Neale Fenn would be one of six of their squad available for sale, but despite rumours that he might move to Brentford, the striker did not make his move until he had a trial with Peterborough in April 2001.  Neale scored for the Reserves as his trial impressed manager Barry Fry, who had watched him extensively in the Spurs reserve side, finally signing the Irishman on a free transfer on a 12 month deal on 3rd May 2001.

In and out of the side at London Road, Fenn was linked with a swap deal which would have taken him to Barnet in June 2003 and also a potential move to Dagenham & Redbridge.

Neale started only eight games in 2002/03 and with little opportunity to become a regular, Peterborough terminated his deal by mutual consent in June 2003.

Neale went to Dagenham for pre-season training, but lost out to other signings, so he then had a trial with Stevenage Borough in pre-season matches against against Potters Bar Town and Peterborough United. Still not earning a deal, Fenn signed for Waterford United later that summer.

However, he was soon on the move again, completing a transfer to Cork City in December 2003, where he played a major part in the side's rise up the table in 2005.  It looked as though he would finally find a club where he could play football and live happily.  He even opened a clothes store called "Indigo" with his team-mate Joe Gamble.

Surprisingly, his contract at Cork was allowed to expire and Neale moved on to play for Dublin club Bohemians in November 2006, where he played until 2009, when he moved on to Dundalk the following year.  After initially quitting the club with the intention of retiring, a call from Shamrock Rovers persuaded him otherwise and he played until the end of the 2010 season.

Then in 2011, he signed up with Swords Celtic.