The Stevenage boss is hoping to find a first win with his new club.
The former England striker spent two separate spells with Spurs, playing for the club between 1992-1997 and again 2001-2003.
In that time he established himself as a fan favourite and is now hopeful of making it in coaching.
One thing for sure is that he will have plenty of favours and friends to rely upon.
It certainly looks as though he has been in touch at Tottenham, as he snapped up a young talent on loan from the club earlier today.
It has been confirmed that Stevenage will have Tottenham left-back Connor Ogilvie on loan for a month. The 19-year-old played 16 times for Spurs’ Under-21s last season.
The player will hopefully help Stevenage and Sheringham out of what has been a rut at the start of this season.
They have lost their opening two games of the season against Notts County and Ipswich Town and will be hoping to do a lot better in their next fixture against Newport County this weekend – hopefully with Ogilvie involved.