Callum McNaughton is off to league newcomers AFC Wimbledon for a month to become the fifth homegrown Hammer to be loaned out from the development squad.
Wimbledon have made a solid start to the new League Two season and sit in seventh place, just three points off top spot. McNaughton's Football League debut could come away to Aldershot Town this coming Saturday, coincidentally the team he also made his Hammers bow against last month.
The Carling Cup first-round tie on 24 August finished in disappointment as McNaughton was shown a red card early in the second half. The sending-off marred what should have been a memorable evening with the centre-back having dreamed of his debut since joining the club at the age of 14.
Having overcome a succession of injuries to first earn a third-year scholarship, be made reserve-team captain and finally be rewarded with a professional contract in the summer of 2011, McNaughton has been backed by his manager and the coaching staff to once again bounce back.
The popular Bishop's Stortford-based defender could come up against club-mate Jordan Brown this weekend as the left-back joined The Shots on his own month-long deal on deadline day, while Ahmed Abdulla (Swindon Town) and Olly Lee (Dagenham & Redbridge) are also at League Two clubs.
Lee had a night to remember on Wednesday as he scored twice from the spot in a 14-13 penalty shoot-out win for the Daggers away to Leyton Orient after a 1-1 draw in normal time. Lee struck the third and decisive 14th kicks to take his club through to the Johnstone's Paint Trophy second round.
Elsewhere, Cristian Montano remains at League One Notts County, although did not travel to Italy for Thursday's glamour friendly at Juventus, and Jordan Spence is spending the season at Bristol City in the Championship. The only other player out on loan is Pablo Barrera at Real Zaragoza.