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Simon Head

Founding Editor, Gills 365

Members
Then and now: Assessing Gillingham FC's squad depth after the summer transfer window
ANALYSIS: The much-called-for summer overhaul at Gillingham FC is now complete, but what do we have now, compared to what we had at the end of last season? Simon Head takes a closer look.
04.09.26Features
Members
Opposition View: Talking Rochdale v Gillingham with The Pearl Street Post's Matt Turner
MATCHDAY 5: We catch up with Matt Turner of The Pearl Street Post to get the view from our opponents ahead of this weekend's away game at Rochdale.
03.09.26Matchday
Members
Gillingham goalscorer Ronan Hale backed to hit double-figures by Gareth Ainsworth: 'He knows where that goal is'
MATCHDAY 4: Gillingham striker opened his account for the season at Chesterfield, and is set to add many more by the season's end, according to his manager.
02.09.26Matchday
Members
Chesterfield 1-1 Gillingham Player Ratings: Grit overcomes chaos as Gills earn a point
MATCHDAY 4: Gills 365 assesses the performances of Gillingham's players in their 1-1 draw with Chesterfield at SMH Group Stadium.
02.09.26Matchday
Zech Obiero: Gillingham add last-gasp Deadline Day loan move for Leyton Orient midfielder
Gills make late swoop to add another attack-minded player to their squad.
01.09.26News
Eli King: Gillingham make late Deadline Day swoop for Cardiff City midfielder
Former Bluebirds midfielder has missed a year of football after tearing his ACL. Now he's back, and ready to restart his career with the Gills.
01.09.26News
Members
Chesterfield 1-1 Gillingham: Scrappy Gills battle back for a point on the road
MATCHDAY 4: It wasn't pretty, but Gillingham showed togetherness and stubbornness in equal measure as they fought back for a point at Chesterfield.
01.09.26Matchday
Members
Gillingham's young guns are giving fans hope for the future, by delivering in the present
SIMON HEAD: Gillingham's new squad features a significant number of young emerging talents, and their performances early this season already offer plenty of reasons for positivity in the seasons ahead.
01.09.26Opinion
Recap
Deadline Day LIVE: Gillingham make dramatic late double swoop to secure midfield duo
Follow LIVE breaking news and updates through the final moments of Transfer Deadline Day, with Gillingham still hopeful of some late business.
31.08.26News
Members
The power of positivity: Nick Freeman on why Gareth Ainsworth can turn things around at Gillingham FC
Gillingham midfielder Nick Freeman has experienced first-hand what can happen when a Gareth Ainsworth side really starts to gel, and he said that he's already starting to see positive signs in Ainsworth's latest squad.
31.08.26Features
Jack Daley: Young Middlesbrough defender arrives on season-long loan
Talented young centre-back arrives on loan from Middlesbrough to bolster Gillingham's defensive options.
30.08.26News
Members
Priestfield Power Rankings: Young prospects impress, but seasoned vet leads the way
MATCHDAY 3: Gillingham's 1-1 draw with Northampton Town saw a trio of young stars deliver impressive showings, but the star performer in blue was a seasoned vet who ran the game until his late position change.
30.08.26Matchday
Members
Gillingham 1-1 Northampton Town Player Ratings: Defensive improvement, but cutting edge still missing
MATCHDAY 3: Gills 365 assesses the performances of Gillingham's players in their 1-1 draw with Northampton Town at Priestfield.
29.08.26Matchday
Members
Gillingham 1-1 Northampton Town: The scoring drought is over, but there's still plenty of work to do
MATCHDAY 3: Gillingham showed more signs of positivity early on, but struggled to turn possession into points as they had to content themselves with a score draw at a windswept Priestfield.
29.08.26Matchday
The Hat-Trick: 3 burning questions ahead of Gillingham v Northampton Town
Welcome to The Hat-Trick, your bite-sized weekend preview as we take a look at three key questions we’re hoping we’ll all get answers to on Matchday 3.
28.08.26Features
Members
Gareth Ainsworth 'super-confident' ahead of Northampton Town test
MATCHDAY 3: Gills boss is in positive mood as his side chases its first victory of the season against Northampton Town this weekend.
27.08.26Matchday
Members
'Exciting times to come': Gareth Ainsworth bullish on Gills' prospects as he targets 'two or three' more summer signings
Gills boss hints that more signings could follow Lamin Sillah to Priestfield before the transfer window closes.
27.08.26News
Lamin Sillah: Gillingham FC seal loan signing of Nottingham Forest striker
Gillingham dip into the loan market to bring in a talented young gun from Premier League side Nottingham Forest.
27.08.26News
Masterson moves up: Former Gillingham centre-back signs for Reading following Priestfield departure
Former Gills centre-back Conor Masterson earns short-term deal with League One side after impressing on trial.
26.08.26News
Members
Return of the Max? Rumoured comeback for much-maligned left-back may offer more positives than negatives
SIMON HEAD: Internet rumours linking Max Clark with a return to the club have split the fanbase, but when you think about it pragmatically, it's probably not the worst move Gareth Ainsworth could make under the circumstances.
25.08.26Opinion
More injury woe for Gillingham FC as Kadeem Harris ruled out for 'lengthy spell'
A knee injury sustained at Fleetwood will see Gillingham's summer signing ruled out for a significant period as Gillingham's injury curse strikes again.
24.08.26News
Members
New arrivals crucial for Gillingham FC as transfer window heads into final week, says boss
Gareth Ainsworth says more summer signings are a must as Gillingham look to recover from the sale of two players, and injuries to nine more, at the start of the campaign.
23.08.26News
Members
Gareth Ainsworth hails travelling Gillingham FC support after goalless draw at Fleetwood Town
MATCHDAY 2: Gills boss waxed lyrical about the support his team received at Fleetwood as Gillingham picked up their first league point of the season.
23.08.26Matchday
Members
‘Absolute pride’: Gareth Ainsworth praises Gillingham’s response to opening day defeat after hard-earned point at Fleetwood
MATCHDAY 2: Gills boss was buzzing after seeing his side show their resilience to earn their first League Two point of the 2026/27 season.
23.08.26Matchday

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