August–December

Gillingham's first match was at home to Hartlepool United and resulted in a goalless draw.^[14] Foster made his debut, but had to be substituted after injuring his ankle. Although he was able to continue playing for two weeks, the injury then recurred and kept him out of the team until November.^[6] He scored his first goal for the team in the second league match of the season, a 3–0 victory away to Wigan Athletic; this was Gillingham's biggest win away from home for more than three years.^[15] The team extended their unbeaten run from the start of the season to three games with a 1–1 draw at home to Rochdale but then lost away games against Scunthorpe United and Exeter City.^[14] In Foster's absence, Andy Arnott was brought into the starting line-up against Scunthorpe for the first time since the opening game of the season.^[16] Neither he nor fellow forward Paul Baker were able to score against Scunthorpe or Exeter, however, and Gillingham lost both games 3–0.^[17] In response to the lack of goals, Flanagan signed Scottish forward Paul Ritchie on loan from Dundee.^[18] It was the second loan spell at Priestfield Stadium for Ritchie, who had played six Third Division games for Gillingham in 1993.^[18] He scored on his second debut for Gillingham to help the team to a 3–1 win at home to Scarborough on 10 September.^[17]

Gillingham then began a run of consecutive defeats, losing at home to Preston North End and away to Hartlepool and Walsall.^[14] With Foster still out of action and Ritchie due to return to Dundee, Flanagan signed experienced Welsh forward Chris Pike from Hereford United for £15,000 (equivalent to £30,000 in 2021);^[19] he made his debut on 1 October at home to Mansfield Town.^[16] The match resulted in a fourth consecutive league defeat, leaving Gillingham 20th in the table, only two places off the bottom of the entire Football League.^[14][20] A week later, Pike scored his first goal at home to Torquay United as Gillingham won 1–0 to end the run of defeats.^[17] He scored four more goals in the next four games, which resulted in two defeats, one win, and one draw,^[14] after which Gillingham had risen to 17th in the table.^[21]

Gillingham extended their unbeaten league run to four games with two more draws in the last two games of November, but then began December with consecutive defeats at home to Wigan Athletic and away to Rochdale.^[14] Paul Watson, the only player to have played in every game up to this point in the season,^[16] was sent off in the defeat to Wigan.^[22] Foster scored his first goal since August against Rochdale.^[14] Gillingham ended the year by playing three games in six days. On Boxing Day the team won 4–1 at home to Fulham, the first time Gillingham had scored four goals in a game for nearly two years. The attendance of 4,737 would prove to be the largest of the season for a Third Division game at Priestfield.^[14] The following day Gillingham lost 1–0 away to Barnet. The team's final match of 1994 was a 1–0 defeat at home to Carlisle United on New Year's Eve; Gillingham finished the year 18th in the table.^[14][23] Although the team had only lost 3 of 10 league games at Priestfield up to this point in the season, their league position suffered from the fact that they had only won once and drawn twice in 11 games on their opponents' grounds, the worst away record in the division.^[24][25]

January–May

On 9 January, after nearly a decade of financial difficulties and with debts estimated at £2 million (equivalent to £4.1 million in 2021), the club was declared insolvent and placed in receivership. Administrators from accountants Kidsons Impey took over the day-to-day running of the club while searching for a buyer.^[26][27] The first game after this announcement was away to Northampton Town and resulted in a 2–0 defeat for Gillingham, the team's third consecutive league defeat.^[14] The next game, which did not take place until 4 February due to the postponement of two scheduled matches,^[28] was a goalless draw at home to Lincoln City, the fourth consecutive league game in which the team had failed to score;^[14] the result meant that Gillingham had again slipped to 20th in the table.^[29] The team ended the goalless run with a 2–1 victory away to Doncaster Rovers in the first game of February, Pike scoring twice.^[14] It was the first time Gillingham had won away from home in the Third Division since August.^[14] The team's form away from home remained poor, however; they played three further away matches during February, against Chesterfield, Darlington and Mansfield Town, and lost all three without scoring a goal.^[14]

On 28 February, three days after Gillingham lost to Mansfield, the administrators made Flanagan redundant as a cost-saving measure; Smillie was appointed player-manager for the remainder of the season.^[30][31] His first game in charge resulted in a 3–1 defeat at home to Walsall.^[14] Following this game, however, Gillingham did not lose for five games, their longest unbeaten run of the season.^[14] The sequence began with a 0–0 draw away to Scarborough, only the second time in the last eight away games that Gillingham had not lost, and continued with a 2–2 draw at home to Scunthorpe United.^[14] Gillingham then won 3–0 at home to Exeter City, another team struggling near the foot of the division,^[32] before achieving draws away to Preston North End and at home to Bury.^[14] In the game at Preston, defender Joe Dunne scored his only goal in over 130 games played for Gillingham between 1990 and 1996.^[33] Steve Brown, newly signed from Colchester United in a player exchange deal under which Robbie Reinelt was transferred in the opposite direction,^[34] made his debut against Bury in place of Pike and scored Gillingham's goal; Brown would start every game for the remainder of the season, paired with either Foster or Pike.^[17] The unbeaten run ended with a defeat away to Carlisle United, which was followed three days later by another at home to Colchester.^[14]

Gillingham beat Barnet 2–1 at Priestfield on 15 April to climb slightly to 18th in the table,^[35] but two days later lost 1–0 away to Fulham.^[14] On 22 April, Pike achieved the team's only hat-trick of the season, scoring three times in a 4–2 win over Doncaster Rovers.^[36] The final home game of the season was a goalless draw with Hereford United; at the end of the game the Gillingham fans invaded the pitch to mark what many believed could be the last game ever played at Priestfield due to the club's still-unresolved financial issues.^[37] Gillingham's last game of the season was away to Torquay United and resulted in a 3–1 defeat, which meant that Gillingham finished 19th in the 22-team Third Division.^[38] Even if they had finished bottom (which would normally have resulted in relegation into non-League football) they would have retained their League status as Macclesfield Town, who won the fifth-tier Football Conference, were ineligible for promotion because their stadium did not meet the required standard.^[39]

Match details

Key

Partial league table

FA Cup

As a Third Division team, Gillingham entered the 1994–95 FA Cup in the first round and were paired with Heybridge Swifts of the Isthmian League First Division, three levels lower in the English football league system. Heybridge had progressed through five qualifying rounds to reach this stage of the competition for the first time.^[40][41] Due to Heybridge's stadium failing to meet the requirements for this stage of the competition, the match was played at Colchester United's Layer Road ground.^[42] Gillingham defeated their semi-professional opponents 2–0.^[42] In the second round, they played fellow Third Division team Fulham at Priestfield; the initial match finished 1–1, necessitating a replay at Fulham's Craven Cottage stadium. The replay also finished 1–1 but the rules of the competition meant that on this occasion extra time was played; Reinelt scored the winning goal during the extra period.^[43] In the third round, Gillingham played Sheffield Wednesday of the Premier League; the match drew a crowd of 10,425, the largest attendance recorded at Priestfield since 1987.^[44] Sheffield Wednesday took a 2–0 lead in the first half and, despite having their starting goalkeeper, Kevin Pressman, sent off and Pike scoring from a penalty kick, the Premier League team held on for a 2–1 victory. David Hunn of the Sunday Times wrote that Gillingham "dashed incessantly at their mighty but depleted visitors" and "went hell for leather for the equaliser" but were thwarted by substitute goalkeeper Lance Key.^[45]

Football League Cup

As a Third Division team, Gillingham entered the 1994–95 Football League Cup in the first round and were paired with Reading of the Football League First Division, the second tier of English football. Gillingham lost the first leg of the two-legged tie 1–0 and the second 3–0 and were eliminated from the competition by an aggregate score of 4–0.^[47]

Football League Trophy

The 1994–95 Football League Trophy, a tournament exclusively for Second and Third Division teams, began with a round in which the teams were drawn into groups of three, contested on a round-robin basis. Gillingham were grouped with Brentford and Brighton & Hove Albion, both of the Second Division. Gillingham's first match was at home to Brighton and resulted in a 1–1 draw;^[48] the game drew an attendance of only 963, the lowest crowd for a competitive match at Priestfield since 1973.^[49] Gillingham's second group match was away to Brentford, who had already won their match against Brighton to top the group with maximum points from their two games.^[50] Gillingham lost 3–1 and finished the group stage with one point, the same as Brighton, but Pike's goal meant that his team finished second and qualified for the next round as they had scored more goals in total than Brighton. Gillingham's opponents in the second round were Birmingham City, another Second Division team.^[51] The game was played at Birmingham's St Andrew's stadium and drew a crowd of 17,028, by far the largest attendance for a match involving Gillingham during the season.^[36] Birmingham won 3–0 to eliminate Gillingham from the competition.^[51]