Due to their strong partnership with J.League club, Matsumoto Yamaga, The Japanese fan based has been seen cheering for Geylang International in their fruitful long-standing relationships.

With the likes of Arshad Khamis, Dollah Kassim, Gulam Mohamed, Samad Allapitchay, Kamal Mohd Nor and Robert Sim, they had a formidable side that receives the respect from oppositions.

Notably players such as Malek Awab, Razali Saad, Dollah Kassim, Samad Allapitchay and Robert Sim all contributed to the success of the team.

French forward and legend, Michel Platini visited Singapore to attend a football clinic conducted by them and played half a game for the Eagles to highlight the club's attraction.

As the team was full of international stars, led by 1998 Iranian World Cup head coach Jalal Talebi, players such as Fandi Ahmad, Kadir Yahaya, David Lee, Hamid Reza Estili, Mohammad Khakpour, and Chris Riley, Vincent Subramaniam (Head Coach for SAFFC) identified them as the Manchester United of Singapore.

As league champions, they qualified for the 1997–98 Asian Club Championship but were eliminated after losing 8–2 on aggregate by Japanese side Kashima Antlers in the first round.

Just days after winning the league title, they suffered their worst defeat in history; losing 8–0 to Home United in the Singapore Cup finals.

[citation needed] Geylang United won their first Singapore Cup in 2009, beating Thailand side Bangkok Glass 1–0 at the Jalan Besar Stadium.

A vision statement, playing philosophy and values like discipline and commitment have also been clearly set out, and a six-week training routine planned for the players to follow.

The Eagles than sign three Japanese trios, Takuma Ito, Norihiro Kawakami and Shotaro Ihata however the squad saw plenty of long-term injury crisis, forcing their then-assistant coach, former Singapore international,Mohd Noor Ali to come out of retirement.

[18] The Eagles started off their 2014 pre season friendlies participating in the IFA Shield 2014 in India playing against Kingfisher East Bengal, United Sports Club and Korean Sun Moon University at the Salt Lake Stadium.

After their defeat in the semi-finals of the League Cup, they failed to collect any points for six consecutive games, remaining rooted to the bottom of the table for months.

In June 2017, Mohd Noor Ali took over as head coach of Geylang International, managing the team he had won the 2001 S league with as a player.

Noor Ali's venture abroad meant Hirotaka Usui took charge of The Eagles for the inaugural 2018 Singapore Premier League.

[24] The Eagles welcomed new players like former Dutch U-20 Barry Maguire, and retained a strong youthful core in Darren Teh and Zikos Chua, and Azril Suhaili.

[25] Zikos Chua scored vital late goals during the season, as the resilient Eagles finished a commendable 5th place in the 2019 Singapore Premier League.

After beating title favourites Lion City Sailors 1–0 in their opening game, Geylang went on an 11-game winless run despite putting in commendable performances.

In February 2023, Geylang International and City Football Group (CFG), one of world football's richest and most powerful organisations, have formalised a collaboration agreement that is set to contribute to the further development of the Singapore-based club which would make the Eagles the first South-east Asian team to be associated with CFG, which owns English Premier League champions Manchester City.

The agreement is set to be an initial, highly targeted collaboration between both entities with the potential to evolve into a broader, more comprehensive strategic partnership in the future.

[27][28] Geylang International started off the 2023 season in a Malaysia tour competing in the Harapan Cup in which they lost 4–0 to Penang and 1–2 to Kedah Darul Aman.

In preparation for the inaugural two years league cycle 2024–25 season, Geylang International turned their attention towards Japanese national signing Keito Hariya, Ryoya Taniguchi, 2021 Singapore Premier League 'Player of the Year' winner, Tomoyuki Doi and also loaning in youngster, Sora Tanaka from partnership club, Matsumoto Yamaga.

The Eagles also retained Japanese duo, Rio Sakuma and Takahiro Tezuka while Vincent Bezecourt remained the only European foreign in the club.

The club also went on to beat Albirex Niigata (S) in a 6–0 thrashing win on 6 July 2024 where Tomoyuki Doi went on to scored 3 hat-tricks in 7 league matches.

On 23 November 2016, Geylang International and Matsumoto Yamaga signed a Memorandum of Understanding (MOU) in a press event which was held earlier today at the Marina Bay Floating Platform.

Amongst the key initiatives of the partnership with Matsumoto Yamaga is the exchange programmes for head coach, Mohd Noor Ali, who had a one-year attachment with the Japanese side in 2018, where he guided their B team to the Japan FA's Under-18 Football League Nagano prefecture title while on 17 August 2018, Anders Aplin become the first Singaporean football player to sign for a J.League team signing on loan until the end of the 2018 J2 League season in November.

[30] Geylang International and V.League, Ho Chi Minh City has higned a Memorandum of Understanding (MOU) that aims to further the growth of football through the open sharing of technical expertise and knowledge between both clubs.

The agreement is set to be an initial, highly targeted collaboration between both entities with the potential to evolve into a broader, more comprehensive strategic partnership in the future.

This is especially evident when the Ultras and The Eagles players and coaching staff heartily participate in a post match song together, after every game, whether the team wins, loses, or draws.

[33] The anthem is also being used in various videos promoting the club, including a behind the scenes pre-season photoshoot and tribute clip to the main sponsor Epson in 2022.

It is believed that the club docked Indra's salary as it is displeased that he missed many training sessions while Delgado had some disagreement with the management over money.