| september 11 2024 |  A. Loader | Philipsburg #5 | None | RSD25 364 |
| june 30 2024 |  J. Suh |  Caribbean Kings | Philipsburg #5 (On loan) | (RSD308 062) |
| february 17 2024 |  K. Bavadra |  Ajax | Philipsburg #5 | RSD23 008 849 |
| january 30 2024 |  J. Shuker | Dallas Cowboys | Philipsburg #5 (On loan) | (RSD530 400) |
| december 7 2023 | G. Leveille |  Urumqi #14 | Philipsburg #5 (On loan) | (RSD701 981) |
| june 28 2023 |  J. Brederode | Prince's Quartier #4 | Philipsburg #5 | RSD2 791 021 |
| may 6 2023 | J. Meredith |  Havnar Bóltfelag | Philipsburg #5 (On loan) | (RSD141 976) |
| august 23 2022 | M. Crees | Swetes CF | Philipsburg #5 (On loan) | (RSD754 032) |
| december 8 2021 | C. Falk | Ajax | Philipsburg #5 | RSD19 760 705 |
| december 7 2020 | F. le Moigne | Ajax | Philipsburg #5 (On loan) | (RSD450 741) |
| october 15 2019 | M. Kruisweg |  AS Novara #4 | Philipsburg #5 | RSD641 578 |
| january 4 2018 | T. Labande | GuaWaZi United | Philipsburg #5 | RSD2 910 257 |
| december 10 2017 | B. Daboussier | Deshaies Town | Philipsburg #5 | RSD5 580 976 |
| october 21 2017 |  G. Drapper | FC Pointe-à-Pitre #5 | Philipsburg #5 (On loan) | (RSD141 185) |
| september 21 2017 | C. Pomarès | Ajax | Philipsburg #5 | RSD9 535 237 |
| august 29 2017 |  G. Deneriaz | FC Pointe-à-Pitre #5 | Philipsburg #5 (On loan) | (RSD295 112) |
| august 26 2017 | A. Mallinson | Harogate | Philipsburg #5 | RSD2 683 863 |
| july 13 2017 | R. Steinmets |  FC Charlotte Amalie #25 | Philipsburg #5 | RSD4 650 735 |
| july 9 2017 | J. Dutronc | Petite Riviere Salee #2 | Philipsburg #5 | RSD1 568 814 |
| july 2 2017 |  M. Shreves | FC Castries #2 | Philipsburg #5 | RSD29 739 |
| june 9 2017 | Y. Verguet | FC Baillif | Philipsburg #5 | RSD346 027 |
| may 16 2017 | R. Archambeault | FC Le Moule #4 | Philipsburg #5 | RSD176 602 |
| may 14 2017 | T. Prin | Deshaies Town | Philipsburg #5 | RSD602 582 |
| april 21 2017 | G. Rameau | GPL Internazionale Milano | Philipsburg #5 | RSD1 828 681 |
| march 25 2017 |  M. Aricanli | FC Frederiksted Southeast | Philipsburg #5 | RSD7 720 966 |
