| Year | Image | Recipient | Principal project | Rationale | |
| 2021 | | Carma Citrawati | WikiPustaka | First starting to edit the Balinese version of Wikipedia in 2019, Citrawati was instrumental in the development of a Balinese version of Wikisource called WikiPustaka through her valiant efforts to lead a team responsible for digitizing and translating ancient Balinese writings which were originally written on palm leaves. | |
| 2022 | | Nkem Osuigwe | | With an account that started in 2019, Dr. Nkem Osuigwe helped to start a partnership with the African Library and Information Associations & Institutions in 2020, working with an existing professional network to generate over 27,000 edits and counting. | |
| 2023 | | Eugene Ormandy | Japanese Wikipedia | Ormandy created two Wikimedia user groups: Student Wikipedian Community in Waseda University Tokyo and the Toumon Wikipedian Club Japan. He is the first award recipient from Japan. | |
| 2024 | | Wayuu community
| Wayuu Wikipedia | The Wayuu are an indigenous group of the Guajira Peninsula in Colombia and Venezuela. Fernández helped establish the Wikimedistas Wayúu user group and the Wayuu-language Wikipedia in 2023. | |
| 2025 | | Konan N’Da N’Dri | French Wikipedia | An active member of Wikimedia Côte d’Ivoire, Dadrik contributes to French Wikipedia as a patroller and shares his passion for astrophysics as a trainer. | |
| Year | Image | Recipient | Principal project | Rationale | |
| 2021 | | Lodewijk Gelauff | Wiki Loves Monuments | Gelauff is a prolific contributor, a mentor to many Wikimedians, and a volunteer for many community groups and efforts. He is one of the initiators of Wiki Loves Monuments, the annual Wikipedia photo contest around cultural heritage, and has led this project for a decade. | |
| 2022 | | Andrew Lih | | Lih is an internationally renowned Wikipedia expert, author, professor, GLAMs activist, and long-time Wikimedia contributor. His work has inspired individuals and groups in the Wikimedia movement, especially in North America and the ESEAP region. | |
| 2022 | | Deror Lin | Hebrew Wikipedia, Wikimania | Lin was a prolific contributor going back to the founding of Wikipedia. He wrote over 2 percent of the entire Hebrew Wikipedia. He participated in many 100wikidays challenges, particularly for Hebrew Wikipedia, and contributed thousands of images. He was also a key organizer of multiple Wikimanias. | |
| 2023 | | Siobhan Leachman | WikiProject New Zealand | Leachman has improved content about New Zealand biodiversity and notable women on Wikipedia, Wikidata, and Wikimedia Commons. | |
| 2024 | | Martin | | DerHexer is the longest-serving Wikimedia steward, becoming one in 2007; he is also an administrator of English Wikipedia, Meta-Wiki, and Wikimedia Commons. | |
| 2025 | | Anne Clin | English Wikipedia | Risker is a longtime English Wikipedia administrator and a two-time Arbitration Committee member who has held numerous key global roles within the Wikimedia movement. | |
| Year | Image | Recipient | Principal project | Rationale | |
| 2021 | | Jay Prakash | Software development and support | Prakash has contributed to various technical projects within Wikipedia, from providing tech support via Indic-TechCom to developing IndicOCR, a tool extending the capabilities of GoogleOCR for several Indic languages. Jimmy Wales says, "Jay’s significant contributions have helped improve MediaWiki, the foundational software that underpins all of the projects. In addition to his technical achievements, he is a strong advocate for the technical community and epitomizes the generosity and collaborative nature of our movement." | |
| 2022 | | Taavi Väänänen | Wikimedia Cloud Services, CentralAuth MediaWiki extension | Väänänen has been a critical volunteer contributor to Wikimedia Cloud Services, including Toolforge and Cloud VPS, key pieces of infrastructure that let community members host their Wikimedia-related bots, tools, and other software projects. He also helps maintain the CentralAuth MediaWiki extension, which allows users to use a single user account on all public Wikimedia sites. | |
| 2023 | | Zabe | Wikimedia infrastructure | Zabe is recognized for "helping with deployments, bug fixes, and incidents in general, and, in particular,... for maintaining Checkuser and CentralAuth codes, for supporting the comment database refactor migration revision, and for the technical work behind creating new wikis." | |
| 2024 | | Siddharth VP | MediaWiki and draft submission interface | Siddharth has contributed to Twinkle, an editor tool, and MediaWiki, the database software which Wikipedia relies on. In addition, he has developed his own user scripts and bots. He is most proud of his work on the draft submission interface. | |
| 2025 | | Egbe Eugene | Wikimedia tool development | Eugene helped build Wikimedia movement technical capacity across Africa and played a key role in training, tool development, and the creation of the ISA Tool. | |
| Year | Image | Recipient | Principal project | Rationale | |
| 2021 | | Ananya Mondal | Wikimedia Commons | Mondal launched the Wiki Loves Butterfly project in 2016. | |
| 2022 | | Annie Rauwerda | Depths of Wikipedia | Rauwerda uses creative means on social media to spread the word about Wikimedia projects and communities that power them. She started the Depths of Wikipedia account that has now more than 1.5 million followers across Instagram, Twitter, and TikTok. | |
| 2023 | | Pax Ahimsa Gethen | English Wikipedia, Wikimedia Commons | Gethen uploads photographs to Wikimedia Commons, focused on LGBTQ culture, and is an active participant at English Wikipedia's WikiProject LGBTQ+ studies. | |
| 2024 | | Yılmaz Caner Özyayıkçı | Turkish Wikipedia | Özyayıkçı helps design graphics for several Wikimedia conferences. He is also a co-founder of Wikimedia Japan-Türkiye Friendship. | |
| 2025 | 100px | Vera de Kok | Wikimedia Commons, Wikidata | De Kok is a photographer and programmer who has uploaded over 85,000 files to Wikimedia Commons. Of these 7,500 are her original creations, which appeared on 134 different language editions of Wikipedia. | |