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On November 8, 2013, OSI appointed Patrick Masson as its general manager.[{{cite news | url=https://lwn.net/Articles/571460/ | title=OSI Names New General Manager | date=October 23, 2013 | publisher=LWN | access-date=January 27, 2014}}] From August 2020 to September 2021, Deb Nicholson was the interim general manager.[{{Cite web|title=Deb Nicholson to Join Open Source Initiative as Interim General Manager|url=https://sfconservancy.org/news/2020/aug/20/debleaving/|access-date=February 16, 2021|website=Software Freedom Conservancy|language=en}}] During the OSI's March 2021 board election, the OSI discovered that at least one voter had exploited a security vulnerability to submit multiple votes; the election results were discarded and the OSI held the election again.[{{cite web |last1=Claburn |first1=Thomas |title=Open Source Initiative board election results scrapped after security hole found, exploited to rig outcome |url=https://www.theregister.com/2021/03/22/osi_vote_vulnerability/ |website=[[The Register]] |access-date=December 16, 2025 |language=en |date=March 22, 2021}}] |
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On November 8, 2013, OSI appointed Patrick Masson as its general manager.[{{cite news | url=https://lwn.net/Articles/571460/ | title=OSI Names New General Manager | date=October 23, 2013 | publisher=LWN | access-date=January 27, 2014}}] From August 2020 to September 2021, Deb Nicholson was the interim general manager.[{{Cite web|title=Deb Nicholson to Join Open Source Initiative as Interim General Manager|url=https://sfconservancy.org/news/2020/aug/20/debleaving/|access-date=February 16, 2021|website=Software Freedom Conservancy|language=en}}] During the OSI's March 2021 board election, the OSI discovered that at least one voter had exploited a security vulnerability to submit multiple votes; the election results were discarded and the OSI held the election again.[{{cite web |last1=Claburn |first1=Thomas |title=Open Source Initiative board election results scrapped after security hole found, exploited to rig outcome |url=https://www.theregister.com/2021/03/22/osi_vote_vulnerability/ |website=[[The Register]] |access-date=December 16, 2025 |language=en |date=March 22, 2021}}] |
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Co-founder Perens resigned from the OSI in January 2020 in response to the organization's then-impending approval of the Cryptographic Autonomy License. Prior to his departure, Perens wrote on the OSI mailing list that the license "isn't freedom respecting", and in a later interview with ''[[The Register]]'', he expressed concern about [[license proliferation]], stating that the [[AGPLv3]], [[LGPLv3]], and [[Apache 2.0]] licenses were sufficient.[{{cite web |last1=Claburn |first1=Thomas |title=Bruce Perens quits Open Source Initiative amid row over new data-sharing crypto license: 'We've gone the wrong way with licensing' |url=https://www.theregister.com/2020/01/03/osi_cofounder_resigns/ |website=[[The Register]] |access-date=January 29, 2026 |language=en |date=January 3, 2020}}] |
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Co-founder Perens resigned from the OSI in January 2020 in response to the organization's then-impending approval of the [[Cryptographic Autonomy License]]. Prior to his departure, Perens wrote on the OSI mailing list that the license "isn't freedom respecting", and in a later interview with ''[[The Register]]'', he expressed concern about [[license proliferation]], stating that the [[AGPLv3]], [[LGPLv3]], and [[Apache 2.0]] licenses were sufficient.[{{cite web |last1=Claburn |first1=Thomas |title=Bruce Perens quits Open Source Initiative amid row over new data-sharing crypto license: 'We've gone the wrong way with licensing' |url=https://www.theregister.com/2020/01/03/osi_cofounder_resigns/ |website=[[The Register]] |access-date=January 29, 2026 |language=en |date=January 3, 2020}}] |
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In November 2020, the board of directors announced a search for an executive director,[{{Cite web |title=OSI Seeks to Hire Executive Director {{!}} Open Source Initiative |url=https://blog.opensource.org/executive_director/ |access-date=September 20, 2021 |website=opensource.org|date=November 19, 2020 }}] which was concluded in September 2021 with the appointment of Stefano Maffulli. At the same time, the role of president of the board was abandoned in favor of chair of the board. Maffulli stepped down in September 2025. Deborah Bryant is serving as interim executive director.[{{cite web |last1=Vaughan-Nichols |first1=Steven |title=The Open Source Initiative's executive director departs - what it means for the OSAID debate |url=https://www.zdnet.com/article/the-open-source-initiatives-executive-director-departs-what-it-means-for-the-osaid-debate/ |website=[[ZDNET]] |access-date=December 16, 2025 |language=en |date=September 16, 2025}}] |
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In November 2020, the board of directors announced a search for an executive director,[{{Cite web |title=OSI Seeks to Hire Executive Director {{!}} Open Source Initiative |url=https://blog.opensource.org/executive_director/ |access-date=September 20, 2021 |website=opensource.org|date=November 19, 2020 }}] which was concluded in September 2021 with the appointment of Stefano Maffulli. At the same time, the role of president of the board was abandoned in favor of chair of the board. Maffulli stepped down in September 2025. Deborah Bryant is serving as interim executive director.[{{cite web |last1=Vaughan-Nichols |first1=Steven |title=The Open Source Initiative's executive director departs - what it means for the OSAID debate |url=https://www.zdnet.com/article/the-open-source-initiatives-executive-director-departs-what-it-means-for-the-osaid-debate/ |website=[[ZDNET]] |access-date=December 16, 2025 |language=en |date=September 16, 2025}}] |