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In 2011, Schlossberg wrote an op-ed for ''The New York Times'' responding to a critical column about President Kennedy's legacy.<ref name="Schlossberg 2011-12-02">{{Cite news |last=Schlossberg |first=Jack |date=December 2, 2011 |title=From J.F.K.'s Grandson |url=https://www.nytimes.com/2011/12/03/opinion/jfks-legacy-as-seen-by-his-grandson.html |access-date=August 26, 2024 |newspaper=[[The New York Times]]}}</ref> The piece "launched the political career" of then 18-year-old Schlossberg per ''[[The Atlantic]]''.<ref name="Cohen-2011">{{Cite magazine |last=Cohen |first=Andrew |date=February 4, 2011 |title=John Kennedy Schlossberg Defends JFK's Legacy in the 'New York Times' |url=https://www.theatlantic.com/politics/archive/2011/12/john-kennedy-schlossberg-defends-jfks-legacy-in-the-new-york-times/249447/ |access-date=August 26, 2024 |magazine=[[The Atlantic]] }}</ref> The following year, when asked about his interest in entering politics, Schlossberg stated: "Politics definitely interests me. I'm most interested in public service. I think that's something that I got from being part of [[Kennedy family|my family]], which is such an honor."<ref>{{Cite news |last1=Crowley |first1=Candy |author-link1=Candy Crowley |last2=Schlossberg |first2=Jack |title=Caroline Kennedy and her son, talk with CNN's Candy Crowley |publisher=CNN |date=September 6, 2012 |url=https://cnnpressroom.blogs.cnn.com/2012/09/06/caroline-kennedy-and-her-son-talk-with-cnns-candy-crowley/ |access-date=September 16, 2024 }}</ref>
[[File:Biden_with_Caroline_Kennedy_and_Jack_Schlossberg.jpg|thumb|Schlossberg with 46th U.S. President [[Joe Biden]] and mother [[Caroline Kennedy|Caroline]] in Boston in 2022]]
Schlossberg was a keynote speaker in the 2012 Virginia [[Young Democrats of America|Young Democrats]] Convention.<ref>{{Cite news |last=Schlossberg |first=Jack |date=April 6, 2012 |title=Schlossberg: Can't stop, won't stop, from VA to CT |url=https://yaledailynews.com/blog/2012/04/06/schlossberg-cant-stop-wont-stop-from-va-to-ct/ |access-date=September 12, 2024 |newspaper=[[Yale Daily News]]}}</ref> He also worked as a policy assistant on public safety for [[New Haven, Connecticut|New Haven]]'s [[Alderman|Board Of Alderman]], and co-founded "Yale for [[Chris Murphy]]" in support of Murphy's Connecticut senate candidacy.<ref>{{Cite news |last=Schlossberg |first=Jack |date=February 17, 2012 |title=Schlossberg: Investing in our state |url=https://yaledailynews.com/blog/2012/02/17/schlossberg-investing-in-our-state/ |access-date=September 16, 2024 |newspaper=Yale Daily News }}</ref> In an opinion piece for the ''The Washington Post'' in 2016, he encouraged young voters to support [[Hillary Clinton]] [[Hillary Clinton 2016 presidential campaign|for president]].<ref name="Schlossberg 2023-04-12">{{Cite news |last=Schlossberg |first=Jack |date=April 12, 2023 |title=JFK's grandson: Young people have a duty to vote for Hillary Clinton |url=https://www.washingtonpost.com/opinions/jfks-grandson-young-people-have-a-duty-to-vote-for-hillary-clinton/2016/11/04/57f10df8-a2b2-11e6-a44d-cc2898cfab06_story.html |access-date=August 24, 2024 |newspaper=[[The Washington Post]]}}</ref>
In the succeeding years, Schlossberg took an increasingly active role in the [[John F. Kennedy Presidential Library and Museum]] including its New Frontier Award where he served as chair of the selection committee until its last and 20th ceremony in 2023.<ref>{{Cite web |title=Award Committee |publisher=[[Harvard Institute of Politics]] |url=https://iop.harvard.edu/programs/conferences/new-frontier-awards/award-committee |access-date=September 16, 2024 }}</ref><ref>{{Cite web |title=John F. Kennedy New Frontier Awards |url=https://www.jfklibrary.org/events-and-awards/new-frontier-award |access-date=September 16, 2024 |publisher=[[John F. Kennedy Library]] }}</ref> He is also in the annual [[Profile in Courage Award]] selection committee also serving as event host and presenter.<ref>{{cite web |last=Flor |first=Rachel |date=November 11, 2013 |title=Press Release: Hawaii Congresswoman and Crowd-Funding Pioneer to Receive 2013 John F. Kennedy New Frontier Awards |url=https://www.jfklibrary.org/About-Us/News-and-Press/Press-Releases/2013-New-Frontier-Award.aspx |url-status=live |archive-url=https://web.archive.org/web/20230102231006/https://www.jfklibrary.org/About-Us/News-and-Press/Press-Releases/2013-New-Frontier-Award.aspx |archive-date=January 2, 2023 |access-date=February 13, 2014 |publisher=[[John F. Kennedy Library]]}}</ref><ref>{{cite magazine |last=McNeil |first=Liz |date=May 7, 2014 |title=Lauren Bush Lauren Raves About Jack Kennedy Schlossberg |url=http://www.people.com/article/kennedy-grandson-meets-president-bush-granddaughter |url-status=live |archive-url=https://web.archive.org/web/20230102231012/https://www.people.com/article/kennedy-grandson-meets-president-bush-granddaughter |archive-date=January 2, 2023 |access-date=January 19, 2015 |magazine=[[People (magazine)|People]]}}</ref> In November 2013, Schlossberg introduced 44th U.S. President Obama at the [[Presidential Medal of Freedom|Medal of Freedom]] Award gala which commemorated the 50th anniversary of President Kennedy's death.<ref>{{Cite web |last1=Schlossberg |first1=Jack |last2=Obama |first2=Barack |author-link2=Barack Obama |title=Barack Obama Interview with Jack Schlossberg at the John F. Kennedy Presidential Library and Museum in Boston, Massachusetts |publisher=The American Presidency Project |url=https://www.presidency.ucsb.edu/documents/interview-with-jack-schlossberg-the-john-f-kennedy-presidential-library-and-museum-boston |access-date=September 2, 2024 }}</ref> He has also accompanied his mother Caroline in her duties as ambassador of Japan and Australia.<ref>{{Cite web |title=FLOTUS ASIA 0006 |url=https://obamawhitehouse.archives.gov/photos-and-video/photo/2015/04/flotusasia0006 |access-date=September 3, 2024 |date=April 2015 |publisher=[[The White House]] }}</ref><ref>{{Cite news |last=Squires |first=Nick |date=August 3, 2023 |title=John F Kennedy's daughter and grandson recreate his heroic swim |url=https://www.telegraph.co.uk/world-news/2023/08/03/john-f-kennedy-daughter-grandson-swim-solomon-islands/ |access-date=September 3, 2024 |newspaper=The Daily Telegraph |issn=0307-1235}}</ref>
Media outlets have commented that Schlossberg is the new face of the Kennedy family and is a rising star of the [[Democratic Party (United States)|Democratic party]].<ref>{{Cite news |last=Moran |first=Sharir |title=Meet JFK's Grandson Jack Schlossberg, the Democrats' New Hope |url=https://www.haaretz.com/world-news/2020-02-23/ty-article/.premium/jfks-grandson-jack-schlossberg-the-democrats-half-jewish-new-hope/0000017f-f19a-d8a1-a5ff-f19a36810000 |newspaper=[[Haaretz]]}}</ref><ref>{{Cite news |last=Shanahan |first=Mark |title=Is this the new face of the Kennedy clan? |url=https://www.bostonglobe.com/lifestyle/names/2017/05/05/this-new-face-kennedy-clan/yreezZorYmPaB38MqfxyVM/story.html |access-date=September 2, 2024 |newspaper=[[The Boston Globe]]}}</ref><ref>{{cite news |last=Shepard |first=Steven |date=August 19, 2020 |title=Dems take their convention on the road: Superlatives from Night 2 |url=https://www.politico.com/news/2020/08/19/dnc-night-2-superlatives-398386 |url-status=live |archive-url=https://web.archive.org/web/20230730191542/https://www.politico.com/news/2020/08/19/dnc-night-2-superlatives-398386 |archive-date=July 30, 2023 |access-date=July 29, 2023 |newspaper=[[Politico]] |quote=...the 27-year-old Schlossberg looked a potential future political candidate}}</ref><ref>{{cite news |last=Wallace |first=Francesco |date=May 8, 2017 |title=Meet John F. Kennedy's eligible grandson |url=https://www.vogue.com.au/miss-vogue/news/meet-john-f-kennedys-eligible-grandson/news-story/2c1c81ff244f2701621da6fda0b70418 |url-status=live |archive-url=https://web.archive.org/web/20191004081332/https://www.vogue.com.au/miss-vogue/news/meet-john-f-kennedys-eligible-grandson/news-story/2c1c81ff244f2701621da6fda0b70418 |archive-date=October 4, 2019 |access-date=July 29, 2023 |newspaper=[[Vogue (magazine)|Vogue]] |quote=Schlossberg gives off future-politician vibes}}</ref><ref>{{Cite news |last=Bhat |first=Devika |date=January 2, 2014 |title=Kennedy grandson joins the political house that Jack built |url=https://www.thetimes.com/article/kennedy-grandson-joins-the-political-house-that-jack-built-gkbxhz5gwmn |access-date=September 12, 2024 |newspaper=[[The Times]] }}</ref> In August 2020, Schlossberg gave a virtual address on the second night of the [[2020 Democratic National Convention]] with mother Caroline and endorsed [[Joe Biden]]'s run for presidency.<ref>{{cite magazine |last=Storey |first=Kate |date=August 18, 2020 |title=Why Jack Schlossberg, President John F. Kennedy's Only Grandson, is Speaking at the 2020 DNC |url=https://www.esquire.com/news-politics/a33636638/jack-kennedy-schlossberg-jfk-grandson-facts/ |access-date=August 19, 2020 |magazine=[[Esquire (magazine)|Esquire]] |archive-date=October 5, 2020 |archive-url=https://web.archive.org/web/20201005180400/https://www.esquire.com/news-politics/a33636638/jack-kennedy-schlossberg-jfk-grandson-facts/ |url-status=live }}</ref> He has publicly criticized the [[Robert F. Kennedy Jr. 2024 presidential campaign|presidential campaign]] of his relative [[Robert F. Kennedy Jr.]] in July 2023.<ref>{{Cite news |last=Epstein |first=Reid J. |date=July 21, 2023 |title=J.F.K.'s Grandson Calls Robert Kennedy's Campaign 'an Embarrassment' |url=https://www.nytimes.com/2023/07/21/us/politics/jfk-grandson-rfk-campaign.html |access-date=September 2, 2024 |newspaper=[[The New York Times]]}}</ref> In August 2024, he gave his first in-person speech on the second night of the [[2024 Democratic National Convention]] in Chicago endorsing [[Kamala Harris]].<ref>{{Cite magazine |last=Schlossberg |first=Jack |date=August 20, 2024 |title=Read Jack Schlossberg's Full Address to the 2024 Democratic National Convention |url=https://www.vogue.com/article/jack-schlossberg-address-to-the-2024-democratic-national-convention?fbclid=PAZXh0bgNhZW0CMTEAAaYIPufihJ_NQMYo6_WPSYKke3EmGvS1TpUF6UtEpLxFtCZePAPyyp55x0Y_aem_XCzC2dELZVDuEbw-H6OJWA |access-date=August 21, 2024 |magazine=[[Vogue (magazine)|Vogue]]}}</ref>
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