Kassy Dillon: From Lone Conservative to Daily Wire Video Journalist

Kassy Dillon, now also known as Kassy Akiva, has become one of the most recognized conservative voices of her generation. As a journalist, commentator, and founder of Lone Conservative, she has carved out a space in American media for young conservative students and thinkers. Her work has spanned organizations such as Fox News Media, the Jewish News Syndicate, Stand For America, and, most recently, The Daily Wire, where she serves as a Video Journalist.

Beyond her media career, Dillon’s personal story—from growing up in Massachusetts to converting to Orthodox Judaism and marrying her husband Isaac Akiva—has drawn interest from audiences who follow her journey both professionally and personally. This article explores Kassy Dillon’s career, education, age, media roles, personal life, and influence, while shedding light on her connections and controversies, including her brief ties to Nick Fuentes.

Early Life and Education

Kassy Dillon was born on 27 February 1996, in Chicopee, Massachusetts, making her 29 years old as of 2025. She attended Chicopee Comprehensive High School before pursuing higher education at Mount Holyoke College, one of the most politically liberal campuses in the country.

Mount Holyoke College Experience

At Mount Holyoke, Dillon majored in Political Science and International Relations, concentrating on Middle Eastern studies. Despite facing resistance as a conservative student in a predominantly progressive environment, she thrived by engaging in political clubs and leadership roles. She served as President of the College Republicans Club and Vice President of Young Americans for Liberty.

Her experiences of being a conservative voice on a liberal campus would later inspire her most famous project: Lone Conservative.

Graduate Studies

After completing her undergraduate degree in 2018, Dillon earned her Master of Public Policy (MPP) at Pepperdine University School of Public Policy from 2019 to 2021. This academic training gave her a deeper grounding in American politics, foreign policy, and international affairs, equipping her for her future career in journalism.

Lone Conservative: Giving Students a Voice

In 2016, while still a student, Kassy Dillon founded Lone Conservative, a blog that grew into a media platform giving conservative college students an outlet for their views.

Mission of Lone Conservative

The platform aimed to:

  • Provide young conservatives with writing and publishing opportunities.
  • Create a supportive community for students who feel isolated on liberal campuses.
  • Serve as a launching pad for media and political careers.

Under Dillon’s leadership, Lone Conservative published hundreds of articles from student contributors across the country. Many of these writers have since advanced into politics, journalism, and policy work. Dillon officially stepped down in January 2024, after nearly eight years at the helm.

Career Path: From Campus Reform to The Daily Wire

Campus Reform (2015–2018)

Dillon’s media career began at Campus Reform, where she worked as a correspondent from December 2015 until May 2018. In this role, she reported on higher education, exposing bias and political issues on college campuses.

U.S. House of Representatives & Political Internships

In 2017, Dillon interned in Washington, D.C., including with the U.S. House of Representatives and the Council for National Policy. These experiences helped her connect journalism with policy and government.

The Daily Wire (2018–2019, 2023–Present)

Her first significant media role came in 2018 when she joined The Daily Wire as a Staff Writer and Talent. She worked there for a year before moving on to other opportunities. In November 2023, Dillon returned to The Daily Wire, this time as a Video Journalist.

At The Daily Wire, Dillon focuses on visual reporting, documentaries, and storytelling around culture, politics, and world events. She uses her on-camera presence and sharp analysis to engage audiences who are increasingly turning to video journalism for news.

Jewish News Syndicate (2022–2023)

Between June 2022 and January 2023, Dillon worked as News Editor for the Jewish News Syndicate (JNS). This role expanded her coverage of Middle Eastern affairs, Israel, and Jewish issues, aligning with her interest in Judaism and international relations.

Stand For America (2021–2022)

From February 2021 to June 2022, Dillon served as Director of Digital Engagement for Stand For America, an advocacy group launched by former U.S. Ambassador Nikki Haley. In this role, Dillon sharpened her digital strategy skills, creating campaigns to influence public opinion and strengthen conservative messaging.

Fox News Media (2023)

In January 2023, Kassy Dillon joined Fox News Media as a reporter. She worked there for almost a year, contributing to digital reporting and Fox News Digital Originals, covering culture, policy, and foreign affairs. This position gave her a national platform and introduced her to a broader audience.

Personal Life: Kassy Dillon’s Husband and Judaism Journey

Marriage

Kassy Dillon married Isaac Akiva in March 2024. She has since taken his surname and now also goes by Kassy Akiva. Her conversion to Orthodox Judaism, completed in 2023, marked a significant personal milestone that preceded her marriage.

Conversion to Judaism

Raised in a Christian household, Dillon’s first exposure to Judaism came through a trip to Israel. Over time, she studied Jewish traditions, beliefs, and texts, eventually deciding to convert. She has openly shared her journey in interviews and podcasts, describing it as both spiritual and transformative.

Controversy: Kassy Dillon and Nick Fuentes

Dillon’s name has occasionally been linked with Nick Fuentes, a far-right political commentator. During her college years, Dillon and a colleague helped introduce Fuentes to some conservative student networks and media platforms. However, once his extremist and antisemitic views became known, Dillon publicly distanced herself from him.

Her decision to cut ties with Fuentes reflects her strong opposition to extremism, despite sharing early activist spaces with him.

Professional Achievements and Recognition

Journalism Style

Dillon’s style as a journalist is defined by:

  • Multimedia storytelling through video and written formats.
  • Coverage of political culture, including topics such as immigration, feminism, free speech, and homelessness.
  • A focus on international affairs, particularly the Middle East and Israel.

Recognition

Her work has been featured in prominent outlets, including:

  • The Wall Street Journal
  • The Washington Examiner
  • The Hill
  • Campus Reform

She has also been recognized as a Fellow with the Intercollegiate Studies Institute, highlighting her role in intellectual and political discourse.

Kassy Dillon’s Age and Where She Stands Today

As of 2025, Kassy Dillon is 29 years old. From founding Lone Conservative as a college student to becoming a Video Journalist at The Daily Wire, her career has already spanned nearly a decade in media.

Her marriage, name change to Kassy Akiva, and religious conversion mark new personal chapters. Still, her professional trajectory continues to grow as she builds her reputation in political journalism and conservative commentary.

Conclusion

Kassy Dillon’s story is one of resilience, vision, and adaptability. From navigating the challenges of being a conservative student at Mount Holyoke College to launching Lone Conservative, from contributing to Fox News Media to becoming a Video Journalist at The Daily Wire, her journey reflects both personal conviction and professional drive.

Her decision to embrace Orthodox Judaism, marry Isaac Akiva, and take on new roles in journalism further demonstrates her ability to evolve while staying true to her values. At just 29 years old, Dillon stands as an influential figure in conservative media, bridging the gap between student activism, professional journalism, and cultural commentary.

WiderBlog.com

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