Biography

Kassy Dillon: From Lone Conservative to Kassy Akiva – The Journey of a Modern Conservative Journalist

Kassy Dillon has become one of the most recognisable young conservative voices in American media. Known for her articulate commentary, sharp reporting, and fearless approach to political debate, she has built an impressive career across leading conservative outlets such as Fox News Media, Jewish News Syndicate, Stand For America, and The Daily Wire.

Her transformation into Kassy Akiva—after her conversion to Orthodox Judaism and marriage to Isaac Akiva—marks both a personal and professional evolution. This comprehensive profile explores Kassy Dillon’s age, education, husband, media roles, association with Nick Fuentes, and how she continues to shape conservative discourse through journalism and faith.

Early Life and Education

Kassy Dillon’s Background and Early Ambitions

Born on 27 February 1996 in Chicopee, Massachusetts, Kassy Dillon grew up in a modest, single-parent household. Her early years were defined by hard work, strong curiosity, and an emerging interest in politics. Despite limited means, she developed a deep passion for civic engagement, leadership, and public debate.

Mount Holyoke College Experience

Kassy Dillon attended Mount Holyoke College from 2014 to 2018, where she majored in Political Science and International Relations. It was here that she discovered how deeply divided campus politics could be. As one of the few outspoken conservatives at a historically liberal institution, she faced pushback but thrived through resilience and leadership.

She became President of the College Republicans Club and Vice President of Young Americans for Liberty, leading discussions on free speech, equality of ideas, and media bias. Her experiences as a conservative student surrounded by opposing views would later inspire the founding of her most significant project—Lone Conservative.

Pepperdine University – Graduate Studies

After graduating from Mount Holyoke, Dillon continued her academic path by earning a Master of Public Policy (MPP) from Pepperdine University School of Public Policy (2019 – 2021). Her studies focused on American governance, foreign policy, and international relations—knowledge that would serve as the intellectual foundation for her journalism career.

The Creation of Lone Conservative

In 2016, while still a student, Kassy Dillon founded Lone Conservative, a blog that became a national platform for young right-leaning writers. What began as a personal project soon evolved into a hub for student journalists who felt isolated on liberal campuses.

Mission and Growth

The mission of Lone Conservative was clear:

  • To give young conservatives a voice in media.

  • To create a community of support for students with minority political opinions.

  • To serve as a launchpad for future journalists, policy analysts, and thinkers.

Under her leadership, Lone Conservative grew into a respected platform, publishing hundreds of student articles nationwide. Many contributors have since moved on to major media and political careers. After nearly eight years at the helm, Dillon stepped down in January 2024, handing the reins to the next generation.

Career Development in Media and Politics

Campus Reform and Early Journalism

Before entering national media, Kassy Dillon gained practical experience with Campus Reform (2015 – 2018), reporting on bias and free-speech issues within American universities. This early work honed her investigative skills and strengthened her understanding of the cultural shifts affecting higher education.

She also held several internships, including with the U.S. House of Representatives, the Council for National Policy, and the Western Massachusetts Office of the Governor, building her network within both policy and media environments.

The Daily Wire (First Tenure)

In June 2018, she joined The Daily Wire as a Staff Writer and Talent, based in Los Angeles. Her early projects included commentary on women’s issues, the American right, and the impact of feminism on modern politics. She remained with the company until June 2019, earning recognition for her confident voice and engaging storytelling style.

Stand For America and Jewish News Syndicate

Kassy Dillon then transitioned to Stand For America, serving as Director of Digital Engagement (2021 – 2022) for the organisation founded by former UN Ambassador Nikki Haley. In this role, she managed social-media campaigns and crafted digital content promoting conservative policies.

Her next step came with Jewish News Syndicate (JNS), where she served as News Editor from June 2022 to January 2023. This period marked her growing engagement with Middle Eastern affairs and her interest in Jewish identity, eventually leading to her own conversion.

Fox News Media and Return to The Daily Wire

In January 2023, she joined Fox News Media as a reporter for the digital originals team, contributing nearly a year’s worth of coverage on cultural and political issues. Later that year, in November 2023, Kassy Dillon re-joined The Daily Wire, this time as a Video Journalist.

Kassy Dillon Daily Wire Focus

At The Daily Wire, she focuses on visual storytelling—producing documentaries and reports on international politics, Israel, antisemitism, immigration, and social trends. Her return symbolises both loyalty to her professional roots and her growth into a mature multimedia journalist.

Personal Life – From Kassy Dillon to Kassy Akiva

Conversion to Orthodox Judaism

Raised without strong religious affiliation, Kassy Dillon’s interest in Judaism began after visiting Israel. Experiencing both admiration and antisemitism as a journalist covering Jewish issues deepened her curiosity about faith. In April 2023, she completed her conversion to Orthodox Judaism, taking the Hebrew name Devorah Ruth bat Sarah.

Her transformation was deeply spiritual and, as she later wrote, rooted in a search for moral grounding and community. She began using the professional name Kassy Akiva soon after her marriage.

Kassy Dillon Husband – Isaac Akiva

In March 2024, Kassy Dillon married Isaac Akiva, marking the beginning of her new chapter as Kassy Akiva. She often shares glimpses of their life together through her Instagram account @kassyakiva. In July 2025, her posts hinted that she and Isaac were expecting their first child, celebrated with blessings such as “B’shaa tova” from friends and followers.

Age and Public Life

As of 2025, Kassy Dillon (29 years old) balances journalism with faith and family, maintaining an active presence on social media while representing The Daily Wire’s new generation of reporters.

Kassy Dillon and Nick Fuentes – Clearing the Record

Early Association

During her time in student politics, Kassy Dillon briefly interacted with Nick Fuentes, then a young conservative commentator. Media reports note that she and other students once introduced him to conservative networks. However, as Fuentes later became associated with extremist and antisemitic rhetoric, Dillon—now Akiva—completely disassociated from him.

Her Response and Values

She has since been outspoken against hate and antisemitism, drawing from her personal journey as a convert to Orthodox Judaism. Her stance reflects moral clarity and growth: a willingness to confront past associations and stand firmly against intolerance.

This context explains why searches for “Kassy Dillon Nick Fuentes” still surface online—because she once crossed paths with him—but it’s crucial to note her clear disavowal of his ideology.

Recognition and Influence

Professional Achievements

Kassy Dillon’s work has appeared in numerous outlets including The Daily Wire, Fox News, The Washington Examiner, The Hill, and Campus Reform. Her stories blend traditional journalism with on-camera reporting, making her one of the few millennial conservatives bridging written and video media successfully.

Mentorship and Legacy

Through Lone Conservative, Kassy Dillon mentored dozens of aspiring student writers, many of whom have since advanced into politics, policy, or media careers. Her success underscores that conservative youth can thrive in journalism when given an authentic voice.

Faith and Identity

Now as Kassy Akiva, she represents a powerful blend of professional achievement and spiritual purpose. Her conversion to Judaism and advocacy for Israel position her as a unique voice within both conservative and Jewish circles—an intersection rarely seen in American media.

Conclusion

Kassy Dillon’s evolution into Kassy Akiva tells a story of conviction, transformation, and resilience. From being a conservative student at Mount Holyoke to becoming a Video Journalist at The Daily Wire, she has defied expectations and stayed true to her values. Her marriage to Isaac Akiva and her Orthodox Jewish identity have deepened her personal meaning while expanding her professional reach.

At just 29, Kassy Dillon—or Kassy Akiva—embodies the modern conservative journalist: informed, adaptable, faith-driven, and unafraid to speak truth in an age of division.

FAQs

1. How old is Kassy Dillon?

Kassy Dillon, now known as Kassy Akiva, was born on 27 February 1996 in Chicopee, Massachusetts, making her 29 years old as of 2025.

2. Who is Kassy Dillon’s husband?

Kassy Dillon is married to Isaac Akiva, with whom she tied the knot in March 2024 after converting to Orthodox Judaism. The couple share their life updates publicly on her verified Instagram account @kassyakiva.

3. When did Kassy Dillon get married?

Kassy Dillon married Isaac Akiva in March 2024. Their first wedding anniversary was celebrated online in March 2025, confirming their union and her official name change to Kassy Akiva.

4. What does Kassy Dillon do at The Daily Wire?

At The Daily Wire, Kassy Dillon works as a Video Journalist, producing documentaries and reports on politics, culture, Israel, and antisemitism. She first joined the outlet in 2018 and re-joined in late 2023.

5. Is Kassy Dillon and Kassy Akiva the same person?

Yes. Kassy Dillon and Kassy Akiva are the same person. After her conversion to Orthodox Judaism and marriage to Isaac Akiva, she adopted her married surname while continuing her media career under that name.

WiderWeekly.com

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