Jack Schlossberg’s comments stir social media controversy

 April 7, 2025

Jack Schlossberg, the 32-year-old grandson of former President John F. Kennedy, has drawn attention for his unusual social media behavior involving Second Lady Usha Vance.

According to Breitbart, Schlossberg posted a doctored photo on Instagram announcing the fictional birth of his child with Vice President JD Vance's wife, accompanied by comments suggesting potential marriage plans. The post featured an edited image showing Usha Vance holding a baby with Schlossberg's face superimposed on it.

This incident marks the latest in a series of social media posts by Caroline Kennedy's son targeting the Second Lady. In February, he shared a video dedicating a love song to her and commented on a photo of the Vances with their newborn daughter. His social media campaign also included a controversial January post on X comparing Usha Vance's appearance to that of his grandmother, Jackie Kennedy Onassis.

Social media strategy behind controversial posts

Schlossberg defended his social media approach during an appearance on Jen Psaki's MSNBC podcast. He explained his perspective on creating engaging content and breaking through on social platforms.

Schlossberg said:

I think that the internet is a place where it's difficult to break through, and it's difficult to break through especially if you're not saying something that's controversial, or at least, somehow unexpected. And I think that I see that Democrats play that game not as well as we could, and I think that's kind of the game that the other side's been playing really well, which is flipping people out — and getting a reaction is almost half the battle.

His posts have generated significant backlash from critics who view the behavior as inappropriate and attention-seeking. Many have questioned the judgment of publicly pursuing another politician's spouse through social media.

Pattern of targeted social media activity

The Instagram birth announcement represents an escalation in Schlossberg's online activities focused on the Second Lady. His previous posts included direct messages expressing romantic interest.

In January, he publicly rated Usha Vance's appearance on X, making controversial comparisons to his grandmother Jackie Kennedy. The tweet sparked discussions about the appropriateness of such comments coming from a member of the Kennedy family.

These social media activities have drawn criticism from various quarters, with many viewing them as crossing professional and personal boundaries. Political observers have noted the potential impact on both families' public images.

Current state of political discourse

Schlossberg faces growing scrutiny over his escalating social media campaign. His explanation of trying to generate controversy for attention has been met with skepticism from political commentators.

The incidents highlight ongoing discussions about appropriate behavior on social media platforms by public figures and political family members. Critics argue that such posts undermine serious political discourse.

Many observers note the contrast between Schlossberg's approach and traditional political communication standards. The situation continues to generate debate about social media's role in modern political discourse.

Looking back at controversial social media saga

Jack Schlossberg, Caroline Kennedy's son and JFK's grandson, created a stir with his series of social media posts targeting Second Lady Usha Vance. The controversy peaked with an Instagram post featuring a doctored photo announcing a fictional birth of his child with VP Vance's wife. While Schlossberg defended his actions as attempts to break through online barriers, his posts drew widespread criticism for crossing personal and professional boundaries. The situation continues to spark discussions about appropriate conduct on social platforms by individuals connected to prominent political families.

About Victor Winston

Victor is a freelance writer and researcher who focuses on national politics, geopolitics, and economics.
Copyright © 2025 - CapitalismInstitute.org
A Project of Connell Media.
magnifier