By OBBM Network Editorial Staff

Derived from an episode of CROSSPOLITIC.

Conservatives aren’t losing because the media giants are out to get them; they’re losing because they’ve embraced a culture of surrender.

The Daily Wire’s Decade of Dominance and Decline

Jeremy Boreing, co‑founder of the Daily Wire, reflected on the outlet’s meteoric rise. “We were probably the only organization in the conservative world where Facebook would change its algorithm not to penalize conservatives, to penalize us specifically, because we were being so successful,” he said, noting that the site topped global publishing rankings for 15‑18 consecutive months.

Despite that triumph, Boreing acknowledged that internal pressures eventually eroded the partnership. He and his longtime collaborator Ben Shapiro built a “pre‑eminent conservative digital media company” that pioneered influencer networks and paid video marketing long before they became industry standards. Yet, as Boreing put it, “There are a lot of pressures when you have hits. We navigated those pressures extraordinarily well for a decade, but eventually it became difficult to keep those things going.”

A Defeatist Attitude Holds Back the Right

Both guests identified a pervasive “defeatist attitude” within right‑wing media and broader conservative circles. They described a mindset that treats loss as a badge of honor, a way to prove the world is “over.” Boreing rejected this, stating, “We existed to win. We fought hard to win. And we won a lot for 10 years. I’ve never bought into that.”

According to N.D. Wilson, the tendency to blame external forces—algorithms, big tech, cultural shifts—creates a self‑fulfilling prophecy. He cited the Daily Wire’s internal policy: “If you blame the algorithm, you’re fired,” underscoring the expectation that staff must succeed regardless of platform whims.

Strategic Execution Over Blame

The conversation turned to concrete tactics that set the Daily Wire apart. Boreing described a multi‑pronged approach: a dedicated legal team, a massive social‑media staff, and continuous investment of revenue into platform‑specific strategies. He noted that the organization “invented the influencer network before that became a more popular thing six, seven years later.”

Wilson added that the right must shift from “lose‑gripe‑fundraise‑repeat” to a mindset of relentless innovation. He argued that “big tech should be seen as a problem that can be solved, not an opportunity to lose and engage in failure theater for money.”

Faith, Finance, and Stewardship

Interwoven with the strategic discussion was a reminder that financial decisions are not neutral for Christians. Host Toby Sumpter, Waterboy, Chocolate Knox emphasized that “how you handle your money is not a neutral act… it’s not exempt from his lordship.” The guests promoted Dominion Wealth Strategies, noting that its goal is to help families align budgeting, debt management, and long‑term planning with biblical convictions.

“This isn’t about chasing wealth for its own sake,” the host said. “It’s about faithfulness.” The segment framed fiscal responsibility as an extension of one’s walk with Christ, urging believers to view stewardship as a form of discipleship.

Implications for the Future of Conservative Influence

The dialogue suggests that the path forward for conservative media hinges on abandoning a narrative of victimhood and embracing disciplined execution. By investing in talent, legal safeguards, and platform‑specific tactics, right‑leaning outlets can reclaim the digital battlefield.

Moreover, integrating faith‑based financial stewardship reinforces a cohesive worldview that can mobilize both resources and volunteers. As Boreing concluded, “We built an institution around winning. The lesson is simple: stop blaming the algorithm, start building the infrastructure to win on any platform.”

In an era where cultural battles are fought online, the conversation between Jeremy Boreing and N.D. Wilson offers a blueprint: reject defeatism, prioritize execution, and align every decision with a higher purpose.

The full episode of CROSSPOLITIC is available on OBBM Network TV.