[12] While a long-time supporter of Israel, he also became increasingly drawn to studying the roots of Islamic terrorism after the September 11 attacks, and began writing articles for FrontPage Magazine.

[12] From 2005 he worked as a television correspondent, host and analyst for CBN News, where he covered "U.S. national security, the Middle East, Israel-related issues and the growth of radical Islam at home and abroad.

[2][10] He regularly highlights Israel's "strategic predicament", noting its proximity to radical Islamic terror groups such as Hezbollah and Hamas at its borders.

[16] Stakelbeck recorded an exclusive interview with Israeli prime minister Benjamin Netanyahu in 2022,[1][17] and with then-former US president and presidential candidate Donald Trump in 2024.

[18] Stakelbeck has addressed several conferences and events of conservative groups such as ACT for America, the David Horowitz Freedom Center and the Family Research Council,[19] including the Values Voter Summit,[20][21] as well as the U.S. Department of Homeland Security, the American-Israel Public Affairs Committee (AIPAC), the Israel Allies Foundation (IAF), the Jewish Institute for National Security Affairs (JINSA),[12] and has aligned himself with counter-jihad activists.