A presence in conservative politics

In addition to his impact on cheerleading, Webb became increasingly active in conservative political circles.

Turning Point USA paid tribute following his death, calling him:

”A visionary who helped shape generations of young leaders and believed deeply in the power of community and country.”

The organization added:

”A dear friend to Turning Point USA and Charlie. He will be greatly missed.”

Webb had a close relationship with conservative figure Charlie Kirk, and even stood with his family at the White House in October 2025 when Kirk was posthumously awarded the Presidential Medal of Freedom.

Following Kirk’s death in 2025, Webb spoke emotionally about his friend, saying:

”We probably lost a future president.”

He also recalled their first meeting:

”When I first met Charlie he was 24, before he was the Charlie Kirk. He was already out there, he had Turning Point going. He was starting conferences. He was really still developing the strategy. I met him through a friend at dinner in Atlanta, and like so many people will say about him, we just hit it off.”

”He had everything. He had an incredible amount of charisma. He had a great sense of humor. He was fun to be around.”

In recent years, Webb expanded into media, taking on a role in 2021 as co-publisher and senior news editor at Human Events, a conservative news outlet.