Charleston White & Dewberry at disagreements on the internet

Charleston White & Dewberry: Loyalty vs. Leveling Up A Friendship Put to the Test

A public fallout between Charleston White and his longtime right-hand man Anthony “Dewberry” Dewberry has turned into a heated conversation across social media, with both sides speaking publicly about loyalty, friendship, business, and what happens when people grow in different directions. Recent reports and videos show the two exchanging criticism and addressing their fractured relationship.

At the center of the controversy is a question that goes beyond their personal situation: How much loyalty should you owe the people who were with you before you became successful?

Dewberry has emphasized the years he spent alongside Charleston, while Charleston has publicly challenged Dewberry over their relationship and conversations that allegedly happened behind the scenes.

The situation highlights a complicated reality of success: sometimes the people who helped you get to the next level may not automatically remain part of the journey once your business, money, visibility, and opportunities change.

For some, loyalty means never forgetting who was there when you had nothing. For others, leveling up means recognizing when relationships, partnerships, or business arrangements are no longer working and having the courage to move forward.

Now, Charleston White and Dewberry appear to be on opposite sides of that debate—and they're taking their disagreements directly to the internet.

Is this really about loyalty, business, jealousy, or simply two people who have grown apart?

That's the conversation surrounding Charleston White and Dewberry—and it's one that raises a bigger question for anyone trying to build something:

When you level up, who comes with you?