diff --git a/src/features/claude-code-plugin-loader/types.ts b/src/features/claude-code-plugin-loader/types.ts
index ff511fd5..f384f4ef 100644
--- a/src/features/claude-code-plugin-loader/types.ts
+++ b/src/features/claude-code-plugin-loader/types.ts
@@ -80,16 +80,11 @@ export interface PluginManifest {
 /**
  * Hooks configuration
  */
-export interface HookEntry {
-  type: "command" | "prompt" | "agent" | "http"
-  command?: string
-  prompt?: string
-  agent?: string
-  url?: string
-  headers?: Record<string, string>
-  allowedEnvVars?: string[]
-  timeout?: number
-}
+export type HookEntry =
+  | { type: "command"; command?: string }
+  | { type: "prompt"; prompt?: string }
+  | { type: "agent"; agent?: string }
+  | { type: "http"; url: string; headers?: Record<string, string>; allowedEnvVars?: string[]; timeout?: number }
 
 export interface HookMatcher {
   matcher?: string
diff --git a/src/hooks/claude-code-hooks/execute-http-hook.test.ts b/src/hooks/claude-code-hooks/execute-http-hook.test.ts
index a51b0b50..bc7e1f59 100644
--- a/src/hooks/claude-code-hooks/execute-http-hook.test.ts
+++ b/src/hooks/claude-code-hooks/execute-http-hook.test.ts
@@ -227,6 +227,15 @@ describe("interpolateEnvVars", () => {
     expect(result).toBe("abc:")
   })
 
+  it("#given ${VAR} where value contains $ANOTHER #when both allowed #then does not double-interpolate", async () => {
+    process.env = { ...process.env, TOKEN: "val$SECRET", SECRET: "oops" }
+    const { interpolateEnvVars } = await import("./execute-http-hook")
+
+    const result = interpolateEnvVars("Bearer ${TOKEN}", ["TOKEN", "SECRET"])
+
+    expect(result).toBe("Bearer val$SECRET")
+  })
+
   it("#given no allowedEnvVars #when called #then replaces all with empty", async () => {
     const { interpolateEnvVars } = await import("./execute-http-hook")
 
diff --git a/src/hooks/claude-code-hooks/execute-http-hook.ts b/src/hooks/claude-code-hooks/execute-http-hook.ts
index 43d65bba..bd985dbc 100644
--- a/src/hooks/claude-code-hooks/execute-http-hook.ts
+++ b/src/hooks/claude-code-hooks/execute-http-hook.ts
@@ -9,23 +9,14 @@ export function interpolateEnvVars(
 ): string {
   const allowedSet = new Set(allowedEnvVars)
 
-  let result = value.replace(/\$\{(\w+)\}/g, (_match, varName: string) => {
+  return value.replace(/\$\{(\w+)\}|\$(\w+)/g, (_match, bracedVar: string | undefined, bareVar: string | undefined) => {
+    const varName = (bracedVar ?? bareVar) as string
     if (allowedSet.has(varName)) {
       return process.env[varName] ?? ""
     }
     return ""
   })
-
-  result = result.replace(/\$(\w+)/g, (_match, varName: string) => {
-    if (allowedSet.has(varName)) {
-      return process.env[varName] ?? ""
-    }
-    return ""
-  })
-
-  return result
 }
-
 function resolveHeaders(
   hook: HookHttp
 ): Record<string, string> {