diff --git a/src/plugin-config.ts b/src/plugin-config.ts
index 78350cfda..b7e8ff72a 100644
--- a/src/plugin-config.ts
+++ b/src/plugin-config.ts
@@ -177,6 +177,13 @@ export function loadPluginConfig(
       ? userDetected.path
       : path.join(configDir, "oh-my-opencode.json");
 
+  if (userDetected.legacyPath) {
+    log("Canonical plugin config detected alongside legacy config. Remove the legacy file to avoid confusion.", {
+      canonicalPath: userDetected.path,
+      legacyPath: userDetected.legacyPath,
+    });
+  }
+
   // Auto-copy legacy config file to canonical name if needed
   if (userDetected.format !== "none" && path.basename(userDetected.path).startsWith(LEGACY_CONFIG_BASENAME)) {
     migrateLegacyConfigFile(userDetected.path);
@@ -190,6 +197,13 @@ export function loadPluginConfig(
       ? projectDetected.path
       : path.join(projectBasePath, "oh-my-opencode.json");
 
+  if (projectDetected.legacyPath) {
+    log("Canonical plugin config detected alongside legacy config. Remove the legacy file to avoid confusion.", {
+      canonicalPath: projectDetected.path,
+      legacyPath: projectDetected.legacyPath,
+    });
+  }
+
   // Auto-copy legacy project config file to canonical name if needed
   if (projectDetected.format !== "none" && path.basename(projectDetected.path).startsWith(LEGACY_CONFIG_BASENAME)) {
     migrateLegacyConfigFile(projectDetected.path);
diff --git a/src/shared/jsonc-parser.test.ts b/src/shared/jsonc-parser.test.ts
index 54c529399..26c0914e2 100644
--- a/src/shared/jsonc-parser.test.ts
+++ b/src/shared/jsonc-parser.test.ts
@@ -268,7 +268,7 @@ describe("detectConfigFile", () => {
 describe("detectPluginConfigFile", () => {
   const testDir = join(__dirname, ".test-detect-plugin")
 
-  test("prefers oh-my-opencode over oh-my-openagent", () => {
+  test("prefers oh-my-openagent over oh-my-opencode when both jsonc files exist", () => {
     // given
     if (!existsSync(testDir)) mkdirSync(testDir, { recursive: true })
     writeFileSync(join(testDir, "oh-my-openagent.jsonc"), "{}")
@@ -279,7 +279,8 @@ describe("detectPluginConfigFile", () => {
 
     // then
     expect(result.format).toBe("jsonc")
-    expect(result.path).toBe(join(testDir, "oh-my-opencode.jsonc"))
+    expect(result.path).toBe(join(testDir, "oh-my-openagent.jsonc"))
+    expect(result.legacyPath).toBe(join(testDir, "oh-my-opencode.jsonc"))
 
     rmSync(testDir, { recursive: true, force: true })
   })
@@ -295,13 +296,15 @@ describe("detectPluginConfigFile", () => {
     // then
     expect(result.format).toBe("jsonc")
     expect(result.path).toBe(join(testDir, "oh-my-opencode.jsonc"))
+    expect(result.legacyPath).toBeUndefined()
 
     rmSync(testDir, { recursive: true, force: true })
   })
 
-  test("falls back to oh-my-opencode.json when no jsonc exists", () => {
+  test("loads oh-my-openagent.json before oh-my-opencode.json when no jsonc exists", () => {
     // given
     if (!existsSync(testDir)) mkdirSync(testDir, { recursive: true })
+    writeFileSync(join(testDir, "oh-my-openagent.json"), "{}")
     writeFileSync(join(testDir, "oh-my-opencode.json"), "{}")
 
     // when
@@ -309,7 +312,8 @@ describe("detectPluginConfigFile", () => {
 
     // then
     expect(result.format).toBe("json")
-    expect(result.path).toBe(join(testDir, "oh-my-opencode.json"))
+    expect(result.path).toBe(join(testDir, "oh-my-openagent.json"))
+    expect(result.legacyPath).toBe(join(testDir, "oh-my-opencode.json"))
 
     rmSync(testDir, { recursive: true, force: true })
   })
@@ -324,12 +328,12 @@ describe("detectPluginConfigFile", () => {
 
     // then
     expect(result.format).toBe("none")
-    expect(result.path).toBe(join(emptyDir, "oh-my-opencode.json"))
+    expect(result.path).toBe(join(emptyDir, "oh-my-openagent.json"))
 
     rmSync(testDir, { recursive: true, force: true })
   })
 
-  test("prefers oh-my-opencode.json over oh-my-openagent.jsonc", () => {
+  test("prefers canonical jsonc over legacy json when both exist", () => {
     // given
     if (!existsSync(testDir)) mkdirSync(testDir, { recursive: true })
     writeFileSync(join(testDir, "oh-my-opencode.json"), "{}")
@@ -339,8 +343,25 @@ describe("detectPluginConfigFile", () => {
     const result = detectPluginConfigFile(testDir)
 
     // then
-    expect(result.format).toBe("json")
-    expect(result.path).toBe(join(testDir, "oh-my-opencode.json"))
+    expect(result.format).toBe("jsonc")
+    expect(result.path).toBe(join(testDir, "oh-my-openagent.jsonc"))
+    expect(result.legacyPath).toBe(join(testDir, "oh-my-opencode.json"))
+
+    rmSync(testDir, { recursive: true, force: true })
+  })
+
+  test("loads oh-my-openagent when only canonical jsonc exists", () => {
+    // given
+    if (!existsSync(testDir)) mkdirSync(testDir, { recursive: true })
+    writeFileSync(join(testDir, "oh-my-openagent.jsonc"), "{}")
+
+    // when
+    const result = detectPluginConfigFile(testDir)
+
+    // then
+    expect(result.format).toBe("jsonc")
+    expect(result.path).toBe(join(testDir, "oh-my-openagent.jsonc"))
+    expect(result.legacyPath).toBeUndefined()
 
     rmSync(testDir, { recursive: true, force: true })
   })
diff --git a/src/shared/jsonc-parser.ts b/src/shared/jsonc-parser.ts
index 7431ad9a2..66c886310 100644
--- a/src/shared/jsonc-parser.ts
+++ b/src/shared/jsonc-parser.ts
@@ -2,6 +2,8 @@ import { existsSync, readFileSync } from "node:fs"
 import { join } from "node:path"
 import { parse, ParseError, printParseErrorCode } from "jsonc-parser"
 
+import { CONFIG_BASENAME, LEGACY_CONFIG_BASENAME } from "./plugin-identity"
+
 export interface JsoncParseResult<T> {
   data: T | null
   errors: Array<{ message: string; offset: number; length: number }>
@@ -66,15 +68,24 @@ export function detectConfigFile(basePath: string): {
   return { format: "none", path: jsonPath }
 }
 
-const PLUGIN_CONFIG_NAMES = ["oh-my-opencode", "oh-my-openagent"] as const
-
 export function detectPluginConfigFile(dir: string): {
   format: "json" | "jsonc" | "none"
   path: string
+  legacyPath?: string
 } {
-  for (const name of PLUGIN_CONFIG_NAMES) {
-    const result = detectConfigFile(join(dir, name))
-    if (result.format !== "none") return result
+  const canonicalResult = detectConfigFile(join(dir, CONFIG_BASENAME))
+  const legacyResult = detectConfigFile(join(dir, LEGACY_CONFIG_BASENAME))
+
+  if (canonicalResult.format !== "none") {
+    return {
+      ...canonicalResult,
+      legacyPath: legacyResult.format !== "none" ? legacyResult.path : undefined,
+    }
   }
-  return { format: "none", path: join(dir, PLUGIN_CONFIG_NAMES[0] + ".json") }
+
+  if (legacyResult.format !== "none") {
+    return legacyResult
+  }
+
+  return { format: "none", path: join(dir, `${CONFIG_BASENAME}.json`) }
 }
diff --git a/src/shared/plugin-config-detection.test.ts b/src/shared/plugin-config-detection.test.ts
deleted file mode 100644
index 34ad9b434..000000000
--- a/src/shared/plugin-config-detection.test.ts
+++ /dev/null
@@ -1,23 +0,0 @@
-import { describe, expect, test } from "bun:test"
-import { existsSync, mkdirSync, rmSync, writeFileSync } from "node:fs"
-import { join } from "node:path"
-import { detectPluginConfigFile } from "./jsonc-parser"
-
-describe("detectPluginConfigFile - canonical config detection", () => {
-  const testDir = join(__dirname, ".test-detect-plugin-canonical")
-
-  test("detects oh-my-openagent config when no legacy config exists", () => {
-    //#given
-    if (!existsSync(testDir)) mkdirSync(testDir, { recursive: true })
-    writeFileSync(join(testDir, "oh-my-openagent.jsonc"), "{}")
-
-    //#when
-    const result = detectPluginConfigFile(testDir)
-
-    //#then
-    expect(result.format).toBe("jsonc")
-    expect(result.path).toBe(join(testDir, "oh-my-openagent.jsonc"))
-
-    rmSync(testDir, { recursive: true, force: true })
-  })
-})