diff --git a/packages/core/src/services/ai/providers/rules/anthropic.ts b/packages/core/src/services/ai/providers/rules/anthropic.ts
index e8288ee40..a5df4df40 100644
--- a/packages/core/src/services/ai/providers/rules/anthropic.ts
+++ b/packages/core/src/services/ai/providers/rules/anthropic.ts
@@ -1,5 +1,3 @@
-import { MessageRole } from '@latitude-data/compiler'
-
 import { AppliedRules, ProviderRules } from '.'
 import { enforceAllSystemMessagesFirst } from './helpers/enforceAllSystemMessagesFirst'
 
@@ -11,7 +9,7 @@ export function applyAnthropicRules(appliedRule: AppliedRules): AppliedRules {
   })
 
   const roles = rule.messages.map((m) => m.role)
-  const onlySystemMessages = roles.every((r) => r === MessageRole.system)
+  const onlySystemMessages = roles.every((r) => r === 'system')
   if (!onlySystemMessages) return rule
 
   const rules = [
diff --git a/packages/core/src/services/ai/providers/rules/google.test.ts b/packages/core/src/services/ai/providers/rules/google.test.ts
index 043827cd6..f960b89bb 100644
--- a/packages/core/src/services/ai/providers/rules/google.test.ts
+++ b/packages/core/src/services/ai/providers/rules/google.test.ts
@@ -1,4 +1,4 @@
-import { Message, MessageRole } from '@latitude-data/compiler'
+import type { Message } from '@latitude-data/compiler'
 import { beforeAll, describe, expect, it } from 'vitest'
 
 import { applyCustomRules, ProviderRules } from '.'
@@ -59,22 +59,22 @@ describe('applyGoogleRules', () => {
       expect(appliedMessages[1]).toEqual(messages[1])
       expect(appliedMessages[2]).toEqual(messages[2])
       expect(appliedMessages[4]).toEqual({
-        role: MessageRole.assistant,
+        role: 'assistant',
         content: [{ type: 'text', text: messages[4]!.content }],
       })
 
       expect(appliedMessages[3]).toEqual({
-        role: MessageRole.user,
+        role: 'user',
         content: [{ type: 'text', text: messages[3]!.content }],
       })
 
       expect(appliedMessages[3]).toEqual({
-        role: MessageRole.user,
+        role: 'user',
         content: [{ type: 'text', text: messages[3]!.content }],
       })
 
       expect(appliedMessages[5]).toEqual({
-        role: MessageRole.user,
+        role: 'user',
         content: [
           { type: 'text', text: 'Use a short response' },
           { type: 'text', text: 'Second a short response' },
diff --git a/packages/core/src/services/ai/providers/rules/helpers/enforceAllSystemMessagesFirst.ts b/packages/core/src/services/ai/providers/rules/helpers/enforceAllSystemMessagesFirst.ts
index 7db21d10d..ec8c94e0e 100644
--- a/packages/core/src/services/ai/providers/rules/helpers/enforceAllSystemMessagesFirst.ts
+++ b/packages/core/src/services/ai/providers/rules/helpers/enforceAllSystemMessagesFirst.ts
@@ -1,8 +1,8 @@
-import { ContentType, MessageRole } from '@latitude-data/compiler'
+import type { ContentType, Message, MessageRole } from '@latitude-data/compiler'
 
 import { AppliedRules, ProviderRules } from '../index'
 
-const system = MessageRole.system
+const SYSTEM_ROLE = 'system'
 
 export function enforceAllSystemMessagesFirst(
   appliedRule: AppliedRules,
@@ -13,7 +13,7 @@ export function enforceAllSystemMessagesFirst(
 ): AppliedRules {
   const messages = appliedRule.messages
   const firstNonSystemMessageIndex = messages.findIndex(
-    (m) => m.role !== system,
+    (m) => m.role !== SYSTEM_ROLE,
   )
 
   if (firstNonSystemMessageIndex === -1) {
@@ -23,7 +23,7 @@ export function enforceAllSystemMessagesFirst(
   const messagesAfterFirstNonSystemMessage = messages.slice(
     firstNonSystemMessageIndex,
   )
-  if (!messagesAfterFirstNonSystemMessage.some((m) => m.role === system)) {
+  if (!messagesAfterFirstNonSystemMessage.some((m) => m.role === SYSTEM_ROLE)) {
     return appliedRule
   }
 
@@ -39,15 +39,15 @@ export function enforceAllSystemMessagesFirst(
     rules,
     messages: messages.map((m, i) => {
       if (i < firstNonSystemMessageIndex) return m
-      if (m.role !== system) return m
+      if (m.role !== SYSTEM_ROLE) return m
 
       return {
         ...m,
-        role: MessageRole.user,
+        role: 'user' as MessageRole,
         content: Array.isArray(m.content)
           ? m.content
-          : [{ type: ContentType.text, text: m.content }],
-      }
+          : [{ type: 'text' as ContentType, text: m.content }],
+      } as Message
     }),
   }
 }
diff --git a/packages/core/src/services/ai/providers/rules/providerMetadata/index.ts b/packages/core/src/services/ai/providers/rules/providerMetadata/index.ts
index 20b2e8901..d9a6bd006 100644
--- a/packages/core/src/services/ai/providers/rules/providerMetadata/index.ts
+++ b/packages/core/src/services/ai/providers/rules/providerMetadata/index.ts
@@ -1,4 +1,4 @@
-import { Message, MessageRole } from '@latitude-data/compiler'
+import type { Message } from '@latitude-data/compiler'
 
 import { Providers } from '../../models'
 
@@ -121,7 +121,7 @@ export function extractMessageMetadata({
 
   if (Object.keys(rest).length === 0) return common
 
-  if (role === MessageRole.user && Object.hasOwnProperty.call(rest, 'name')) {
+  if (role === 'user' && Object.hasOwnProperty.call(rest, 'name')) {
     // @ts-ignore
     const name = rest.name
     common = {
diff --git a/packages/core/src/services/ai/providers/rules/vercel.test.ts b/packages/core/src/services/ai/providers/rules/vercel.test.ts
index 6ba0cbd0b..4e141ac9f 100644
--- a/packages/core/src/services/ai/providers/rules/vercel.test.ts
+++ b/packages/core/src/services/ai/providers/rules/vercel.test.ts
@@ -1,4 +1,4 @@
-import { Message } from '@latitude-data/compiler'
+import type { Message } from '@latitude-data/compiler'
 import { describe, expect, it } from 'vitest'
 
 import { PartialConfig } from '../../helpers'
diff --git a/packages/core/src/services/ai/providers/rules/vercel.ts b/packages/core/src/services/ai/providers/rules/vercel.ts
index a769fbf6f..c9423aab4 100644
--- a/packages/core/src/services/ai/providers/rules/vercel.ts
+++ b/packages/core/src/services/ai/providers/rules/vercel.ts
@@ -1,7 +1,6 @@
-import {
+import type {
   ContentType,
   Message,
-  MessageRole,
   SystemMessage,
   TextContent,
 } from '@latitude-data/compiler'
@@ -72,7 +71,7 @@ function groupContentMetadata({
   const key = getProviderMetadataKey(provider)
 
   if (typeof content === 'string') {
-    const baseMsg = { type: ContentType.text, text: content }
+    const baseMsg = { type: 'text' as ContentType, text: content }
     if (!messageMetadata) return [baseMsg]
 
     return [
@@ -108,7 +107,7 @@ export function vercelSdkRules(
   provider: Providers,
 ): AppliedRules {
   const messages = rules.messages.flatMap((message) => {
-    if (message.role === MessageRole.system) {
+    if (message.role === 'system') {
       return flattenSystemMessage({ message, provider })
     }