diff --git a/src/routes/emails.ts b/src/routes/emails.ts
index 188f524..5311731 100644
--- a/src/routes/emails.ts
+++ b/src/routes/emails.ts
@@ -232,6 +232,8 @@ export const emailRoutes = new Elysia({ prefix: '/emails' })
   
   // Send email
   .post('/:id/send', async ({ params, user }: { params: { id: string }; user: User }) => {
+    console.log(`[${new Date().toISOString()}] Send email request for id: ${params.id}`);
+    
     // Get email
     const [email] = await db.select({
       email: communications,
@@ -247,19 +249,29 @@ export const emailRoutes = new Elysia({ prefix: '/emails' })
       .limit(1);
     
     if (!email) {
+      console.log(`[${new Date().toISOString()}] Email not found or already sent`);
       throw new Error('Email not found or already sent');
     }
     
     if (!email.client.email) {
+      console.log(`[${new Date().toISOString()}] Client has no email address`);
       throw new Error('Client has no email address');
     }
     
+    console.log(`[${new Date().toISOString()}] Sending email to: ${email.client.email}`);
+    
     // Send via Resend
-    await sendEmail({
-      to: email.client.email,
-      subject: email.email.subject || 'Message from your advisor',
-      content: email.email.content,
-    });
+    try {
+      await sendEmail({
+        to: email.client.email,
+        subject: email.email.subject || 'Message from your advisor',
+        content: email.email.content,
+      });
+      console.log(`[${new Date().toISOString()}] Email sent successfully`);
+    } catch (e) {
+      console.error(`[${new Date().toISOString()}] Failed to send email:`, e);
+      throw e;
+    }
     
     // Update status
     const [updated] = await db.update(communications)
diff --git a/src/services/email.ts b/src/services/email.ts
index cc1cd6a..1a15a17 100644
--- a/src/services/email.ts
+++ b/src/services/email.ts
@@ -23,8 +23,12 @@ export interface SendEmailParams {
 
 export async function sendEmail(params: SendEmailParams) {
   const client = getResendClient();
+  const fromAddress = params.from || process.env.DEFAULT_FROM_EMAIL || 'onboarding@resend.dev';
+  
+  console.log(`[${new Date().toISOString()}] Resend: sending from ${fromAddress} to ${params.to}`);
+  
   const { data, error } = await client.emails.send({
-    from: params.from || process.env.DEFAULT_FROM_EMAIL || 'onboarding@resend.dev',
+    from: fromAddress,
     to: params.to,
     subject: params.subject,
     text: params.content,
@@ -32,8 +36,10 @@ export async function sendEmail(params: SendEmailParams) {
   });
   
   if (error) {
+    console.error(`[${new Date().toISOString()}] Resend error:`, error);
     throw new Error(`Failed to send email: ${error.message}`);
   }
   
+  console.log(`[${new Date().toISOString()}] Resend success:`, data);
   return data;
 }