Printer troubleshooting technician providing live chat help

Joe B.

Expert ★★★★★ 27,853 satisfied customers

Specialities: Windows 11/10, macOS (Sonoma/Ventura/Monterey), HP/Epson/Brother MFPs, Networking, Office 365/Google Workspace

Set up Scan to Email, Scan to Google Drive, and Scan to Network (SMB) — HP, Epson, Brother

Technician avatar Technician
Hey! We’ll get Scan to Email and Scan to Google Drive working on your MFP. Which brand — HP, Epson, or Brother? Who’s the mail provider — Gmail/Google Workspace, Outlook/Office 365, iCloud, or Yahoo? Also tell me if 2‑step verification is enabled; we’ll use an app password when needed.
Customer
Small office HP LaserJet MFP. We use Microsoft 365 mail. Scans fail with “SMTP server not available” and sometimes “authentication failed”. Scan to Network also stopped after a Windows update.
Technician avatar Technician
Thanks. Those errors usually mean a mismatch in SMTP hostname/port, SSL/TLS mode, or credentials. Typical causes:
• Wrong server: using smtp.office365.com but on the wrong port (needs 587/TLS with STARTTLS).
• Password policy: Microsoft 365 accounts with MFA require an app password for basic SMTP auth.
• “From” address does not match the authenticated user; many hosts block relay.
• DNS/gateway/time wrong on the printer (SSL handshake fails if date/time is off).
• For Scan to Network (SMB): Windows update disabled SMB1 or tightened NTLM; the share needs SMB2/SMB3, correct username\password, and permissions/firewall rules.
Customer
What should the exact settings be for Office 365 SMTP on HP?
Technician avatar Technician
HP/Epson/Brother — SMTP for Microsoft 365:
• Server: smtp.office365.com
• Port: 587 • Security: STARTTLS (TLS/STARTTLS, not SSL).
• Authentication: On. Use the mailbox that will appear in From.
• Username: full email address • Password: account password or app password if MFA is enabled.
• From/Reply‑To: same licensed mailbox; avoid unlicensed relay.
After saving, send a test to an internal and external address to verify outbound/relay.
Customer
We also want Scan to Google Drive. The MFP shows “Sign‑in with Google” but then says “can’t connect to Google server”.
Technician avatar Technician
Scan to Google Drive / Gmail:
• Make sure the printer date/time and DNS are correct (use 8.8.8.8/1.1.1.1 or your router). OAuth fails when the clock is off.
• For Gmail SMTP: server smtp.gmail.com, Port 465/SSL or 587/TLS, auth with the Google account. If 2‑Step Verification is on, create an App Password (“Mail” → “Other”).
• For Scan to Google Drive apps on HP/Epson/Brother, sign into the account via the MFP’s embedded web server (EWS) or front‑panel app and allow the OAuth permission. In Google Workspace, the admin may need to allow the vendor’s app in Admin Console → Security → Access & Data Control → API Controls.
Customer
Scan to Network (SMB) fails with “cannot write file”. What should I check?
Technician avatar Technician
Scan to Network (SMB) — Windows 10/11 & macOS:
• Create a folder (e.g., C:\Scans), share it, and grant Modify to a service user (avoid your admin account).
• On Windows, use \\PC‑NAME\Scans or IP; protocol should be SMB2/SMB3. Enable File and Printer Sharing through the firewall.
• Credentials in the MFP must match DOMAIN\user or PC‑NAME\user plus password. On macOS, share via System Settings → Sharing → File Sharing and add the user with Read & Write.
• If it used to work and stopped, Windows may have rotated the password or disabled NTLMv1; update the stored password and keep SMB1 disabled for security.
Customer
Any brand‑specific advice? We have a second office with Epson, and a Brother at home.
Technician avatar Technician
Brand notes — HP / Epson / Brother:
• HP: Use the printer’s Embedded Web Server (EWS) → Scan → Scan to Email. Choose Direct SMTP and enter the settings above. For Google Drive, enable HP Smart Apps or JetAdvantage connectors and complete OAuth.
• Epson: In Epson Web Config, set Gmail: 465/SSL or 365: 587/TLS. Epson Connect / Scan‑to‑Cloud can send to Google Drive without SMTP.
• Brother: Use Web Based Management → Scan → to E‑mail Server. For cloud, enable Brother Web Connect and link Google Drive/Dropbox; check the device’s time zone before linking.
Customer
We still get “TLS negotiation failed”. Could it be certificate or time?
Technician avatar Technician
Exactly. TLS errors often come from wrong date/time, bad DNS, or an outdated TLS mode.
• Set the printer to NTP with a valid time server, correct time zone, and daylight‑saving.
• Use public DNS (8.8.8.8 / 1.1.1.1) and a working gateway.
• For 365, select STARTTLS (TLS 1.2+); for Gmail on 465 use SSL. If the model is very old, firmware may be required to support modern ciphers.
Customer
Can we use a no‑auth relay from our router or ISP?
Technician avatar Technician
Possible but not ideal. Authenticated SMTP is more reliable. If you must use a relay:
• Microsoft 365: set up an SMTP relay (Port 25) from your static IP using a connector in Exchange Admin Center; SPF should authorize your public IP.
• Some ISPs block Port 25 — in that case stay with 587/TLS or Gmail’s 465/SSL with app password.
Customer
Great. Could you summarize the quick path so I can document it?
Technician avatar Technician
Summary: For Scan to Email not working or Scan to Google Drive failed on HP/Epson/Brother — verify time/DNS → enter the correct SMTP server, port 465/SSL or 587/TLS → use the mailbox’s credentials (or an app password) and matching From → test. For Drive, complete OAuth in the device’s web portal. For SMB, use a shared folder with SMB2/3 and proper permissions. Need help tailoring this to your exact model? Open the chat.

Quick answer: the accepted fix

Accepted fix when Scan to Email / Google Drive is not working: set correct time/DNS on the printer, then configure SMTP with the provider’s hostname (smtp.office365.com or smtp.gmail.com), Port 587/TLS or 465/SSL, and authenticate using the mailbox or an app password. Ensure the From address matches the account. For Scan to Network (SMB), use SMB2/SMB3, proper credentials, and firewall permissions.


After enabling MFA — emails stopped sending

When you turn on multi‑factor authentication, basic SMTP needs an app password. Create one for Gmail/Outlook, update the MFP’s password field, and keep the From address equal to the signed‑in user. If you prefer a relay, configure a 365 connector and allow your public IP.

How to verify the configuration

Send a small PDF to two addresses (internal and external). Check the printer event log for SMTP 535 (bad auth) or 454/534 (TLS). For Google Drive, confirm the device shows your Google account and a refreshed token. For SMB, drop a test file into the share from another PC to confirm permissions.

Scan to Email / Cloud — troubleshooting tips

Most issues come from wrong SMTP ports, SSL/TLS modes, or account permissions.

Quick path: fix time/DNS → enter provider SMTP (Gmail 465/587, 365 587/TLS) → use correct credentials or app passwords → align the From address → test. For Scan to Google Drive, complete OAuth in the web portal; for Scan to Network, verify SMB share, user rights, and firewall rules.

Disclaimer: This information is AI-generated and intended for general guidance only. For advice specific to your environment, please consult a verified expert on Whizz-Tech before making decisions.


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FAQ

What SMTP settings should I use for Gmail and Office 365?

Gmail: smtp.gmail.com on 465/SSL or 587/TLS. Microsoft 365: smtp.office365.com on 587/TLS. Use the mailbox credentials or an app password when MFA is on.

Why do I get “SMTP authentication failed” on my MFP?

Usually the From address doesn’t match the authenticated user, the password is outdated, or MFA requires an app password. Also check time/DNS and the correct SSL/TLS port.

How do I set up Scan to Google Drive?

Enable the vendor’s cloud app (HP Smart, Epson Connect, Brother Web Connect), sign into Google, approve OAuth, and pick the destination folder. Make sure the device clock and DNS are correct or the sign‑in will fail.

Scan to Network stopped working after updates — what now?

Re‑enter the user’s password, confirm the share path \\PC\Scans, allow File/Printer Sharing through the firewall, and ensure the printer uses SMB2/SMB3 with NTLMv2.

Can I use an unauthenticated SMTP relay?

Only when configured by your admin/ISP. With Microsoft 365, create an SMTP relay connector for your static IP; otherwise use authenticated 587/TLS or Gmail 465/SSL.

Common scan-to-email problems and quick fixes
SymptomLikely causeQuick fix
“SMTP server not available” Wrong hostname/port, DNS, or time Use correct server; 587/TLS or 465/SSL; fix DNS/NTP
“Authentication failed (535)” Bad password, MFA without app password Create app password; confirm From matches account
Google Drive login fails Clock/DNS off or OAuth blocked Enable NTP; allow app in Google Admin; re‑link
SMB cannot write file Permissions/firewall or SMB1 disabled Grant Modify to service user; use SMB2/3; open firewall

Step‑by‑step (SMTP setup)

  1. On the printer, set correct Time/Date and NTP; set DNS/gateway.
  2. Enter provider settings: smtp.office365.com:587/TLS or smtp.gmail.com:465/SSL.
  3. Authenticate with the sending mailbox; create an app password if MFA is enabled.
  4. Set From to the same mailbox; send test scans to internal/external recipients.

Optional: Scan to Network (SMB) checklist

  1. Create a shared folder and grant a dedicated user Modify permissions.
  2. In the MFP, add the path \\HOST\Share (or smb://HOST/Share on macOS networks).
  3. Use SMB2/SMB3 and correct credentials (HOST\user or DOMAIN\user).
  4. Allow File/Printer Sharing through the firewall; test with a small PDF.

Sources

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