Error: "Unable to login to SMTP connection" and "Failed to get response to login password" when sending Test e-mail from Company Maintenance
Summary
Description
Two-Factor Authentication
Sage 100 2021 and higher:
- Per the Release Notes on "What's New" in Sage 100 2021, “Sage 100 now offers Oauth to authenticate SMTP email requests. Sage 100 customers who use email providers like Gmail or Outlook which require 2-step authentication can now use those email providers directly in the system.”
- In Sage 100, Library Master, Main menu, Company Maintenance, E-mail tab, select Authentication Method “Oauth” and enter the requisite information.
Sage 100 2020 and before
- On versions of Sage 100 2020 and before, with Office 365 multi-factor authentication enabled on an account, authentication will fail via Sage 100 as there is not a way to pass the additional authentication needed. An alternative is to use either another Office 365 account, without multi-factor authentication enabled, or another email configuration without multi-factor authentication enabled (such as client's Gmail, Yahoo mail, etc.) would need to be chosen and configured in Company Maintenance as a workaround.
(from Microsoft) To create app passwords using the Office 365 portal:
Sign in to your work or school account, go to the My Account page, and select Security info.
Select Add method, choose App password from the list, and then select Add.
Enter a name for the app password, and then select Next.
Manage app passwords for two-step verification
https://support.microsoft.com/en-gb/account-billing/manage-app-passwords-for-two-step-verification-d6dc8c6d-4bf7-4851-ad95-6d07799387e9
Multifactor authentication for Microsoft 365
https://docs.microsoft.com/en-us/microsoft-365/admin/security-and-compliance/multi-factor-authentication-microsoft-365?view=o365-worldwide
Security defaults is a new feature for Microsoft 365 and Office 365 paid or trial subscriptions created after October 21, 2019. These subscriptions have security defaults turned on, which:
- Requires all of your users to use MFA with the Microsoft Authenticator app.
- Blocks legacy authentication
Cause
The SMTP server is not responding to the login and password information provided.
Resolution
CAUTION: This solution requires advanced knowledge of Windows security and network settings. Sage isn't responsible for any issues that arise from changes to these settings. Ensure you back up all system and application databases necessary for a complete restoration. It's advisable to contact a certified consultant or your system administrator for assistance. CAUTION: This solution needs advanced Operating System knowledge. Consult your system administrator for help. Sage isn't liable for issues caused by improper changes to the Windows Registry. Always back up your data before applying advanced solutions. CAUTION: Sage support can't assist with third-party products, hardware, report customizations, or state and federal tax questions. Refer to our Scope of Support for more info. Contact your Sage business partner, network administrator, or accountant for assistance.Note: There are numerous different server programs and providers that provide the services of an SMTP e-mail server. Sage does not test Sage 100 with all e-mail services/programs/providers. Sage 100 Customer Support is not responsible for knowing the exact combination of program or provider, security or permission settings, inbound or outbound rules, account logins, passwords, bandwidth restrictions, etc. to enable successful e-mail delivery. The specifics of services, programs, and providers are subject to change. If an error is encountered, troubleshoot based on the Chilkat error log information. You may need to try various settings, or test an alternate service, program, or provider.
Possible Resolutions:
- Check and verify the login and password
- Note: The password field appears to allow more characters but only holds 14 characters in Sage 100 versions prior to the 2016 version
- Note: If the password is more than 14 characters, the password may be cut off in versions of Sage 100 prior to the 2016 version, causing password authentication to fail. You can try shortening the length of the e-mail password via the SMTP provider's e-mail settings, then enter that new password on in the E-mail tab of Library Master, Company Maintenance in Sage 100
- Note: The password field appears to allow more characters but only holds 14 characters in Sage 100 versions prior to the 2016 version
- If the login and password are correct, enable and check the SMTP server's log (you may have to contact the SMTP provider to request) to see what the handshake attempt looks like
- Troubleshoot based on the information from the log
- Check if the SMTP server has properly set inbound rules to allow for multiple login/connection attempts. Some SMTP servers do not allow more than a certain number of connections per time periods.
- If getting "Username and Password not accepted" 535 5.7.8 error, but user name and password work logging onto email via web (with 2-factor authentication), you may need to enable "Access for less secure apps" (allow exceptions to 2-factor authentication) in your email settings.
- For example, for Gmail:
- Login into your account Gmail or Google Apps then goto:https://www.google.com/settings/security/lesssecureapps
- and select Turn On for Access for less secure apps.
If 2-Step Verification is enabled for the Gmail account, App Password may be used. See Related Resources for How to configure Gmail with Paperless Office.
DocLink: Where to enter SMTP E-mail Server address, encryption, and login settings for Paperless Office Electronic Delivery
Solution Properties
- Solution ID
- 224924650068108
- Last Modified Date
- Wed Jul 13 13:24:08 UTC 2022
- Views
- 0