SendLayer Blog

Are you experiencing issues sending emails with Outlook.com, Hotmail.com, or Microsoft 365? Microsoft is phasing out Basic Authentication (username and password) in favor of OAuth (Modern Authentication) for third-party apps using SMTP, and it will be fully discontinued by September 2025.

In this guide, learn why these changes are happening, how they might affect your email setup, and what steps you can take to switch to Modern Authentication and keep your emails sending without interruption.

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Want to automate email sending in your Python applications?

Learn two powerful methods to send emails programmatically: Python’s built-in SMTP library and SendLayer’s API integration.

Follow this step-by-step guides for for details on how to send plain text emails, HTML content, attachments, and bulk messages.

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Ever notice your emails getting cut off with a “[Message clipped]” message?

This guide explains what causes email clipping, why it’s a problem for both marketing and transactional emails, and how to prevent it from happening to your messages.

Learn the key factors that trigger message clipping and get practical tips to avoid it.

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Email security is crucial for protecting your data and reputation.

Learn how to implement essential security measures like SPF, DKIM, and DMARC authentication, strengthen passwords with 2FA, and train your team to recognize threats.

Discover practical steps to keep your email system secure while maintaining strong deliverability.

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