How Can You Send Targeted Auto-Replies in Microsoft 365 (Even on Basic Plans)? (2025/635)

Setting up auto-replies in M365 sounds easy—until you're on a limited plan like Outlook Online Plan 1.

In this episode, Charly shares the surprisingly tricky process he followed to auto-respond only to specific emails (like contact form inquiries), using Power Automate instead of built-in Outlook settings.

📌 You’ll learn:

✅ Why standard M365 plans don’t support filtered auto-replies

✅ How to use Power Automate to trigger responses by subject or sender

✅ What “Reply-To” means and how to use it safely

✅ How to build a smart fallback if the Reply-To address is missing

✅ Why this method works even when basic Outlook settings don’t

🛡️ This one’s a bit technical — but once it’s set up, it works like a charm.

🔗Join my locals community and strike up a conversation about the topic

About the Author Charly Leetham

Charly Leetham has been in technology for over 40 years - from earning her amateur radio license at 13 to founding and running Ask Charly Leetham, a digital services business serving small businesses worldwide. After losing $1 million in a franchise failure, she rebuilt from scratch and has kept her business running for nearly two decades through skill, systems, and relentless practicality.

She hosts the podcast Rise and Shine - Your Business Tech Boost with Charly Leetham and speaks about what it actually takes to build businesses that work and last - not just look good on paper.

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