Have you ever re-read a sent email and cringed because it came off as snippy? Sometimes when we’re plowing through the day’s inbox, we lose perspective. Email wrangler Boomerang has an AI-powered writing coach that analyzes the tone and temperature of your emails before you hit send. It’s just the type of feature that will get you through National Business Etiquette Week the first full week of June.

Boomerang also helps you track sent emails, pauses your inbox when you need to be productive, reminds you when you haven’t heard from someone and generally helps you be more email efficient. It integrates with Gmail and Outlook and also has a stand-alone mobile app.