ChatGPT for Outlook vs Shortwave
In the face-off between ChatGPT for Outlook vs Shortwave, which AI Email Assistant tool takes the crown? We scrutinize features, alternatives, upvotes, reviews, pricing, and more.
In a face-off between ChatGPT for Outlook and Shortwave, which one takes the crown?
If we were to analyze ChatGPT for Outlook and Shortwave, both of which are AI-powered email assistant tools, what would we find? Both tools have received the same number of upvotes from aitools.fyi users. Be a part of the decision-making process. Your vote could determine the winner.
Think we got it wrong? Cast your vote and show us who's boss!
ChatGPT for Outlook
What is ChatGPT for Outlook?
ChatGPT for Outlook is a free Outlook add-in from Blueberry Consultants that runs OpenAI's ChatGPT on messages in your inbox or while you compose new mail. You install it with a manifest URL, connect your own ChatGPT API key, and write custom prompts to summarize threads, pull out key details, or reshape email text without leaving Outlook.
The add-in is built for people who already rely on ChatGPT and want that workflow inside email. You can process a full message or narrow the scope to the body, subject, or attachments, then view results in a separate window or replace the original content. Multiple prompt configurations let you match different inbox scenarios.
Blueberry also offers custom branded versions for teams and resellers, with prompts and API keys tailored to a Microsoft 365 domain. The product is not affiliated with OpenAI or Microsoft, though Blueberry is a Microsoft Partner.
Shortwave
What is Shortwave?
Shortwave is an AI email client built by former Google engineers that wraps Gmail with inbox organization tools and an agent you can prompt to search, write, schedule, and filter mail. It runs on iOS, Android, Mac, and Windows and syncs with Gmail accounts. The app positions itself as a spiritual successor to Google Inbox, with bundles, splits, and keyboard shortcuts at the center of daily triage.
Most Gmail add-ons bolt on one feature. Shortwave treats the whole inbox as a workflow surface: you triage with bundles and todos first, then ask the agent to draft replies, run natural language search across years of mail, or spin up filters written in plain English. That combo of Inbox-style organization plus a prompt-driven assistant sets it apart from Superhuman-style speed clients and basic AI summarizers.
Sales reps, founders, and support leads use it to split high-priority threads, track read receipts, and share live threads with teammates without pasting screenshots into Slack. Teams on Gmail who miss Inbox bundles or want calendar-aware scheduling from inside mail tend to stick with it once they adopt the Shortwave Method triage flow.
ChatGPT for Outlook Upvotes
Shortwave Upvotes
ChatGPT for Outlook Top Features
Install via a manifest URL and connect your own ChatGPT API key in minutes
Write custom prompts to summarize emails, highlight details, or rewrite message text
Process the full email or filter by body, subject, or attachments only
Show ChatGPT output in a separate window or replace the original email body
Flag or mark importance automatically based on generated output
Save multiple prompt configurations for different email types or workflows
Shortwave Top Features
AI filters label, star, archive, or delete new mail based on prompts you write in plain English (up to 50 on Max plan)
Business plan runs roughly 150 to 300 Standard intelligence AI requests per day depending on request complexity
Natural language search spans up to 5 years of mail history on Business, unlimited on Premier and Max
Connects to Slack, Calendar, Notion, Asana, and HubSpot, plus 3,000+ apps through Tasklet integration
Bundles group promotions, newsletters, and updates so you can clear bulk mail in minutes
Shared live threads let teams comment, assign owners, and track done status inside the inbox
ChatGPT for Outlook Category
- Email Assistant
Shortwave Category
- Email Assistant
ChatGPT for Outlook Pricing Type
- Freemium
Shortwave Pricing Type
- Freemium