6,397 reviews

Outlook AI Assistant: Cassie Handles the Microsoft Inbox

Cassie sends and replies from your Outlook mailbox

Inbox search by sender, date, or subject in one chat

Daily Summarizer pulls Outlook plus your calendar each morning

Get Sintra Now!
No signup required • Takes 2 minutes
14-day full money-back guarantee
2 min setup

Trusted by over 50,000+ business owners and founders

How Cassie works with Outlook

She reads the messages, drafts what you want sent, and ships through your Microsoft account. The same chat handles search, reply, and follow-up.

1.

Hook Outlook into Cassie

Open Cassie in Sintra and pick Outlook from her integration list. Sign in with your Microsoft account and approve the scopes she needs to read and send.

2.

Ask her like a person

Yesterday's emails from vendors.' 'Draft a reply to the latest message from Anna.' 'Find the proposal Mark sent last week.' Cassie pulls from your Outlook mailbox and shows what she found.

3.

Review the draft and send

Cassie writes the reply. You skim, change a sentence, tell her to send. The message goes out through your Outlook account with a confirmation back in chat.

The Brain that connects your entire AI team

Sintra analyzes your brand information and workflows so every AI Helper performs tasks with precision, consistency, and full alignment to your goals.

Brain AI remembers everything about your business.

Every detail you share - from your goals and workflows to products, audiences, and insights - is securely stored and organized into a living knowledge base.

Brain AI automates what slows you down.

It scans your website to understand what you offer, how you position yourself, and the values that define your company.

Brain AI learns your business instantly.

It guides you through smart, structured prompts to uncover what makes your business unique

Sintra vs other Outlook AI tools

Outlook AI tools often focus on email writing, summaries, and scheduling. Sintra adds broader execution by connecting inbox activity with tasks, follow-ups, CRM-style work, and business planning.

OpenAI logoOpenAI logo
Claude logoClaude logo
Lindy company logoLindy company logo.
Native Outlook send and reply
Inbox search by sender, date, subject
Brand voice memory across emails
Pulls Outlook into the Daily Summarizer
Built for solo operators and small businesses

Data-Backed Results From Real Users

+37%

Revenue growth in the first 90 days

5x

Faster content production
across all channels

20h

Saved weekly on admin, support, and content work

80%

Of repetitive tasks fully automated

Set up Outlook with Sintra

1.

Open Cassie

Cassie is the email helper in Sintra. Her chat hosts both Gmail and Outlook integrations.

2.

Sign in with Microsoft

Click the Outlook connection inside Cassie. Sign in with the Microsoft account holding the mailbox you want her to manage. Approve mail read and send permissions.

3.

Confirm admin permissions if needed

Work and school Microsoft accounts may require an admin to approve Sintra. If sign-in shows a consent block, ask your admin or check Sintra's help center for guidance.

4.

Send a test message

Ask Cassie to draft a quick email and send it through your Outlook account. Watch for the confirmation. Cc and Bcc work the same as in Gmail.

Used by more than
50,000+ founders.

SintraAI has been a Game-Changer for My Business!

I can’t recommend SintraAI enough. It’s like having a personal business coach 24/7, mapping out steps to grow my company and clarifying my priorities. I feel a renewed sense of focus and control every day.

December 29, 2024  •  Socrate Concepcion  •  US

Perfect for Solopreneurs—New or Seasoned

Each AI bot tackles my to-do list, from scheduling tasks to crawling my website for SEO tips. I love how it set up calendar reminders for all my commitments. Sintra.ai is well worth every penny, especially for a busy single-person business.

December 14, 2024  •  Jennifer Glenn  •  US

Additional Help from Very Organized Helpers!

As an entrepreneur launching a new venture, Sintra.ai has made a real difference. The AI assistants are like personal staff I can rely on. And whenever I needed support, the team was on point. A must-try for any budding business!

December 21, 2024  •  Custódio Barreiros  •  HU

No psychology degree needed and no drama!

I once had a large team, and although I loved my helpers, they needed constant motivation. With Sintra, there’s no drama, just new ideas that I can simply accept or reject. It’s a huge relief—100% recommended.

December 26, 2024  •  Holly Wehde  •  US

Perfect AI Support for My Online Boutique

Hiring Sintra was a great decision for my struggling boutique. They handle social media posts, guide my ads, and even offered a solution for double social media pages. Now I can focus on my inventory and customers.

December 17, 2024  •  Michele Davis  •  US

Sintra X Saved Me Time

Signed up for Sintra X—it felt overwhelming at first, but once it understood how I think, it turned into a creative powerhouse. Support is top-notch, and the daily integrations impress me.

Dec 10, 2024  •  Sami Liftoff  •  US

Some Time They’re Too Effective with Ideas

I’m not usually one to give top marks, but once I got comfortable with Sintra’s 12 helpers, I was blown away by their efficiency. They churn out so many analytical ideas I have to pause and digest them. It’s sometimes overwhelming, but in a good way.

December 29, 2024  •  lars  •  DK

SOOO much better than ChatGPT

Sintra integrates with all my favorite tools and these little helpers automate my tasks in a huge way. They actually learn my company’s style day by day. It’s a massive step up from generic AI chats.

December 30, 2024  •  Michelangelo  •  IT

So far, I love it!

My life is simpler with Sintra. It handles content creation, next steps, brainstorming, and copy. I highly recommend it if you want to free up mental space for what truly matters in your business.

December 28, 2024  •  Lionel D'Alvia  •  US

I Love Using Sintra

My “team” in Sintra knocks out tasks like magic, offering fresh ideas for efficiency and better customer outreach. It’s a relief knowing I have AI assistants ready to go around the clock.

December 31, 2024  •  Kat Angelica  •  US

Early but satisfied user

I’ve only been using Sintra for a couple of weeks, but the experience has been great—especially with the social media bot reaching out to me with new ideas. The pull model feels super proactive and makes me more confident in my daily tasks.

December 30, 2024  •  Bayan Qandil  •  US

1st class service by everyone at Sintra.ai

I challenge anyone to compare other platforms to Sintra.ai and their staff—you won’t find a better customer experience. Everyone is professional, responsive, and genuinely cares about helping. Truly top-notch!

December 28, 2024  •  Timothy Montjoy  •  US

Sintra is Amazing!

This platform helps me like a full-time employee would. As a startup, I can’t afford extra staff, so Sintra stepped in to handle complex tasks and free me up for big-picture thinking.

December 28, 2024  •  Jules Kincaid  •  US

So Much on My Plate, But Sintra Makes It Easy

I’m juggling multiple hats in my business, and these 12 AI “helpers” lighten the load. They even crack jokes and celebrate milestones with me! I saved thousands in consultant fees by letting Sintra handle SEO and content tasks.

December 30, 2024  •  Michelle Smith  •  US

I Was Pleasantly Surprised with Sintra

This platform helps me like a full-time employee would. As a startup, I can’t afford extra staff, so Sintra stepped in to handle complex tasks and free me up for big-picture thinking.

December 24, 2024  •  Domanic R.H  •  US

50,000+ founders use Sintra
View more
View less

More integrations Sintra offers

Hire your Outlook AI assistant

Get Sintra X today. Hand Outlook to Cassie and the inbox stops being your morning. 14-day money-back guarantee.

Try Sintra Risk Free
14-day full money-back guarantee

Frequenly asked questions

What does an Outlook AI assistant do?

It reads your Outlook mailbox, drafts replies in your voice, and sends through your Microsoft account. In Sintra, Cassie owns Outlook. The flow is chat-first.

Do I need a Microsoft 365 work account?

Work or school accounts have the widest API support. Personal Microsoft accounts may have narrower scope. Sign in with the account that matches how you actually work.

What Microsoft permissions does Cassie need?

Cassie needs Outlook mail read and send scopes on the Microsoft account you sign in with. Approve them on the Microsoft consent screen. Work and school accounts may need admin approval first.

Will my admin need to allow Sintra?

Some Microsoft 365 organizations require admin consent for third-party apps. If your sign-in is blocked, send your admin Sintra's help-center guide on Microsoft access.

What if Cassie cannot send a reply through Outlook?

Check that Outlook is still connected in Cassie's settings. If the Microsoft sign-in expired, reauthorize. For send failures inside a specific tenant, your admin may need to allow Sintra again.