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Outlook vs Gmail for Business: Which is better?

Table of content

by

Eva Tang

March 25, 2025

· Updated on

Welcome to the great business email debate—Gmail or Outlook? 

Emails are the lifeblood of many businesses. They’re how people inquire about your services, it's how you communicate with clients and vendors, and maybe it's even how you communicate internally with your team. 

We'll be doing an in-depth analysis of the two big email providers (Gmail vs Outlook). And give you the information you need to make a decision on which email service you'd like to build your communication system from.

We'll be going over:

  • Individual features and functionality 
  • Collaboration and team features
  • Security and privacy
  • Pricing
Feature Gmail / Google Workspace Outlook / Microsoft 365
Collaboration Real-time co-authoring in Google Docs, Sheets, Slides. Emphasizes simple, cloud-first collaboration. Office suite (Word, Excel, PowerPoint) supports real-time co-authoring. Integrates with Microsoft Teams, though less “cloud-native.”
Organization Uses labels (multiple labels per email). Automatically groups messages into threads based on subject. Folder-based; each email can only reside in one folder. Offers rules for automated sorting.
Storage Free 15 GB across Google services; paid tiers from 30 GB up to 5 TB per user (or more in Enterprise plans). Business Basic starts at 50 GB mailbox + 1 TB OneDrive. Enterprise plans allow up to 100 GB mailboxes and more advanced features.
Security & Privacy Confidential Mode (not full end-to-end), machine-learning spam detection, encryption at rest/in transit. Office Message Encryption, Microsoft Defender (anti-phishing), Information Rights Management (IRM), TLS encryption at rest/in transit.
Offline Mode Primarily in Chrome; up to 90 days cached locally. Can be less reliable on other browsers. Offline support through Outlook’s OST files. Often more robust for large mailboxes.
Shared Mailbox Same interface as a personal inbox, minimal collaboration tracking. Good for addresses like info@ or sales@. Shared mailboxes can integrate with SharePoint, Power Automate for ticketing. Collaboration steps may rely on Microsoft Teams notifications.
Search Fast email/attachment search. Emails over ~102 KB get “clipped” in web UI, but not blocked from sending. Searches email, attachments, contacts, events, tasks. More comprehensive but can be slower with large mailboxes.
Pricing Personal (free) or from $6/user/mo (Business Starter) to $18/user/mo (Business Plus). Enterprise tiers also available. Starts at $6.30/user/mo (Business Basic), up to $23.10 for Business Premium. Enterprise from $36–$57/user/mo.

Gmail and Google Workspace 

There are two ways to create an email with Google.

You can either have a free, personal email address that ends in @gmail.com, with limited storage (15gb across your Google Suite), or you can pay for Google Workspace (Gmail for business) and create an email address with your business domain: @yourcompany.com, have more storage, and more admin/security controls over your email service.

The Google Workspace business plans vary:

  • Business Starter ($6/user/month) with 30 GB of storage/user 
  • Business Standard ($12/user/month) with 2 TB of storage/user 
  • Business Plus ($18/user/month) with 5 TB of storage/user
  • Enterprise (custom pricing) 

Whether you have a Gmail account or a Google Workspace account, your inbox will look similar. 

Features and functionality

  • Labels
    • Gmail labels are incredibly flexible and meant to be the main organizational feature. 
    • You can use Gmail labels for everything from light project management (To-do, in-progress, blocked, in review) to client filing (names of each client account or project code), to topical sorting (personal, travel, etc) 
  • Categories
    • Gmail can auto-detect what they think an email is about, and assign it to one of their four default categories: Primary, Social, Promotional, and Updates.
    • This default functionality was introduced in 2013 and can be changed in settings.
  • Search
    • Gmail's search is fast and quite accurate at surfacing relevant results. You can filter by sender, date range, or labels. Note: Gmail's search content is primarily looking at email and attachments, and actively ignores items like calendar events and tasks. 
  • Calendar
    • The default calendar app of the Google Suite offers up some helpful business tools. Outside of the standard ability to create an event and invite attendees, you can easily create scheduling links to share and it's smart enough to detect event invites in your Gmail inbox, and auto-create them in your calendar. 

Gmail's collaboration and team tools

This is where Google shines. Their real-time collaborative documents were a game changer when they launched back in 2006 and has become the preferred tools for many organizations since. 

  • Google Docs, Sheets, Slides
    • Compared to Microsoft, these tools were built with real-time collaboration first. If you plan on working on documents and files with other people, Google is the way to go. 
  • Google Drive—cloud file storage and sharing. 
  • Google Chat—Instant messaging. 
  • Gmail Shared Mailbox
    • The most common use case of a shared inbox is a businesses' info@, sales@ and support@ inboxes.
    • The shared inbox allows multiple people to login and access, without sharing passwords. 
    • Gmail's shared inbox has the exact same interface as its regular inbox. You're able to label, filter, and search in the shared inbox just as you would your personal.

Gmail's security and privacy

When looking at Gmail's security measures for Google Workspace accounts, here are two that stand out:

  1. Confidential mode—it's not quite end-to-end encryption, but it does allow users to set expiration dates, revoke access, and restrict forwarding/printing of emails. 
  2. Anti-phishing protection—using machine learning, Gmail will often flag suspicious attachments, links, or spam emails with a prominent orange banner. 

Gmail uses TLS for email transit and has encryption at rest and in transit. 

Common user complaints

With over 1.8 billion Gmail users worldwide, there are some very well known issues and tradeoffs within the Gmail's functionality. Here are three common ones:  

  • Email size limits—Gmail truncates emails at 102 KB; requiring you to click a "view more" link to read long emails in it's entirety If you have lengthy emails to send, you'll likely get frustrated by this limitation. 
  • Threaded emails—Gmail sorts related emails into a single thread, and they'll group them based on subject lines and reply sequences. That's helpful if you're receiving duplicate newsletters (you just want to see one new email for all those duplicates), but if your client is sending you different topical emails with the same subject line, Gmail will also group them together. 
  • Offline mode—Gmail's offline mode works best on Chrome, and has been reported to be less reliable on other browsers or operating systems. Local storage capped at 90 days of email history, so any older emails will not be accessible until you're connected to internet again.

Outlook and Microsoft 365

Like Gmail, Outlook is Microsoft's free, personal email service; Microsoft 365 is essentially Outlook for business, equivalent to Google Workspace. 

Here's an overview of the Microsoft 365 plans (assuming an annual payment, as of April 1, 2025): 

  • Business Basic ($6.30/user/month) with 50GB email storage and 1TB of OneDrive cloud storage. 
  • Business Standard ($13.13/user/month) with all of the above, plus desktop versions of Microsoft Office apps (5 devices per user).  
  • Business Premium ($23.10/user/month) with all of the above, plus security features like Microsoft Defender for Business and device management tools for company devices. 
  • Enterprise (ranges from $36-$57/user/month) with Exchange Online email hosting, large amounts of mailbox storage (100 GB/user), and more advanced security and privacy controls. Typically Microsoft 365 enterprise plans start at 300 users.  

Features and functionality

  • Outlook Folders
    • The biggest difference between labels and folders (Gmail vs Outlook), is the one-to-one relationship. One email lives in one folder at a time in Outlook, where as one email can have multiple labels attached to it in Gmail. 
    • Many users appreciate the drag and drop functionality within Microsoft Outlook, that allows you to easily move an email from one folder to another.
  • Outlook Search
    • Outlook's search function goes beyond emails and attachments, pulling in contacts, calendar events and tasks. It's more comprehensive than Gmail's search, but that also impacts it's speed. It’s often slower, especially with large mailboxes.
  • Outlook Calendar
    • Outlook's default calendar has a very deep integration with Microsoft Teams and Microsoft Office. So if you use Microsoft everything, keeping the Outlook Calendar will be a smoother experience. 
  • Outlook Rules
    • Outlook has two main types of rules. The first will only run if your Outlook email is open (like a notification sound), and the second will run on the mail server all the time (i.e. sorting certain emails into certain folders, custom spam/junk mail removal, auto-forwarding emails when you're OOO, etc). The second set of rules is primarily for incoming emails, which depend on if/then statements and doesn't allow for more complex conditions (if/else) or preferences. 

Outlook's team collaboration tools

  • Word, Excel, PowerPoint
    • The original productivity office suite focused on individual usage. There's a reason why Excel is still the market leader for those who need deep functionality. In recent years, Microsoft added collaborative features to all these tools, however they've been known to be less seamless compared to Google Workspace. 
  • OneDrive—cloud storage and file sharing. 
  • Microsoft Teams—team chat and video conferencing. 
  • Outlook Shared Mailbox
    • It’s very similar to Gmail’s shared mailbox, but with one key difference: you can integrate an Outlook shared inbox with ticketing (Share Point) and automation (Power Automate) tools that are included in the Microsoft 365 suite. This would allow you to create and track "tickets"—particularly helpful for your support@ inbox.
    • This functionality is limited and has a heavily reliance on notifications and collaboration outside of the inbox (in Microsoft Teams). 

Outlook's security and privacy

With thousands of enterprise customers, Outlook's security and privacy are tuned for those standards. 

  1. Office Message Encryption—send encrypted emails with controls on whether those emails can be forwarded, printed, or copied. 
  2. Advanced Threat Protection/Microsoft Defender—essentially Microsoft's version of anti-phishing protection. It does offer real-time URL scanning through its Safe Links feature. 
  3. Information Rights and Management—allows users to control forwarding/copying of email contents. 

And just like Gmail, Outlook uses TLS encryption for email in transit. And data at rest is also encrypted. 

Common user complaints

  • Search Delays/Freezes—because Outlook has a more comprehensive search (looks for things beyond email and attachments), and because they support larger inboxes, it means search is often really slow or doesn't work at all. 
  • Visibility Issues in Shared Inboxes—though Outlook has shared mailboxes, there is a lack of functionality around coordination or collaboration. So though multiple people can be in your sales@ inbox without privacy issues, you still don't know who's working on which email. 
  • Mobile Outlook apps are missing features—you can't create rules and automations, advanced search strings aren't supported, and there are no custom views.

So which email service is better—Gmail vs Outlook?

As with most decisions in life, it depends.

Google Workspace is collaborative at its core, though its shared inbox and email automation options are more limited.

Microsoft Outlook is more robust in it's DNA overall, but can feel overly complex and lacking in modern design. 

If your business prioritizes simplicity and collaboration with clients, team members, and vendors—I would err on the side of Gmail and Google Workspace. 

If you work in a field with a lot of sensitive information (i.e. law, accounting, etc), then I would err on the side of Outlook and their very high standard for security controls. 

Whether you choose Gmail or Outlook, there are some business email hygiene factors to follow:

  1. Don't share passwords to share inboxes
  2. Say no to forwarding if you need to collaborate
  3. Always have anti-phishing and spam protocols in place for your team. Test often. 

Which email service is best for teams?

Neither Outlook or Gmail was really designed for teams. They added on some lightweight features (shared mailboxes), but if you truly live in your inbox everyday, replying to clients, team members, and vendors—you'll want something designed specifically for team collaboration and shared inboxes. 

That would be us—Missive! 

Missive is an email client that sits on top of your chosen email service—whether that's Gmail, Outlook, Yahoo Mail, or Apple Mail.

It has all the features that are loved in Gmail and Outlook—labels, rules, snoozing, but supercharged with more functionality. Including AI powered rules that allow for auto-translation, auto-labeling, and so much more. 

But don't just take our word for it, here's Arif, a lawyer and long time Outlook user, who recently signed up for Missive: 

When I open Missive, I can hit Inbox Zero quickly. I never had that feeling with Outlook.

And here's Pat, a property manager and Gmail user, who recently signed up for Missive: 

We’ve tried so many shared inbox solutions. Missive was unexpectedly powerful. Suddenly, we weren’t scrambling over lost emails or letting days slip by.

So whether you're Team Gmail for business or Team Outlook for business—you can try Missive today and get the best collaborative email client for businesses.

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