Technology · head to head
Drift vs Microsoft Outlook
Microsoft Outlook
Technology
Microsoft's email and calendar client, in the middle of a transition from the classic Windows application to a web-based replacement.
- From
- Free
- Rated
- -
The short version
- Only Microsoft Outlook has a free tier, so it costs nothing to try first.
- Each has a real cost: Drift product is being sunset by Salesloft with successor service (1mind) recommended; Microsoft Outlook microsoft is replacing the classic Win32 client with the new web-based Outlook, and the new one runs only web add-ins, not COM add-ins, so any line-of-business integration for CRM, dictation, document management or telephony must be rewritten or the desktop stays on classic until its support window closes.
- They diverge on capability: Drift covers Live chat, Microsoft Outlook covers Exchange calendar integration.
- Prices and features above were last checked on 30 August 2026.
Where they differ
Only the attributes on which Drift and Microsoft Outlook actually diverge.
| Attribute | Drift | Microsoft Outlook |
|---|---|---|
| Starting price | $2500/month | Free |
| Pricing model | Unknown | freemium |
| Free tier | No | Yes |
| Founded | 2015 | Unknown |
Identical on both: platforms (Web), user rating (Not yet rated), category (Technology).
What each one covers
Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.
Only in Drift
- Live chat
- AI chatbots
- Meeting scheduling
- Email sequences
- Visitor intelligence
- Conversation routing
- Mobile app
- Analytics dashboard
Only in Microsoft Outlook
- Exchange calendar integration
- Delegate access
- Shared mailboxes
- Rules and Quick Steps
- Retention, hold and eDiscovery
- Sensitivity labels and encryption
- Add-in platform
- Offline cached mode
What people use each for
The jobs each tool is most often brought in to do.
Drift
- Lead qualificationnot Microsoft Outlook
- Meeting bookingnot Microsoft Outlook
- Customer supportnot Microsoft Outlook
- Account-based marketingnot Microsoft Outlook
- Sales accelerationnot Microsoft Outlook
Microsoft Outlook
- Organisations on Exchange Online or Exchange Server where free/busy scheduling and room booking across everyone is a daily requirementnot Drift
- Executive assistants managing someone else's calendar and mailbox through delegate access, which no IMAP client supports properlynot Drift
- Regulated environments that need retention policies, legal hold and eDiscovery applied to mail centrally rather than per usernot Drift
- Teams handling shared inboxes such as support or accounts, where permissions and tracking matter more than the mail client itselfnot Drift
Where each one falls short
Documented limitations, not opinions. Every one is a constraint you would hit in normal use.
Drift
- Product is being sunset by Salesloft with successor service (1mind) recommended
- Mandatory bundling within Salesloft increases cost
- No free tier available
- Customer support and knowledge base have been deprioritized
- Limited to enterprise B2B pipeline generation focus
Microsoft Outlook
- Microsoft is replacing the classic Win32 client with the new web-based Outlook, and the new one runs only web add-ins, not COM add-ins, so any line-of-business integration for CRM, dictation, document management or telephony must be rewritten or the desktop stays on classic until its support window closes.
- The new client's handling of non-Microsoft accounts synchronises mail through Microsoft's cloud rather than connecting from the machine to the provider, which several organisations' data residency and handling policies do not allow, and it is not an optional behaviour.
- PST and OST files are a single-file, corruptible and effectively unshareable store, and the new client's reduced PST support means years of personal archives sitting in those files need an explicit migration plan rather than carrying forward.
- Large mailboxes turn software problems into administration ones: search index rebuilds, OST files of tens of gigabytes and the mailbox quotas of whichever plan was bought, and the usual fix is archiving policy rather than anything a user can do.
- Against IMAP or Gmail you lose most of what justifies it, including free/busy lookup, room booking, delegate access, and retention and compliance policies, because those are Exchange server features rather than client features.
- The five or six products sharing the Outlook name have materially different feature sets, so internal documentation, training and support procedures must be written per platform and a user moving between desktop, web and mobile finds the same task done differently in each.
Pricing, plan by plan
Drift
$2500/monthNo published plan breakdown. See the Drift review.
Microsoft Outlook
Free- Outlook (Free)Free
- 15 GB mailbox storage
- 5 GB cloud storage
- Web and mobile Office app access
- Microsoft 365 Basic$1.99/month
- 100 GB mailbox storage
- 100 GB cloud storage
- Ad-free experience
- Microsoft 365 Personal$9.99/month
- 1 TB cloud storage
- Desktop Office apps (Word, Excel, PowerPoint, Outlook, OneNote)
- Copilot with high usage limits
- Microsoft 365 Family$12.99/month
- 1-6 users
- Up to 6 TB total cloud storage (1 TB per person)
- Same apps and features as Personal
Which should you pick?
Choose Microsoft Outlook if
- You need exchange calendar integration.
- You want to start without paying.
- You also want delegate access.
Questions people ask
- Is Drift or Microsoft Outlook better?
- Neither clearly leads. Drift starts at $2500/month and Microsoft Outlook at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
- Which is cheaper, Drift or Microsoft Outlook?
- Microsoft Outlook has a free tier; the other does not. Paid plans start at $2500/month for Drift and Free for Microsoft Outlook.
- Does Drift or Microsoft Outlook run on more platforms?
- Both run on Web, so platform support will not decide this one for you.
- Can I use Microsoft Outlook for free?
- Yes. Microsoft Outlook has a free tier, so you can try it without paying. Drift starts at $2500/month.
- What is Drift best used for?
- Drift is most often used for lead qualification, meeting booking, customer support, account-based marketing. Of those, lead qualification and meeting booking are not what Microsoft Outlook is typically brought in for.
- What can Drift do that Microsoft Outlook cannot?
- Drift covers Live chat, AI chatbots, Meeting scheduling, Email sequences. Microsoft Outlook covers Exchange calendar integration, Delegate access, Shared mailboxes, Rules and Quick Steps.
Answered from the vendors’ own pages
Drift: What is the current status of Drift in 2026?
On March 6, 2026, Clari and Salesloft announced the gradual sunset of Drift's conversational marketing solution, with 1mind named as its exclusive AI successor. Drift remains available but its future is limited.
SourceMicrosoft Outlook: What is the difference between classic Outlook and the new Outlook for Windows?
Classic is the long-standing Win32 application shipped with Microsoft 365 and Office LTSC. The new Outlook is a web-based client that replaced Windows Mail and Calendar. The most consequential difference is add-ins: the new client supports only web add-ins, not COM add-ins.
Drift: How much does Drift cost?
Drift pricing starts around $2,500/month ($30,000/year) for Premium chat-only capabilities, with Enterprise plans exceeding $80,000/year. Drift is bundled within Salesloft and billed annually only.
SourceMicrosoft Outlook: How long will classic Outlook be supported?
Microsoft has stated support through at least 2029. That is a planning window rather than a reprieve, and organisations with COM add-in dependencies should be scoping the replacement work now.
Drift: What features come with Drift Premium?
Premium plans include live chat widget, custom chatbot flows, meeting scheduling with calendar integration, basic playbooks, email sequences, and standard integrations.
SourceMicrosoft Outlook: Can I use Outlook with Gmail or another IMAP provider?
Yes, but with reduced capability. You lose free/busy lookup, room booking, delegate access and server-side compliance policies, because those come from Exchange rather than from the client.
Drift: Does Drift offer a free plan?
No, Drift no longer publicly advertises a free plan as of 2026. All plans require annual billing through Salesloft.
SourceMicrosoft Outlook: Is Outlook free?
Outlook on the web and the mobile apps are free with a Microsoft account, and the new Outlook for Windows is included with Windows 11. The classic desktop application requires a Microsoft 365 subscription or an Office perpetual licence.
Microsoft Outlook: Will my COM add-ins work in the new Outlook?
No. The new client supports only the cross-platform web add-in model. Vendors must publish a web add-in, and where they have not, the choice is to stay on classic Outlook or replace the integration.
Related pages
More on Microsoft Outlook
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