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Proposals · head to head

Dubsado vs Outlook Calendar

Dubsado logo

Dubsado

Proposals

Business management for creatives

From
Free
Rated
-
Full reviewWebsite
Outlook Calendar logo

Outlook Calendar

Calendars

Professional calendar management for Microsoft 365

From
Free
Rated
-
Full reviewWebsite

The short version

  • Each has a real cost: Dubsado automated workflows, scheduling and public proposals all require the Premier plan at $525 a year; Outlook Calendar offline support limited to only past 30 days of events, older events unavailable
  • They diverge on capability: Dubsado covers Scheduler, Outlook Calendar covers Meeting scheduling.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Dubsado and Outlook Calendar actually diverge.

Attributes where Dubsado and Outlook Calendar differ
AttributeDubsadoOutlook Calendar
Pricing modelsubscriptionUnknown
PlatformsWebWeb, Windows, macOS, iOS, Android
CategoryProposalsCalendars
Founded20161975

Identical on both: starting price (Free), free tier (Yes), user rating (Not yet rated).

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 Dubsado

  • Scheduler
  • CRM
  • Invoicing
  • Contracts
  • Automation workflows
  • Google Calendar
  • Outlook
  • QuickBooks

Only in Outlook Calendar

  • Meeting scheduling
  • Shared calendars
  • Room booking
  • Availability sharing
  • Recurring events
  • Microsoft Teams
  • OneDrive
  • SharePoint

Both cover

  • Web support

What people use each for

The jobs each tool is most often brought in to do.

Dubsado

  • Client management and project workflows for freelancers and studiosnot Outlook Calendar
  • Sending proposals, contracts and invoices with automated follow upnot Outlook Calendar

Outlook Calendar

  • Schedulingnot Dubsado
  • Appointment bookingnot Dubsado
  • Time trackingnot Dubsado
  • Resource managementnot Dubsado
  • Team coordinationnot Dubsado

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

Dubsado

  • Automated workflows, scheduling and public proposals all require the Premier plan at $525 a year
  • The Starter plan allows a single lead capture form
  • Zapier and bookkeeping integrations are excluded from Starter
  • Additional brands are $10 a month each
  • Only 3 users are included, with 4 to 10 costing $25 a month and 21 to 30 costing $60

Outlook Calendar

  • Offline support limited to only past 30 days of events, older events unavailable
  • Shared calendars and group calendars not available offline
  • Cached Exchange Mode issues can limit available offline data
  • Occasional sync conflicts when coming back online

Pricing, plan by plan

Dubsado

Free
  • Starter$335/year
    • Limited to 1 active lead capture form
    • Email integration
    • Unlimited projects & clients
  • Premier$525/year
    • Unlimited active lead capture forms
    • All Starter features
    • Bookkeeping integration

Outlook Calendar

Free
  • FreeFree
    • Outlook.com email and calendar
    • 50MB attachment limit
    • 1GB cloud storage
  • Microsoft 365 Basic$19.99/year
    • Outlook with limited features
    • Cloud storage
  • Microsoft 365 Personal$99.99/year
    • Premium Outlook
    • Ad-free email
    • 100GB mailbox storage
  • Microsoft 365 Business Basic$6/month
    • Business-class email
    • 1TB cloud storage
    • Microsoft Teams

Which should you pick?

Choose Dubsado if

  • You need scheduler.
  • You want to start without paying.
  • You also want crm.
Dubsado review

Choose Outlook Calendar if

  • You need meeting scheduling.
  • You want to start without paying.
  • You work on Web, Windows, macOS, iOS, Android.
  • You also want shared calendars.
Outlook Calendar review

Questions people ask

Is Dubsado or Outlook Calendar better?
Neither clearly leads. Dubsado starts at Free and Outlook Calendar at Free, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Dubsado or Outlook Calendar?
Dubsado starts at Free and Outlook Calendar at Free.
Does Dubsado or Outlook Calendar run on more platforms?
Dubsado runs on Web. Outlook Calendar runs on Web, Windows, macOS, iOS, Android.
Can I use Dubsado for free?
Both have a free tier, so you can try either at no cost before committing.
What is Dubsado best used for?
Dubsado is most often used for client management and project workflows for freelancers and studios, sending proposals, contracts and invoices with automated follow up. Of those, client management and project workflows for freelancers and studios and sending proposals, contracts and invoices with automated follow up are not what Outlook Calendar is typically brought in for.
What can Dubsado do that Outlook Calendar cannot?
Dubsado covers Scheduler, CRM, Invoicing, Contracts. Outlook Calendar covers Meeting scheduling, Shared calendars, Room booking, Availability sharing. Both handle Web support.

Answered from the vendors’ own pages

Dubsado: Does Dubsado offer a free trial?

Yes, Dubsado offers a 21-day free trial with full access to the Premier plan. Annual billing saves 2 months of costs compared to monthly billing.

Source
Outlook Calendar: Is Outlook Calendar free?

Outlook.com with calendar is free via a Microsoft account. Outlook Calendar also comes with Microsoft 365 Personal ($99.99/year), Family ($129.99/year), or Business plans starting at $6/user/month.

Source
Dubsado: What is the cost of adding team users?

Dubsado includes 3 free team users. Additional team users cost $25/month for 4-10 users, $45/month for 11-20 users, $60/month for 21-30 users, and custom pricing for 30+ users.

Source
Outlook Calendar: Does Outlook Calendar work offline?

Outlook Calendar has limited offline support. New Outlook caches only the past 30 days of calendar items. Shared calendars and group calendars are not supported offline. Changes sync when you reconnect.

Source
Dubsado: Can you add multiple brands to Dubsado?

Yes, additional brands cost $10/month per brand beyond the included brand.

Source
Outlook Calendar: What platforms does Outlook Calendar support?

Outlook Calendar is available on Windows (desktop and web), macOS (desktop and web), iOS, and Android. Real-time synchronization works across all devices.

Source
Outlook Calendar: Does Outlook Calendar integrate with Slack?

Yes. Outlook Calendar integrates with Slack to sync your status and receive meeting notifications. You can RSVP to invites directly in Slack and join Microsoft Teams meetings from Slack reminders.

Source
Outlook Calendar: Can you share calendars and set delegate permissions?

Yes. Outlook Calendar supports calendar sharing with delegate permissions, color categories for organization, and the Scheduling Assistant to view attendee availability for meeting times.

Source
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