Comparison

Pidgy vs Microsoft To Do

Two ways to get a to-do out of an email. Microsoft To Do waits for you to flag the message in Outlook and copies its subject line. Pidgy reads the message itself, across Outlook and Gmail, and writes down what you actually have to do.

Last updated September 2026 10 min read By the Pidgy team
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The decision in one paragraph

Choose Microsoft To Do if you want a free checklist that lives inside Microsoft 365 and you are happy to flag emails yourself. Choose Pidgy if the tasks you keep losing are buried in the body of emails, if you split your day between Outlook and Gmail, or if To Do's flagged list (100 flags, 30 days, primary mailbox only) keeps quietly dropping things. To Do costs nothing and takes a minute to switch on. Pidgy is in early access and does more of the work: it reads every message, extracts the real action (including things you promised in your own replies), ranks it, files it under a project, plans it into your calendar, drafts the reply and chases the thread when it goes quiet.

What you are really choosing between

Nobody compares these two because they look alike. People compare them because both promise the same thing, a task that starts as an email.

Microsoft To Do is the checklist that ships with a Microsoft account. It is free, quick, and it has one trick that matters for this page. Flag a message in Outlook and it shows up in a Flagged email list inside To Do, named after the subject, with a preview and a link back to the message in web Outlook.

Pidgy is an AI inbox agent rather than a list. It connects to Outlook and Gmail, treats both as one inbox, and pulls the to-dos out of the mail on its own. Nobody flags anything. So the honest question is not "which app has more features" but "how much of the email-to-task work do you want to keep doing by hand".

A Tuesday morning with each tool

The same three emails, handled two ways. This is where the difference stops being abstract.

With Microsoft To Do

Read, flag, retype

You open Outlook just before nine. A client asks for a revised quote by Thursday. A partner wants the Q3 numbers before the 12th. A supplier mentions, in the fourth paragraph, that two contracts are still unsigned on your side. You flag the first two. The third one you miss, because the subject line only said "catch-up".

In To Do you now have two tasks called "Revised quote?" and "Numbers". You rename them, add due dates, and pull them into My Day. It took four minutes, and the supplier's contracts are not on the list at all.

With Pidgy

Open the list, it is already written

You open Pidgy just before nine. Three to-dos are waiting: send the revised quote to Priya by Thursday, pull the Q3 numbers before the 12th, chase the supplier for two signatures. The third one came from paragraph four. They are ranked, and each links back to the email it came from.

You drag the quote into a 20-minute block on Tuesday and the Q3 numbers into a two-hour block on Wednesday. Pidgy has already drafted the reply to Priya in your voice. You read it, change one line, click send. Two minutes, nothing missed.

Pidgy vs Microsoft To Do, job by job

Instead of a feature checklist, here is what each tool does with the jobs an email-heavy day throws at you.

The jobPidgyMicrosoft To Do
Getting a task out of an email
Happens on its own, for every message
You flag it in Outlook first
Knowing what the task actually is
The action is written out from the body
You get the subject line and a preview
Remembering what you promised someone
Your own replies become to-dos
Only if you flag your own sent mail
Keeping an old follow-up alive
Stays until it is done
Flagged items age out after 30 days, 100 max
Working from a Gmail account too
Outlook and Gmail as one inbox
Primary Microsoft mailbox only
Putting the task on your calendar
Drag into a block, set length, Add to calendar
No time blocking
Seeing how a piece of work is going
Project view with a live percentage
Lists, no rollup
Writing the reply
Drafted in your voice, sent on your click
Not what it is for
Nudging someone who went quiet
Chase queued for you
A reminder to yourself
Knowing if you are on top of things
One Inbox Health score
Count your unchecked boxes
Paying for it
Early-access pricing
Free with a Microsoft account
Full support Partial or conditional Not available

The 30-day problem with flagged email

To Do's Flagged email list keeps the 100 most recent flags from the last 30 days, from your primary Microsoft mailbox. Anything older or further down simply leaves the list.

That limit is fine for a week of small favours and a problem for anything with a long tail. A proposal you sent in April, a document a client owes you since May, a supplier who said "next month": those are exactly the follow-ups that fall outside a 30-day window.

Pidgy has no such window. A to-do stays on the list until you close it, and if the thread goes quiet Pidgy queues a chase for you rather than waiting for you to notice. The other difference is what the item says. To Do gives you the subject line, so a task called "Thursday" tells you nothing a week later. Pidgy writes the action in plain words, because it read the message rather than copying its header.

What Pidgy does between the email arriving and you sitting down

Four steps, none of which need a flag. With Microsoft To Do, each of these is a thing you do yourself.

01 To-dos write themselves
InboxOutlook + Gmail
PNPriya NairCould you get the revised quote over by Thursday?
TATom AshworthI need the Q3 numbers before the partners' meeting on the 12th.
KFKestrel FoodsStill waiting on two signed contracts from your side.
To-dosalready written
✓Send revised quote to PriyaDue Thu
✓Pull Q3 numbers for partners' meetingDue 12 Oct
✓Chase Kestrel for 2 signaturesHanded to Lena
3 to-dos written · 1 handed off · ordered by urgency
Kestrel Foods contract 71%
3 docs · 15 emails · 2 open tasks
Q3 partners' pack 45%
5 docs · 8 emails · 4 open tasks
Northgate office move 88%
7 docs · 11 emails · 1 open task
Mon
Tue
Send revised quote09:30 · 20m
Wed
Q3 numbers10:00 · 2h · due 12th
Thu
Chase Kestrel14:30 · 10m
Fri
Northgate snag list11:00 · 40m
Drag to a slot · choose a duration · set a nudge · Add to calendar
82
Inbox Health
+24 this week
Close 6 overdue threads+11
Answer 4 clients who are waiting+9
Block tomorrow's first hour+4
A single number for how caught up you are. Think Strava, but for your inbox.

If you already use Microsoft To Do

You do not have to throw it away. Keep To Do for the non-email parts of life and stop using it as an inbox bridge.

Three things change on day one. First, you stop flagging. Pidgy is reading Outlook (and Gmail, if you have one) the whole time, so the habit of marking a message "for later" has nothing left to do. Second, the tasks get longer and more useful, because they describe the action rather than quoting the subject. Third, the list stops shrinking on its own. Nothing ages out.

What you give up is a free, native Microsoft app. My Day is a pleasant nudge and Planner's "Assigned to me" list is handy if your team runs on Planner. Pidgy does not try to replace either of those. It replaces the part where you personally read every email to find out what is in it.

Where Microsoft To Do is the better buy

Free beats early access in three real situations, and pretending otherwise would make this page useless.

Pick Microsoft To Do when
  • Your to-dos mostly come from meetings or your own head, and email is a small share
  • Your whole organisation runs on Microsoft 365, Planner included, and one primary mailbox is all you have
  • You want something free that works today, with no invite and no learning curve
  • A subject line and a link back to the email is enough context for you
  • You clear your flagged list every week, so the 30-day cap never bites
Pick Pidgy when
  • The action is usually hidden in the body, not the subject
  • You run both an Outlook and a Gmail account and want one list
  • You want the reply drafted and the silent thread chased, rather than a reminder to yourself
  • You want each piece of work grouped with its emails, documents and progress
  • You have lost a follow-up to the 30-day drop-off at least once

Stop reading emails to find out what is in them. Pidgy writes the to-do for you.

Request access

Pidgy by the numbers

2
inboxes (Outlook and Gmail) read as one
0
emails you have to flag by hand
800+
professionals already on early access
0
messages sent without your click

Common questions about Pidgy and Microsoft To Do

What happens to a flagged email in Microsoft To Do?
It appears in To Do's Flagged email list, titled with the email's subject, with a short preview and a link that opens the message in web Outlook. The list only covers your primary Microsoft mailbox and shows the 100 most recent flags from the last 30 days, so older flags drop off.
Can Pidgy replace Microsoft To Do for email tasks?
Yes, for anything that starts as an email. Pidgy reads Outlook and Gmail, writes the action as a to-do without you flagging anything, then ranks, plans, drafts and chases. For tasks you would normally type from memory, To Do is still a perfectly good free list.
Does Microsoft To Do work with Gmail?
The flag-to-task feature does not. It only reads flags from your primary Microsoft mailbox. Pidgy connects to both Outlook and Gmail and shows the to-dos from both in one ranked list.
Will Pidgy send emails on my behalf?
No. Pidgy drafts replies and chase messages in your voice, but nothing leaves your outbox until you click send. It is also hosted in the EU and does not train on your mail.
Is there a My Day equivalent in Pidgy?
The closest thing is the ranked list plus Plan mode. Where My Day gives you a pick list of suggestions, Plan mode lets you drag the tasks into actual calendar blocks with a duration and a reminder, then add them to your calendar in one move.
How much does Pidgy cost compared with Microsoft To Do?
Microsoft To Do is free with a Microsoft account. Pidgy is in early access, with preferential pricing and a free trial period for people who are invited in, and launch pricing is still being finalised.

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