Question 1

What is DayMap?

Accepted Answer

DayMap brings your projects, tasks, and calendar into one clear view. Organize your work into projects, break projects into tasks, then schedule those tasks onto your day and week — so you always know what to do next. Plan your week, then focus on today.

Your data stays on your device and, optionally, syncs privately through your own iCloud account.

Question 2

What devices does DayMap support?

Accepted Answer

DayMap runs on Apple devices — Mac, iPad, iPhone, and Apple Watch. You’ll need macOS 14 or later, iOS/iPadOS 17 or later, and watchOS 10 or later.

On the Mac it runs on both Intel and Apple Silicon.

The Apple Watch app is a companion to the iPhone app, and it syncs only with DayMap Pro.

Question 3

Do I need to create an account?

Accepted Answer

No. DayMap has no logins or passwords. Your data lives on your device, and — with DayMap Pro — syncs privately through your own iCloud account. Nothing to sign up for.

Question 4

Who makes DayMap?

Accepted Answer

DayMap is made by Whetstone Apps, LLC, in Virginia, USA.

Question 5

How much does DayMap cost?

Accepted Answer

DayMap is free to download and use. DayMap Pro unlocks everything and is available two ways: $34.99 a year, with a 14-day free trial, or $69.99 one-time for a lifetime unlock — a founders price, available for a limited time.

Question 6

What do I get with DayMap Pro?

Accepted Answer

DayMap Pro unlocks iCloud sync across all your devices (including Apple Watch), calendar sync with your Apple or Google calendar, recurring tasks, contexts for grouping projects (Work, Family, Home…), unlimited projects, and Waypoint — an end-of-day panel for marking where you are.

The free version includes unlimited tasks and up to 5 projects on one device, stored locally. It’s a complete way to plan your day.

Question 7

How does the 14-day free trial work?

Accepted Answer

Start the annual plan and you won’t be charged for the first 14 days. Explore every Pro feature, and if it’s not for you, cancel anytime before the trial ends and you won’t pay a thing. After 14 days it continues at $34.99 a year unless canceled.

Question 8

Annual subscription or lifetime — which should I choose?

Accepted Answer

Both unlock the exact same features. The annual plan ($34.99 a year) is the easiest way to start and includes the 14-day free trial. The lifetime option ($69.99 once) is a single payment with no renewals — best if you know you’re in for the long haul, and it’s a founders price that won’t last.

Question 9

Can I share DayMap Pro with my family?

Accepted Answer

Yes. DayMap Pro supports Family Sharing, so one purchase can be shared with everyone in your Apple Family group.

This shares the *purchase*, not your projects — everyone in the group gets Pro, but each person keeps their own private projects and tasks.

Question 10

What are contexts?

Accepted Answer

Contexts (a Pro feature) let you group related projects — like Work, Family, or Home — so you can filter your board to just what matters right now.

Question 11

How do recurring tasks work?

Accepted Answer

With DayMap Pro, set a task to repeat daily, weekly, monthly, or yearly, and DayMap keeps it on your schedule automatically.

Question 12

Why can't I check off a repeating task in the Project Planner?

Accepted Answer

Because in the Planner it isn't a copy of the task — it's the rule that makes all the copies.

A repeating task now shows a repeat symbol in your project's colour instead of a checkbox, with how it repeats underneath the name — "Weekly — Tue, Wed, Thu". Click that symbol to change the rule.

Tick it off wherever the day exists instead:

- The Task Scheduler — the calendar below your projects
- Focus
- The Schedule tab on iPhone

Each of those is a real day, so finishing one there means "I did this today" and leaves the rest of the series alone.

This changed for a reason worth knowing. The checkbox used to mark the rule itself complete, which meant switching on Hide Completed made the repeating task disappear from your project entirely — the thing generating all the work vanished because it had been ticked once. Repeating tasks now stay put in the Planner, including any that went missing on you before.

To stop a repeating task, right-click it on the calendar: Skip This Day, Delete This and Future, or Delete Repeating Task.

Question 13

Can I capture ideas quickly?

Accepted Answer

Yes. Use the Inbox to jot anything down in a couple of taps, then organize it into a project when you’re ready. On Mac there’s also a global quick-add shortcut.

Question 14

What is Waypoint?

Accepted Answer

Waypoint is an end-of-day panel for marking where you are. A few short questions, a couple of minutes, and no scoring of any kind.

It comes from the idea behind DayMap: every good navigator stops at the end of a day’s walk and marks where they actually are — not to grade themselves, but to get their bearings for tomorrow.

There are no streaks and no counts, and days you skip are simply not shown. It’s part of DayMap Pro, and it stays hidden until you switch it on.

Question 15

How do I turn on Waypoint, and where is it?

Accepted Answer

Waypoint is off until you switch it on.

- Mac — Preferences (⌘,) → Show Waypoint
- iPhone & iPad — Settings → Show Waypoint

Once it’s on, open it from the map-pin button:

- Mac — in the toolbar, or press ⇧⌘M
- iPad — in the toolbar
- iPhone — top right of the Schedule tab

It slides in beside your work on Mac and iPad, and opens as a panel on iPhone. Waypoint is part of DayMap Pro; without Pro you’ll see an upgrade option in Settings instead of the switch.

Question 16

Can I look back at what I’ve written in Waypoint?

Accepted Answer

Yes. Open Waypoint and tap the clock icon at the top for Looking Back — every day you’ve written something, newest first, with your answers under the questions that prompted them. Tap any day to open and edit it.

You can also narrow it to a single question, so you can read straight down everything you’ve been grateful for, or everything you learned.

Days you didn’t write anything simply aren’t listed. There are no gaps to look at and nothing is counted.

Question 17

How do I make a task a subtask?

Accepted Answer

Drag a task onto another one to nest it underneath. On the Mac you can also do it from the keyboard, which is quicker for a list you’re building as you type:

- Tab — make the selected task a subtask of the one above it
- Shift-Tab — move it back out

Both are in the Task menu as well, on ⌃⌘→ and ⌃⌘←.

Got it wrong? ⌘Z puts the task back exactly where it was, with anything nested under it. Subtasks can go as deep as you need.

Question 18

How do reminders work?

Accepted Answer

Turn on Show reminders on this device in Settings, and DayMap notifies you at the time set on a task. Tasks with a date but no specific time don't produce a reminder — there's no moment to notify you at.

Reminders are per-device on purpose. Switch them on for the one device you want to be alerted on, usually your iPhone, so the same task doesn't buzz three times. A recurring task reminds you on every occurrence, not just the first.

How long an alert stays on screen isn't something DayMap controls — that's your system's Notifications settings, where Banners disappear after a few seconds and Alerts stay until you dismiss them. If the toggle in DayMap won't switch on, notifications are switched off for DayMap there; DayMap will offer to take you straight to it.

Question 19

Can I change the order of my tasks within a day?

Accepted Answer

Yes — drag them into the order you mean to work them.

On a Mac you can do this in the calendar's week view, in the Upcoming list, and in Focus. You can also move the selected task with Option-Up and Option-Down, which needs no dragging at all.

On iPhone, open the Schedule tab's Day view, tap Arrange, drag by the grips on the right, then tap Done. In the Upcoming list, drag a task up or down within its day.

The order you set syncs to your other devices with DayMap Pro.

Tasks with a specific time are the exception — the clock decides where those go, so they sit in the day's timed strip rather than in the list you arrange.

Question 20

I can't change a task's time — it keeps going back to 9:00 AM.

Accepted Answer

This was a bug, and it's fixed. Update to DayMap 1.10 or later and it will clear.

The date field was saving the day and throwing the time away, so every edit — including every click of the little arrows — was replaced with 9:00 AM. It affected every task on every device.

If you're up to date and still can't change a time, please email support@daymapapp.com.

Question 21

How do I remove a task's time without taking it off my calendar?

Accepted Answer

Open the task and switch off Set a specific time. The task keeps its day, and if it's one of your Daily Bearings it stays one.

The Unschedule button beside the date does something different — it takes the task off the calendar altogether and returns it to its project. A bearing has to belong to a day, so it loses its mark when you do that.

In versions before 1.11 that button was called "Clear", which read as though it would only empty the date field. Same behavior, clearer name.

Question 22

My task name is too long to read. Where does the rest of it go?

Accepted Answer

From DayMap 1.11, task names and note previews show two lines instead of one, so most names now fit.

On a Mac, hovering over a name that's still too long shows the whole thing. You can also open the task to read it in full.

If the text in the calendar area is what's hard to read, there's a size setting: Settings → General → Scheduler text size, with three sizes to choose from.

Question 23

Voice capture is transcribing the wrong language.

Accepted Answer

Before DayMap 1.11, voice capture always listened in English no matter what you spoke. Update and it will follow your system language.

You can also choose a language explicitly: Settings → Dictation. It names the language it will use and lets you pick a different one.

If dictation refuses to start, it now tells you why — which permission is missing, that the language isn't available on your device, or that something else is using the microphone. It used to give one vague message for all of them.

Question 24

What keyboard shortcuts does DayMap have on the Mac?

Accepted Answer

Creating

- ⌘N — New task
- ⇧⌘N — New project
- ⌥⌘N — Quick add to Inbox
- ⇧⌘D — Voice capture

Working on a task

- ⌘I — Open details
- ⌘⌫ — Delete task
- ⌃⌘→ — Make subtask
- ⌃⌘← — Move out of subtask
- ⌥↑ / ⌥↓ — Move the selected task up or down its day

Moving around

- ⌘T — Today
- ⌘[ / ⌘] — Previous / next week or month
- ⌘1 / ⌘2 — Week / month view
- ⇧⌘F — Focus
- ⇧⌘M — Waypoint

Showing and hiding

- ⇧⌘E — Collapse or expand the project you're in
- ⌥⌘← / ⌥⌘→ — Collapse or expand every project
- ⇧⌘K — Show or hide calendar events
- ⇧⌘C — Show or hide completed tasks

Other

- ⇧⌘T — Bring overdue tasks to today
- ⌘P — Print day · ⇧⌘P — Print week · ⌥⌘P — Print project

Question 25

What are the 3 Daily Bearings?

Accepted Answer

Your three most important tasks for a given day, marked 1, 2 and 3.

Most days carry more work than you can honestly call important. Bearings ask you to name the three that would make the day count — the ones you'd want done even if nothing else got touched. The numerals rank them, so it's an order as well as a shortlist.

Three is a fixed limit, and that's the point. If a fourth mattered as much, one of the first three didn't.

A bearing belongs to a day, so a task has to be scheduled before it can be one. Take a task off the calendar and it stops being a bearing — there's no day left for it to be important on.

Question 26

How do I make a task one of my Daily Bearings?

Accepted Answer

On a Mac: right-click the task and choose Make this a Bearing, then pick the day. Right-click a task that's already one and you'll get Remove Bearing instead.

On iPhone: swipe the task and tap Bearing. If you don't see it, check your swipe actions in Settings — Bearing is one of the actions you can assign.

In Focus: right-click any task in the day's list.

If the day already has three, DayMap asks which one drops off rather than refusing or quietly demoting one. You choose the replacement.

The order follows how your day is arranged, so dragging a bearing above another renumbers them — the badges and your running order can't disagree.

Question 27

My Daily Bearings have disappeared.

Accepted Answer

Check the setting first: Settings → Show 3 Daily Bearings. On iPhone it's in the same place.

This one catches people out because the setting syncs between your devices. Switching it off on a phone turns it off on your Mac too, and the section simply isn't drawn — nothing on screen explains where it went. If bearings vanished everywhere at once and you don't remember turning them off, that's almost certainly what happened.

Two other reasons a specific bearing can disappear:

- The task was unscheduled. A bearing belongs to a day, so taking a task off the calendar clears its mark. Using Unschedule in the task editor does this; switching off "Set a specific time" does not.
- You're looking at a different day. Bearings are per-day, not a standing list.

Question 28

How do I sync my data between devices?

Accepted Answer

DayMap syncs through iCloud using your own Apple account. To use sync:

1. Make sure you’re signed into the same Apple ID and iCloud on each device.
2. Turn on sync in DayMap (a DayMap Pro feature).
3. Reopen DayMap after turning sync on or off so the change takes effect.

Your preferences travel with you too — things like the completed-tasks filter, which day your week starts on, and appearance stay in step across your devices.

Question 29

My devices aren’t syncing. What should I check?

Accepted Answer

- You’re signed into the same Apple ID on both devices.
- iCloud is enabled for DayMap in your device settings.
- You have an active internet connection.
- Give it a moment — the first sync can take a little longer.
- If it’s still not working, quit and reopen the app on both devices, then email us.

Question 30

Can I share a project with someone else?

Accepted Answer

Two different things get called "sharing," so it's worth separating them.

Sharing the purchase: yes. DayMap Pro supports Family Sharing, so one purchase covers everyone in your Apple Family group.

Sharing a project: not yet. Your projects sync privately across your own devices through iCloud, but there's no shared board two people can both edit. So your household can all *use* Pro, but you'd each keep your own projects.

It's a request we hear, and it genuinely helps shape what gets built next.

Question 31

Do my settings sync between devices?

Accepted Answer

Most of them, yes. Things like the completed-tasks filter, which day your week starts on, appearance, and whether 3 Daily Bearings are shown now stay in step across your Mac, iPad and iPhone.

A few stay on each device on purpose, because syncing them would cause problems:

- Reminders — so you’re not alerted three times for one task
- Calendar sync — so a task isn’t written into your calendar once per device
- The Quick Add shortcut — it’s a Mac keyboard shortcut

You can check it’s working on the Mac in Preferences → iCloud, which will say whether your preferences are following you.

Question 32

Do my Daily Bearings sync between devices?

Accepted Answer

Yes, with DayMap Pro. A bearing is part of the task, so it travels with everything else through your iCloud account.

The on/off setting for showing bearings syncs as well, which is worth knowing: switching the display off on one device switches it off on all of them.

On Apple Watch the numerals always show — the watch has no Settings screen to host the switch.

Question 33

Is there a DayMap app for Apple Watch?

Accepted Answer

Yes — and it’s included with the iPhone app, not a separate purchase. Install DayMap on your iPhone, then open the Watch app on your iPhone, scroll to Available Apps, and tap Install next to DayMap.

Question 34

What can I do on the watch?

Accepted Answer

- Today — see the tasks scheduled for today and check them off with a tap.
- Capture — tap the mic and speak; your words become a task in your Inbox.
- Complications — add DayMap to your watch face to see how many tasks are left today, or tap straight into capture.

Question 35

How does capturing on the watch work?

Accepted Answer

Tap the mic and talk. Your words become text right on your watch and drop into your Inbox, ready to sort later. No recordings to manage — just the note.

Question 36

Does the watch sync with my other devices?

Accepted Answer

Yes, through your iCloud account, just like your Mac, iPhone, and iPad. Tasks added on the watch appear everywhere, and tasks scheduled elsewhere show up on the watch. Syncing is a DayMap Pro feature.

Question 37

My watch isn’t showing my tasks.

Accepted Answer

The watch shows your data through iCloud sync, so check that your iPhone and watch are signed into the same Apple ID and that DayMap Pro is active with sync turned on. First sync can take a little longer — keeping the watch on its charger and near your iPhone helps.

Question 38

Does DayMap work with my calendar?

Accepted Answer

Schedule a task to a day and time and it appears on DayMap’s own day and week views — that needs no setup at all.

Beyond that, DayMap connects to your calendar in two ways, and you can use either or both. Calendar Sync adds the tasks you schedule to a calendar you choose, so they show up alongside your other events. Calendar Events does the reverse: it shows your appointments inside DayMap, next to your tasks. Both are off until you turn them on in Settings.

Question 39

Where do my events appear?

Accepted Answer

On a Mac or iPad, each day in the calendar underneath your projects shows its appointments pinned along the bottom, in time order, with any timed tasks mixed in — so you can see what's fixed and plan around it. All-day events sit just under the day's date. On iPhone, the Schedule tab does the same thing. Events are shown read-only: DayMap never changes them. Tap one to open it in your Calendar app.

Question 40

Can I choose which calendars show up?

Accepted Answer

Yes. In Settings under Calendar Events, tick only the calendars you want to see. The calendar DayMap writes your own tasks into is left off that list on purpose, so your tasks don't appear twice.

Question 41

What about Google Calendar?

Accepted Answer

That works too, as long as your Google account is already connected to your Mac or iPhone's Calendar app. You can pick one of your Google calendars as the destination for your DayMap tasks, and Google calendars can be displayed in DayMap like any other.

Question 42

DayMap can’t see my calendar.

Accepted Answer

Check Settings → Privacy & Security → Calendars and make sure DayMap is allowed.

If DayMap isn’t in that list at all, it means it has never asked for access yet. macOS lists an app there only once the app has requested permission, and DayMap requests it the first time you switch on one of its calendar features — Calendar Events or Calendar Sync, both of which start off. Turn one on and the permission prompt should appear; allow it, and DayMap will be in the list from then on.

If one of them is already on and no prompt ever appeared, quit DayMap completely and reopen it, then switch the setting off and back on.

Question 43

Clicking an event opens the Calendar app. Can I stop that?

Accepted Answer

Yes, from DayMap 1.11: Settings → Calendar Events → Clicking an event, set to Do nothing.

DayMap can't open a Google Calendar event directly. It reads your events through your device's calendar, and an event that arrives that way carries no link back to the web calendar it came from — so the choice is the Calendar app or nothing at all.

Question 44

I gave a task a time and it moved to the bottom of the day.

Accepted Answer

That's deliberate, though we're reconsidering it.

Tasks without a time are work you slot in wherever it fits, so they sit in the day's list in whatever order you've arranged. A task with a time is a fixed point, so it moves to the day's timed strip alongside your calendar events, in clock order.

The cost is the one you've noticed: giving a task a time makes it leave the list you were using to see your day. Several people have raised it and we're looking at it properly.

If you want the task back in the main list, switch off Set a specific time — it keeps its day.

Question 45

How do I restore a purchase on a new device?

Accepted Answer

Open DayMap and go to Settings. In the section that shows your DayMap Pro status, tap Restore Purchases. Make sure you’re signed into the same Apple Account you used to buy.

Question 46

How do I manage or cancel my subscription?

Accepted Answer

Subscriptions are managed through Apple: Settings → [your name] → Subscriptions on iPhone/iPad, or App Store → Account → Subscriptions on Mac. We can't cancel or change subscriptions on your behalf.

Question 47

How do refunds work?

Accepted Answer

Refunds are handled by Apple. Request one at [reportaproblem.apple.com](https://reportaproblem.apple.com).

Question 48

What happens to my tasks and projects if my subscription ends?

Accepted Answer

Nothing you made is taken away. Every project, task, note and Waypoint entry stays exactly where it is, and you can keep using DayMap to plan your day.

The simplest way to put it: DayMap Pro pays for anything that leaves DayMap. What you made inside it is always yours.

So these stop until Pro is active again:

- iCloud sync — your devices stop keeping each other up to date, and each keeps what it already had.
- Calendar sync — your tasks stop appearing in Apple or Google Calendar. Nothing is removed from DayMap.
- Reminders — notifications stop arriving. Your tasks keep their times.

And these carry on:

- Everything you've already made — including projects beyond the free plan's five. You keep them all; you just can't add a sixth until Pro is back.
- Repeating tasks you already set up — they keep appearing on the days they should. Creating a new repeating task needs Pro.

Settings will tell you plainly when something has stopped for this reason, rather than leaving you to work it out. Turn Pro back on and everything resumes where it left off.

Question 49

What happens to my Waypoint entries if my subscription ends?

Accepted Answer

Nothing is deleted. Waypoint is a Pro feature, so the panel disappears if Pro lapses — but everything you wrote stays exactly where it was, on your device and in your iCloud account.

The moment Pro is active again, all of it is there, unchanged. The same is true if you simply switch Waypoint off in Settings: it hides the panel and never removes a word.

Your Waypoint entries are also included in DayMap’s automatic backups, so you can export them at any time.

Question 50

I click Buy on the upgrade screen and nothing happens.

Accepted Answer

This was a real bug on the Mac, and it's fixed in DayMap 1.11.

The buttons on the upgrade screen only responded to a click landing exactly on the product name or the price. A click anywhere else in the row — the empty space between them — did nothing at all, with no message to explain it.

If you're on an earlier version and want to buy right now, click directly on the words ("DayMap Pro (Lifetime)") or on the price itself. Updating to 1.11 is the better fix: the whole row works, and on a Mac the pointer becomes a hand so you can see where the button is.

If you've updated and it still does nothing, please email support@daymapapp.com — that would be something new and we'd want to see it.

Question 51

I bought DayMap Pro but it hasn't unlocked.

Accepted Answer

Try Restore Purchases on the upgrade screen first. That's the usual fix on a device that hasn't caught up yet.

If that doesn't do it, the purchase may be waiting on someone else. Ask to Buy needs a family organizer to approve it, and some banks add an approval step of their own. Either way it unlocks by itself once approved — there's nothing further for you to do, and you shouldn't buy again.

From DayMap 1.11 the app tells you which of these has happened. Before that, a purchase waiting on approval looked exactly like nothing happening.

If you were charged and Pro still hasn't arrived, email support@daymapapp.com and we'll sort it out.

Question 52

Is my data private?

Accepted Answer

Completely. DayMap does not collect your data. Everything stays on your device and, if you enable sync, in your personal iCloud account — which only you can access. There are no ads, no analytics, and no third-party tracking.

That includes anything you write in Waypoint. Your entries are never sent anywhere but your own iCloud, they’re never included when you share or export a project, and they don’t appear in system search.

Question 53

Where is my data stored?

Accepted Answer

On your device, and — if you enable sync — in your private iCloud account. We never store your planning content on our own servers. See our [Privacy Policy](https://www.daymapapp.com/privacy-policy) for details.

Question 54

I used the original DayMap. Can I bring my data across?

Accepted Answer

No — and it's better to say that plainly than to leave you hoping.

The new DayMap is a complete rebuild on a different foundation, and there's no way to move projects or tasks over from the original app. You'll be starting with a clean map.

Your old app and everything in it are untouched — installing the new DayMap doesn't remove or alter anything — so you can keep the original around and refer to it while you rebuild.

The fastest way back in is usually to set up your projects first and let the tasks arrive as they come up, rather than trying to recreate everything at once. If you'd like a hand getting started, email [support@daymapapp.com](mailto:support@daymapapp.com).

Question 55

How do I back up my data?

Accepted Answer

Two separate things cover you here. Your DayMap data is included in your regular device and iCloud backups, alongside everything else on your device.

Separately, DayMap keeps its own backups — snapshots you can restore from inside the app, and export to Files or iCloud Drive on iPhone and iPad. See the answers below for how those work.

Question 56

Does DayMap back up my data?

Accepted Answer

Yes. DayMap automatically saves a copy of your projects and tasks on your device as you use it, and keeps the recent ones. You can also save one anytime from Settings → Backups → Back Up Now. This is separate from iCloud sync: sync keeps your devices matched, while a backup is a snapshot you can go back to if something gets deleted or goes wrong.

Question 57

Where are my backups, and do you get a copy?

Accepted Answer

They stay on your device — they are never sent to us and are not part of iCloud sync. On Mac you can reveal them in Finder; on iPhone and iPad you can export one to save it somewhere else, like Files or iCloud Drive.

Question 58

How do I restore a backup?

Accepted Answer

Go to Settings → Backups → Restore from Backup, pick one, and DayMap shows you exactly what it will do before anything changes. Restoring only adds back what's missing — it never deletes what you already have — and it saves a fresh backup of your current data first, just in case.

Question 59

How do I get help?

Accepted Answer

Email [support@daymapapp.com](mailto:support@daymapapp.com) any time — we typically respond within 1–2 business days. It helps to include your device and OS version, the version of DayMap you're using, and a short description of what happened and what you expected.

Question 60

I found a bug / I have a feature request.

Accepted Answer

We'd love to hear it. Email [support@daymapapp.com](mailto:support@daymapapp.com) with as much detail as you can. Feature requests genuinely shape what we build next.

How can we help?