YWGSD vs Reclaim
Reclaim calls itself the #1 AI calendar for work, and it’s built around teams: meetings, habits and booking links. YWGSD plans one person’s tasks, and leaves your calendar alone.
Every Reclaim fact here was read on their own site on 22 September 2026. Prices move — check theirs too.
Pick YWGSD if
- you want your tasks planned, not your meetings brokered
- you use iCloud, or you want an iPhone app
- work you didn’t finish should never be assumed done
- you’d rather have no AI anywhere near your week
Pick Reclaim if
- you need a free plan, or a trial with no card
- your team books meetings with each other all week
- you want booking links and smart meeting scheduling
- you need SSO, SCIM or a SOC 2 report
At a glance
| Topic | YWGSD | Reclaim |
|---|---|---|
| Price | $24 a month, or $192 a year — $16 a month. Everything’s included on every plan. | Free Lite plan. Starter $10 per seat a month billed yearly, $12 monthly; Business $15 / $18; Enterprise $22, yearly only. No credit metering. |
| Free trial | 14 days. A card up front, and we email you 3 days before the first charge. | 14 days, no card. It drops to the free Lite plan afterwards rather than charging you. |
| Refunds | Your first payment back within 7 days, taken yourself from Settings. No asking. | Fees are non-refundable, except that cancelling an annual plan within 30 days gets 11 months back pro rata. |
| How it schedules | Every task gets a real block in the gaps between your meetings, inside the hours you allow. The day rebuilds itself whenever something changes. | Reclaim 1.0 auto-schedules tasks, habits, focus time and buffers. Reclaim 2.0, in early access, doesn’t put individual task events on your calendar at all — their own help page recommends staying on 1.0 if you want that. |
| A task you didn’t get to | Moves to your next opening and stays in front of you until you finish it or cancel it. Past its deadline it turns amber. A missed repeat never expires. | When the time passes, it assumes the work was done unless you switch auto-reopen on. |
| AI | None. The same calendar and the same lengths give the same plan every time. | AI everywhere, and no off switch we could find: agents, a planner, chat, meeting agendas, and MCP into ChatGPT, Claude, Copilot and Gemini. |
| Your calendars | Reads Google, Outlook and iCloud. Never writes to any of them. | Google and Outlook. It writes time blocks onto your primary calendar. iCloud only if you sync it into Google first. |
| Getting thoughts in | An Inbox that asks for nothing — no length, no priority, no deadline — then the once-over turns the pile into scheduled work in about a minute. | Through other tools: Slack, a Google Calendar add-on, Raycast, Google Tasks, Zapier, and on paid plans Todoist, Asana, ClickUp, Jira and Linear. |
| Phones | The web app works in any phone browser. The iPhone app is built and waiting on the App Store. No Android app. | No native iOS or Android app — their help centre says so plainly. The web app can be installed. |
| Teams | No. One person, one plan, nothing shared. | Yes, and that’s the point of it: every paid plan is a team plan. |
Price
YWGSD
$24 a month, or $192 a year — $16 a month. Everything’s included on every plan.
Reclaim
Free Lite plan. Starter $10 per seat a month billed yearly, $12 monthly; Business $15 / $18; Enterprise $22, yearly only. No credit metering.
Free trial
YWGSD
14 days. A card up front, and we email you 3 days before the first charge.
Reclaim
14 days, no card. It drops to the free Lite plan afterwards rather than charging you.
Refunds
YWGSD
Your first payment back within 7 days, taken yourself from Settings. No asking.
Reclaim
Fees are non-refundable, except that cancelling an annual plan within 30 days gets 11 months back pro rata.
How it schedules
YWGSD
Every task gets a real block in the gaps between your meetings, inside the hours you allow. The day rebuilds itself whenever something changes.
Reclaim
Reclaim 1.0 auto-schedules tasks, habits, focus time and buffers. Reclaim 2.0, in early access, doesn’t put individual task events on your calendar at all — their own help page recommends staying on 1.0 if you want that.
A task you didn’t get to
YWGSD
Moves to your next opening and stays in front of you until you finish it or cancel it. Past its deadline it turns amber. A missed repeat never expires.
Reclaim
When the time passes, it assumes the work was done unless you switch auto-reopen on.
AI
YWGSD
None. The same calendar and the same lengths give the same plan every time.
Reclaim
AI everywhere, and no off switch we could find: agents, a planner, chat, meeting agendas, and MCP into ChatGPT, Claude, Copilot and Gemini.
Your calendars
YWGSD
Reads Google, Outlook and iCloud. Never writes to any of them.
Reclaim
Google and Outlook. It writes time blocks onto your primary calendar. iCloud only if you sync it into Google first.
Getting thoughts in
YWGSD
An Inbox that asks for nothing — no length, no priority, no deadline — then the once-over turns the pile into scheduled work in about a minute.
Reclaim
Through other tools: Slack, a Google Calendar add-on, Raycast, Google Tasks, Zapier, and on paid plans Todoist, Asana, ClickUp, Jira and Linear.
Phones
YWGSD
The web app works in any phone browser. The iPhone app is built and waiting on the App Store. No Android app.
Reclaim
No native iOS or Android app — their help centre says so plainly. The web app can be installed.
Teams
YWGSD
No. One person, one plan, nothing shared.
Reclaim
Yes, and that’s the point of it: every paid plan is a team plan.
The three differences that matter
Unfinished work isn’t assumed done
When a Reclaim task event’s time passes, it assumes the work happened unless you turn auto-reopen on. In YWGSD there are two ways out and no others: you mark it done, or you cancel it. Anything else moves to your next opening and keeps moving, amber once its deadline has gone.

It reads your calendar rather than filling it
Reclaim writes its blocks onto your primary calendar, so your colleagues see them. YWGSD reads Google, Outlook and iCloud and writes to none of them — your plan lives in YWGSD, and your work calendar stays the way your employer’s used to seeing it.

An iPhone app, and iCloud without a detour
Reclaim has no native mobile app, and iCloud only works if you sync it into Google first. YWGSD connects iCloud directly with an app-specific password, and has an iPhone app built for it — it’s waiting on the App Store now.
Where Reclaim is better
Written plainly, because you’re going to find out anyway.
- a free forever plan, and a 14-day trial with no card
- team scheduling: smart meetings, booking links, shared habits
- cheaper per seat if you’re a team
- SSO, SCIM and a SOC 2 Type II report
- many more integrations
Switching takes about ten minutes
- 1
Connect your calendars
Google, Outlook and iCloud. We read them so work lands around your meetings, and we never write to them.
- 2
Say when you work
One set of hours to start with. Add more later if the evenings belong to something else.
- 3
Type your list into the Inbox
One line, Enter, next — the field keeps focus, so a whole list goes in as fast as you can type it. No lengths or deadlines yet.
- 4
Give it the once-over
How long, how important, and it’s scheduled. Keep Reclaim running alongside for a week if you like; nothing here writes to your calendar, so the two can’t fight.
The four rules behind itCompared with the others
Let your week plan itself.
14 days free. We email you before we charge, and you can cancel in one click.
Sources, all read on 22 September 2026
- Reclaim pricing
- Reclaim terms (refunds)
- Reclaim help: no native mobile apps
- Reclaim help: task events and auto-reopen
- Reclaim 2.0 early access
- Dropbox acquires Reclaim
Something here out of date? Tell us and we’ll fix it: support.