Comparison

DayBox vs Leeway

Price, ratings, monetisation and update history for both apps, side by side โ€” with what reviewers say about each.

Head to head
About

DayBox

Features
Read full description

DayBox turns a chaotic to-do list into a clear daily plan you can actually finish. Drag tasks onto a visual timeline around your real calendar, protect time for deep work, focus one block at a time, and end the day knowing what you got done. NEW IN 1.2 - Made for iPhone Duo and iPad: on the big screen, your timeline and Inbox sit side by side โ€” drag tasks straight onto your day. - Desk Mode on iPhone Duo: prop it up mid-block and the timer sits on the top half, every control on the bottom, and the screen stays on until the block ends. - Visual Countdown: a color disk that shrinks as time runs out, so you can see how long you have at a glance. - Wrap-Up Heads-Up: a nudge 5 minutes before a block ends. THE DAYBOX METHOD - 5 STEPS, EVERY DAY 1. Capture tasks into your Inbox 2. Pick your Big 3 priorities for the day 3. Drag tasks onto your daily timeline 4. Start a focus timer for each block 5. Review your wins at the end of the day That's it. Simple enough to actually stick with. PLAN YOUR DAY - Visual daily timeline with drag-and-drop time blocks - Big 3 priorities - anchor your day to what matters most - Calendar integration - see events beside your blocks, with optional two-way Apple Calendar sync - Natural language input - type "Meeting 2pm 30min #work" - Recurring tasks and day templates for your routines - Checklists inside every task - Tags to organize by project or life area - A warning before you overcommit your day - Siri & Shortcuts - add tasks hands-free FOCUS DEEPLY - A focus timer for every block - classic ring or the new Visual Countdown - Live Activity on the Lock Screen and Dynamic Island - Your task's checklist right on the focus screen - Ambient sounds: rain, forest, ocean waves, coffee shop, fireplace, white noise - Pomodoro mode with automatic breaks - Log interruptions without losing your place - Apple Watch app and Home Screen widgets FOCUS-FRIENDLY BY DESIGN Built with ADHD and visual thinkers in mind: - Visual Timeline colors your blocks by tag - Gentle Reminders swap pressure for kind wording - Visual Countdown shows time left as a shrinking disk - Wrap-Up Heads-Up, so a block never ends by surprise REFLECT & GROW - Planned vs. actual focus, tasks done, and Big 3 progress - Weekly review with charts and trends - Streaks for planning, Big 3, and focus - 20 achievement badges - Share your day as a summary card DAYBOX PRO - AI daily planning around your real calendar - always previewed, never auto-applied (try an AI-planned day free) - Adaptive replanning when your day changes - AI time estimates for your tasks - Time Insights: where your time goes by tag, and your best focus hours - CSV time-log export for invoicing and timesheets Choose monthly, yearly (free trial available), or a one-time lifetime purchase. Prices are shown in the app before you buy. Payment is charged to your Apple ID at confirmation of purchase. Subscriptions auto-renew unless cancelled at least 24 hours before the end of the current period. Manage or cancel in Settings > Apple ID > Subscriptions. Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/ Privacy Policy: https://culi.app/apps/daybox/privacy-policy

About

Leeway

This app intelligently schedules your tasks by first mapping your existing calendar events and reminders. It then finds available time slots to fit your to-dos, automatically adjusting the schedule as your day progresses. Features include a visual timeline, goal setting, and a focus timer.

Highlights
  • Automatic task planning into free time
  • Integrates with Apple Calendar and Reminders
  • Visual timeline view of the day
  • Goal setting with time limits
  • Focus timer with Lock Screen and Dynamic Island support
  • iCloud sync across devices
Features
Read full description

Leeway shows how much free time you really have today, then fits your tasks into it. Your calendar events, reminders and routines go on the timeline first. Leeway counts the hours that are left. Tap Plan and your tasks land in the open gaps, around everything that's fixed. When the day changes, Leeway moves the rest and shows you what moved. PLAN THE DAY IN ONE TAP โ€ข Plan my day places your tasks in the free time you actually have, and says where anything that won't fit goes. โ€ข Plan the week spreads work across the days ahead. โ€ข Running late? Make it fit reshuffles the rest of today. WORKS WITH YOUR CALENDAR AND REMINDERS โ€ข Apple Calendar events and Reminders appear on your timeline. โ€ข Move a task to another day and its reminder or event moves with it. SEE THE WHOLE DAY โ€ข A timeline from wake-up to bedtime, every hour in its place. โ€ข Your free time, counted live as the day goes on. โ€ข The week at a glance, before it fills up. KEEP TIME FOR WHAT MATTERS โ€ข Goals with a floor for what matters and a cap for what drifts. โ€ข A focus timer on your Lock Screen and in the Dynamic Island. โ€ข Widgets, an Apple Watch app, and iPad, in sync over iCloud. SAY IT ALL, GET A PLAN (LEEWAY PRO) โ€ข Type or speak a messy list, and Leeway picks out the tasks, times and deadlines and plans them. With Apple Intelligence, it all runs on your device. PRIVATE BY DESIGN โ€ข No account and no sign-up. โ€ข Your data syncs through your own iCloud. LEEWAY PRO Planning, the timeline, goals, focus, widgets, the Watch app and iCloud sync are free. Leeway Pro adds the AI planner, voice capture, unlimited projects and milestones, custom categories, trends and history, and themes. Monthly, yearly with a free trial, or a one-time lifetime unlock. Give yourself a little leeway. Terms of Use: https://leeway.innovatism.app/leeway/terms/

Screenshots

DayBox4 screens
Leeway4 screens

Verdict

The call

The clearest difference is update cadence: Leeway at fortnightly against DayBox's monthly. On price, ads, in-app purchases and device support there is nothing between them.

Scored on Price ยท Rating ยท Positive reviews ยท Number of ratings ยท Update frequency ยท Ads ยท In-app purchases ยท Monetization ยท Best chart rank ยท Devices ยท Requires iOS

CostPrice ยท In-app purchases ยท Ads ยท Monetization

Both are free to download. DayBox sells 3 in-app purchases, starting at $4.99 per month and Leeway sells 3 in-app purchases, starting at $1.99 per month. Whichever you choose, the download price is not the number that matters.

UpkeepUpdate frequency

DayBox ships an update monthly, Leeway fortnightly. Both last shipped on November 13, 2026.

Scorecard1 real difference ยท 7 level
DayBox versus Leeway: the parameters behind the verdict, then further details
ParameterDayBoxLeeway
PriceFreeFree
Positive reviewsโ€”0.0% of reviews
Update frequencyMonthlyFortnightly โ€” better
AdsNoNo
In-app purchasesYesYes
Monetizationโ€”Freemium
DevicesiPhone, iPad, Apple WatchiPhone, iPad, Mac, Apple Watch โ€” better
Requires iOS17.0 โ€” better18.0
Further details โ€” not scored
Size38 MB75 MB
Age rating4+4+
DeveloperRene FandidaInnovatism LLC

In-app purchases

3 purchases

DayBox

Subscriptions2
  • DayBox Pro Monthly$4.991 Month
  • DayBox Pro Yearly7 Days trial$39.991 Year
One-time1
  • Lifetime$99.99
3 purchases

Leeway

Subscriptions2
  • Pro Monthly$1.991 Month
  • Pro Yearly7 Days trial$9.991 Year
One-time1
  • Pro Lifetime$19.99

Questions

Is DayBox free?
DayBox is free to download, with in-app purchases available.
Is Leeway free?
Leeway is free to download, with in-app purchases available.
Do DayBox or Leeway have ads?
Neither DayBox nor Leeway shows ads.
Which is updated more often, DayBox or Leeway?
DayBox ships an update monthly, and Leeway fortnightly. Most recently, DayBox was updated on November 13, 2026 and Leeway on November 13, 2026.

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