Comparison

ChallengeUp vs Ulysses

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

Head to head
About

ChallengeUp

This app helps you build new habits, improve self-care, or break bad ones with a structured, short-term challenge system. Focus on achieving goals within 7 to 60 days to experience lasting change without the pressure of lifelong commitment.

Highlights
  • Short challenge system (7-60 days)
  • Create custom challenges
  • Track progress visually
  • Receive goal reminders
  • Share progress on social media
  • Access useful challenge tips
Features
Read full description

A challenge isn't about "changing your life in a month." It's about "trying 30 days and seeing what happens." ChallengeUp is an app for short challenges: ready-made ones from 7 to 90 days, custom ones for any length. No endless "lifelong" trackers, no promises of a "new you." Just a clear format: pick a challenge, cross the finish line, see the result. WHAT'S INSIDE 10 ready-made challenges, free. From "no sugar" to "sleep before midnight," from "read every day" to "learn a foreign language." Each one comes with a clear description — what to do, why, and what to expect. Build your own in 30 seconds. Name, duration, frequency, reminders — and you're ready. No required fields, no endless setup screens. A finish line that motivates. Every challenge ends. It's not the "forever habit" that wears you out by week three. It's a defined distance with a finish — and the feeling of "I did it." Progress cards for social media. Share your wins with people who matter — close ones, friends, followers. Get support when you need it, and lock in the result by saying it out loud. The cards are drawn so they're a pleasure to share. No ads. Ever. Not in the free version, not anywhere else. ChallengeUp Plus When the free version isn't enough: — Unlimited active challenges (up to 3 in free) — Expanded catalog of exclusive challenges, with more added over time — Duration up to 1000 days — nearly three years of practice, for those who want to go long — Home screen widget — Additional colors and customization — Support for an independent dev team WHY A CHALLENGE Most habit trackers are built on the idea of a "forever" habit — you should brush your teeth or meditate every day for the rest of your life, and a single miss breaks everything. This rarely works, because the brain isn't built for infinite distances. According to Lally et al. (2009), a stable habit forms in about 66 days, not the often-cited 21. A short challenge is a way to cover that distance without burning out: with a visible finish, and the right to stop if it's not for you. ChallengeUp is an independent app. We're not building "another habit tracker." We're building the app we'd want to use for our own challenges: no fluff, no features for the sake of features, no pointless push notifications. Just what works. Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/ Privacy Policy: https://challengeupapp.com/privacy2026

About

Ulysses

This journal app helps you build self-control by reflecting on daily temptations and the strategies used to overcome them. It offers guided breathing exercises and insights into what works for you, without any pressure of streaks.

Highlights
  • Nightly self-control journaling
  • Guided breathing exercises
  • Insight into effective strategies
  • No streak tracking
  • Cultural ropes exploration
  • Apple Watch integration
  • iCloud sync
Features
Read full description

Sailing home from Troy, Ulysses had to pass the Sirens — whose song pulled every sailor into the sea. He didn't trust willpower. He had himself tied to the mast. It wasn't strength that saved him. It was the rope. Ulysses & the Sirens is a nightly self-control journal built on that three-thousand-year-old trick. Each evening, one question: what did you resist today — and what was the rope that held you? An alarm across the room. A rule you set. The phone charging in the kitchen. Name the rope, tie the knot, and watch your voyage grow. NO STREAKS. EVER. Knots only count up. Nothing you have tied can be untied by a missed day. Quiet weeks are part of every voyage. WHEN THE SIREN SINGS Temptation doesn't wait for your evening review. One tap opens a minute of guided breathing with the rope — and the ropes that have held you before, ready to use. Hold on, then tie the knot while the win is fresh. YOUR ROPES, TESTED See which ropes actually hold you and which sirens keep returning. Insight, not guilt. THE BIGGER PICTURE Art, law, ritual, science — everything people build together is a rope against some siren that sings to all of us. Read the deck of cultural ropes, anchor the ones that hold you, attach your own thoughts and photos, and braid cards of your own. ALSO ABOARD • A knot-tying ceremony for every entry, with milestones at 7, 30, and 100 • Your journal as a golden rope of knots • Apple Watch app — tie a knot from your wrist, with the question on your watch face • Home screen widgets, evening reminder, search, and full export (PDF & JSON) • iCloud sync across iPhone, iPad, Mac, Apple Watch, and Apple Vision Pro PRIVATE BY DESIGN No account. No servers. No analytics, no trackers, no ads. Your journal lives on your devices and in your private iCloud — nowhere else. Leave any time with everything. ONE PRICE, YOURS FOREVER No subscription, no paywalls, no ads — every feature aboard, and one purchase covers iPhone, iPad, Mac, Apple Watch, and Apple Vision Pro. If the rope has held you and you'd like to give more, an optional patron's tip unlocks nothing but a golden lantern icon and our gratitude.

Screenshots

ChallengeUp4 screens
Ulysses4 screens

Verdict

The call

The clearest difference is price: ChallengeUp at Free against Ulysses's $4.99. ChallengeUp also leads on ratings volume (38 vs 1). Ulysses's advantage is device support (5 vs 1). On rating, update cadence, ads and in-app purchases there is nothing between them.

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

CostPrice · In-app purchases · Ads · Monetization

ChallengeUp is free to download; Ulysses costs $4.99 up front. ChallengeUp sells 2 in-app purchases, starting at $14.99 per year and Ulysses sells 3 one-off in-app purchases. Whichever you choose, the download price is not the number that matters.

ReceptionRating · Positive reviews · Number of ratings

On the App Store both sit at effectively the same score — 5.0 for ChallengeUp against 5.0 for Ulysses. That said, the two scores are not equally well evidenced: ChallengeUp has 38 ratings behind it against 1, so its average is the more settled of the two.

UpkeepUpdate frequency

Both ship on a similar rhythm, roughly every 2 months. The most recent releases landed on September 28, 2026 and September 25, 2026 respectively.

Scorecard4 real differences · 6 level
ChallengeUp versus Ulysses: the parameters behind the verdict, then further details
ParameterChallengeUpUlysses
PriceFree — better$4.99
Rating5.0 (38 ratings)5.0 (1 ratings)
Positive reviews89.2% of reviews—
Number of ratings38 — better1
Update frequencyEvery 2 monthsEvery 2 months
AdsNoNo
In-app purchasesYesYes
MonetizationFree — betterPaid
DevicesiPhoneiPhone, iPad, Mac, Apple Watch, Vision Pro — better
Requires iOS16.0 — better17.0
Further details — not scored
Size85 MB5 MB
Age rating12+4+
DeveloperLIKE WRONG LLPHessam Zahedi

Customer experience

ChallengeUp

All ratings38 ratings
Positive100.0%
Neutral0.0%
Negative0.0%
Written reviews65 reviews
Positive89.2%
Neutral4.6%
Negative6.2%

Ulysses

All ratings1 ratings
Positive100.0%
Neutral0.0%
Negative0.0%

In-app purchases

2 purchases

ChallengeUp

Subscriptions1
  • Plus (Annual)$14.991 Year
One-time1
  • Plus Lifetime$39.99
3 purchases

Ulysses

One-time3
  • Tip — A coil of rope$2.99
  • Tip — A new sail$6.99
  • A ship for the fleet$14.99

Questions

Is ChallengeUp free?
ChallengeUp is free to download, with in-app purchases available.
Is Ulysses free?
Ulysses costs $4.99, and also offers in-app purchases.
Which has better reviews, ChallengeUp or Ulysses?
ChallengeUp and Ulysses are both rated 5.0 out of 5 on the App Store, from 38 and 1 ratings respectively.
Do ChallengeUp or Ulysses have ads?
Neither ChallengeUp nor Ulysses shows ads.
Which is updated more often, ChallengeUp or Ulysses?
ChallengeUp ships an update every 2 months, and Ulysses every 2 months. Most recently, ChallengeUp was updated on September 28, 2026 and Ulysses on September 25, 2026.

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