Comparison

RetireWhen vs RetireSure Simulator

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

Head to head
About

RetireWhen

This app helps you plan your retirement by allowing you to adjust various financial factors and instantly visualize their impact on your future savings and depletion age through dynamic charts and interactive sliders.

Highlights
  • Dynamic real-time charts
  • Support for 3 user profiles
  • Adjust income, savings, and spending
  • Visualize depletion age and savings breakdown
  • Interactive sliders for real-time adjustments
  • Year-by-year results view
  • Advanced variable adjustments
Features
Read full description

RetireWhen: Plan Your Future, Instantly Take control of your retirement journey with RetireWhen – the intuitive, all-in-one retirement calculator that lets you see your future take shape as you adjust your plans. Features: • Dynamic charts that update instantly as you adjust values • Support for 3 profiles: Partner 1, Partner 2, and the two Combined • Set your income, savings, retirement age, spending, and more • Visualize depletion age and savings breakdown with clear graphs • Interactive sliders to tweak retirement age and spending in real-time • View detailed, year-by-year results in the Results tab • Adjust advanced variables like growth and inflation rates • iPad and iPhone optimized – works great in both portrait and landscape • All features included – no subscriptions or in-app purchases • Save results to Files or share via text, email, etc. • Your personal info stays on your phone. None of it is shared or sold to third parties Plan smarter. Know When you can Retire. Download RetireWhen today and take the guesswork out of your future.

About

RetireSure Simulator

This app simulates retirement scenarios using historical market data to assess your financial plan's success probability. It runs thousands of simulations to account for market volatility and helps you determine safe spending levels and optimal retirement strategies.

Highlights
  • Monte Carlo simulations
  • Historical market data analysis
  • Probability of success calculation
  • Safe annual spending level determination
  • Worst-case scenario testing
  • Compare retirement ages and strategies
Features
Read full description

Will your money last through retirement? RetireSure uses real historical market data to show whether your retirement plan actually works — not just on average, but in good and bad markets. Run 10,000 Monte Carlo simulations based on 76 years of U.S. market returns (1950–2025) and see your true probability of success. Understand your plan clearly: • See your chance of running out of money • Test worst-case market scenarios • Find your safe annual spending level • Model different spending by age range — for SS bridge gap planning • Compare different retirement ages and strategies • Adjust inputs instantly and see results in real time Most retirement calculators assume smooth, average returns. Real markets don't behave that way. RetireSure stress-tests your plan against real historical conditions — including crashes, inflation spikes, and sequence-of-returns risk — so you can make decisions with confidence. Built for serious retirement planning: • No subscriptions — one-time purchase • Outcome range — median, worst 10%, best 10% scenarios • Clean, simple interface • Fast results in seconds • Based on real market history, not assumptions Know where you stand before you retire and how it's going during retirement

Screenshots

RetireWhen4 screens
RetireSure Simulator4 screens

Verdict

The call

The clearest difference is in-app purchases: RetireWhen at none against RetireSure Simulator's 1. RetireSure Simulator's advantage is ads (none vs shown) and update cadence (every 8 days vs every 4 weeks). On price, rating, review sentiment and ratings volume 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

Both are free to download. RetireSure Simulator sells 1 one-off in-app purchase. RetireWhen asks for nothing beyond the download.

ReceptionRating · Positive reviews · Number of ratings

On the App Store both sit at effectively the same score — 5.0 for RetireWhen against 5.0 for RetireSure Simulator. Both are backed by a comparable volume of ratings — 8 and 3 respectively. Written reviews split almost evenly too, at 100% and 100% positive.

UpkeepUpdate frequency

RetireWhen ships an update every 4 weeks, RetireSure Simulator every 8 days. The most recent releases landed on October 12, 2026 and October 17, 2026 respectively.

Scorecard3 real differences · 7 level
RetireWhen versus RetireSure Simulator: the parameters behind the verdict, then further details
ParameterRetireWhenRetireSure Simulator
PriceFreeFree
Rating5.0 (8 ratings)5.0 (3 ratings)
Positive reviews100.0% of reviews100.0% of reviews
Number of ratings8 — better3
Update frequencyEvery 4 weeksEvery 8 days — better
AdsYesNo — better
In-app purchasesNo — betterYes
MonetizationFreeFree
DevicesiPhone, iPadiPhone, iPad, Mac — better
Requires iOS17.617.0 — better
Further details — not scored
Size5 MB2 MB
Age rating12+4+
DeveloperOrestes MelgarejoSteve Bridgewater

Customer experience

RetireWhen

All ratings8 ratings
Positive100.0%
Neutral0.0%
Negative0.0%
Written reviews8 reviews
Positive100.0%
Neutral0.0%
Negative0.0%

RetireSure Simulator

All ratings3 ratings
Positive100.0%
Neutral0.0%
Negative0.0%
Written reviews3 reviews
Positive100.0%
Neutral0.0%
Negative0.0%

In-app purchases

None

RetireWhen

No in-app purchases

1 purchases

RetireSure Simulator

One-time1
  • RetireSure Simulator$14.99

Questions

Is RetireWhen free?
RetireWhen is free to download, with no in-app purchases.
Is RetireSure Simulator free?
RetireSure Simulator is free to download, with in-app purchases available.
Which has better reviews, RetireWhen or RetireSure Simulator?
RetireWhen and RetireSure Simulator are both rated 5.0 out of 5 on the App Store, from 8 and 3 ratings respectively.
Do RetireWhen or RetireSure Simulator have ads?
RetireWhen shows ads; RetireSure Simulator does not.
Which is updated more often, RetireWhen or RetireSure Simulator?
RetireWhen ships an update every 4 weeks, and RetireSure Simulator every 8 days. Most recently, RetireWhen was updated on October 12, 2026 and RetireSure Simulator on October 17, 2026.

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