Chapter 3 of 15 · Paywalls and Pricing
1 The bottom line
Spell out how the trial works, remind users before billing, and test length, free tastes and paid intros against your costs. Fear of surprise charges and of paying before use is what stops people.
2 Key takeaways
- Show a timeline and promise a reminder before the first charge. Fear of a surprise charge is the main thing that stops people starting a trial.
- Spelling out the 7-day trial with a Day 5 reminder and a Day 7 charge led to 23% more trial signups at

Blinkist. - Adding trial reminders gave a 48% increase in revenue at

Koby Conrad, Sunflower46:39.
- Spelling out the 7-day trial with a Day 5 reminder and a Day 7 charge led to 23% more trial signups at
- Set trial length per plan, and weigh conversion against cash and compute cost. Longer trials usually convert better, but they delay cash and cost money to serve.
- A 7-day trial on monthly and a 14-day trial on annual led to a double-digit conversion increase at

Headspace. - Trials of 17 days or longer convert 42.5% versus 25.5% for short ones

Jacob Eiting and David Barnard, RevenueCat54:37.
- A 7-day trial on monthly and a 14-day trial on annual led to a double-digit conversion increase at
- Give a limited taste of the premium product, especially to people who decline the paywall. Users who have felt the value need less convincing.
- A reverse trial moved free-user conversion from 0.4% to 4.5% in
Steve P. Young, App Masters11:16. - Upgrade rates nearly doubled after Grammarly mixed paid suggestions into free users' writing

Albert Cheng, Chess.com23:35.
- A reverse trial moved free-user conversion from 0.4% to 4.5% in
- Test a cheap paid intro or no trial where free trials leak. Free trials attract people who start and never pay, and warm buyers do not need one.
- A $1.99 first month beat a 7-day free offer, with conversion rising from 19% to 25%
Steve P. Young, App Masters6:21. - Dropping the trial on the monthly plan lifted monthly subs by 2,000% at

Nancy Anderson, Natal1:02:02.
- A $1.99 first month beat a 7-day free offer, with conversion rising from 19% to 25%
- Track trial start rate and trial to paid rate against benchmarks. They show which part of the funnel to fix first.
- Trial start rate should be 5 to 10% of downloads
Steve P. Young, App Masters7:10. - Trial to paid should average 30 to 40%
Steve P. Young, App Masters7:29.
- Trial start rate should be 5 to 10% of downloads
You give something, then you take it away.
Steve P. Young, App Masters
2.1 Measure your trial funnel first
Know your start rate and your trial to paid rate before you change anything.
- Read both rates from your trial conversion chart.

Steve P. Young, RevenueCat4:11
- Switch the chart from absolute to relative to see start rate and trial to paid side by side.
- Ask for the start rate first. If it is low, work on onboarding, paywall layout and pricing
Steve P. Young, App Masters7:10. - A niche app pushes both numbers higher. His 7-day health and fitness app converts over 60% of trial starters, and seasonal apps like fitness peak in January

Steve P. Young, RevenueCat4:11.
- Treat a start rate above 10% as great.

Steve P. Young, RevenueCat4:22
- Above 20% is amazing but very rarely seen.
- If trial to paid is below the normal range, test pricing and trial length.
Steve P. Young and Chaim, B7 Dev2:53
- Look at other variables too, not only those two.
- A client app reached about 35% after pricing and onboarding changes
Steve P. Young, App Masters7:29. - A trial never converts 100%. The highest rate Steve has heard of is about 70%
Steve P. Young, App Masters22:03.
- Fix trial activation before other funnel pieces.
Idan Waller and Steve P. Young, BlueThrone30:30
- Pick one funnel piece and work on it before the others.
- Apps BlueThrone bought went from $1,000 a month to $10,000, then $12,000, with no extra downloads or new features.
2.2 Make the trial feel safe
Say exactly what happens and when, and promise a reminder before the charge.
- Show a step-by-step timeline on the paywall.

Blinkist
- Spell out today, the reminder on Day 5 and the charge on Day 7.
- Add a reminder two days before the end and cancel-anytime messaging, as

Morrie Schonfeld, Pingo49:50 does. - Be explicit about where users are in the trial cycle, and show one or two examples of what good looks like
Oji Udezue, Typeform42:50. - Customer complaints fell by 55% after the new trial design

Blinkist. - Pingo's timeline paywall beat the one-page paywall and the social proof variant. It lifted conversion more than testing value propositions or testimonials

Morrie Schonfeld, Pingo49:50. - Pages that spell out the timeline won A/B tests at

Cem Kansu, Duolingo29:28.
- Promise a reminder, then send it.

Shaw Academy
- Shaw Academy emails users 3 days before the trial ends.
- Prime users before the paywall with a line like "we'll remind you before your trial ends"

Koby Conrad, Sunflower46:39. - Explain the trial and ask for notification permission before the timeline paywall
Steve P. Young, App Masters5:09. - The reminder gave a 14% increase in sales at over 99% significance, with no significant effect on cancellations

Shaw Academy. - Tying the permission to the reminder raised push opt-ins from 6% to 74%

Blinkist.
- Let users pick their reminder day.

Anmol Tiwari, Duolingo2:38
- Duolingo normally sent the reminder about 2 days before the end. The extra step draws attention to the promise, so users feel safe to wait until day 5 or 6 to judge the value.
- The test gave a conversion uplift

Jacob Eiting and David Barnard, RevenueCat46:30.
- Add the reminder line only where it fits.
Steve P. Young, App Masters9:17
- It works best when most buyers choose yearly. Skip it for weekly plans.
- If you cannot send a push two days before billing, leave the line out.
2.3 Set trial length by plan and by cost
Longer trials tend to convert better, so choose length per plan and test it.
- Give annual plans a longer trial than monthly plans.

Headspace
- The longer trial makes the bigger commitment more appealing.
- Test a wide spread such as 7, 14 and 30 days to see where a longer trial stops helping

Headspace. - Baselines: 7 days on yearly, sometimes 14, and 3 days on weekly. Do not jump to 30 days, which mostly won't work
Steve P. Young, App Masters11:11. - Headspace judged the test on conversion lift and accepted slower cash timing, because the extra conversions outweighed the delay

Headspace.
- Test which plan carries the trial.
Steve P. Young, App Masters13:18
- One app kept prices at $50 a year or $6.99 a week and moved the trial from the 7-day yearly plan to a 3-day weekly plan. Sales tripled with similar downloads.
- A toggle lets users switch between the weekly plan with a trial and the yearly plan without one. More people took weekly and fewer cancelled. Lifetime value rose because users forget or stay a few weeks. It suits single-use apps like photo, video, AI and PDF converters
Steve P. Young, App Masters24:59. - In the controlled test, the weekly 3-day trial brought $4,000 in three months. Variant A made about $2,000 in total, although A works well for most of Steve's clients
Steve Young, App Masters19:40. - Genie's top earner is the $12.99 Advanced weekly plan, the only one with the 3-day trial
Steve P. Young, Genie6:06.
- Weigh the conversion gain against cash flow and compute cost.

Jacob Eiting and David Barnard, RevenueCat54:37
- The long-trial lift may be selection bias, since different kinds of apps offer long trials. Many apps moved to 3-day trials for cash flow and faster data for onboarding and paywall tests.
- For AI apps, 30 days of free usage lets heavy users run up compute costs and then churn. Tolen started at 7 days and adjusted over time
Phil Carter, Elemental Growth56:05. - Use a longer trial only if your audience already trusts you. YNAB hard-gates behind a one month trial and is still a top grosser, while 14 days is typical for Steve's clients
Steve P. Young, YNAB6:55.
2.4 Give a free taste of value
Let users feel the premium product, either just before the paywall or just after they decline it.
- Run a reverse trial for users who dismiss the paywall.
Steve P. Young, App Masters8:02
- Say "enjoy a free week on us" and let them in with Pro. Use secondary onboarding to get them adopting Pro features, then say Pro ends in 5 days and offer a small discount.
- It works best when your app has low usage costs
Steve P. Young, App Masters11:16. - BoldVoice gives speech results, a practice set and a coach video free on day one, then requires the 7-day trial from day two

Anada Lakra, BoldVoice24:40. - Apple's average install to paid is 2 to 3%, against 4.5% for the reverse trial
Steve P. Young, App Masters8:02. - Counterpoint: a one-week reverse trial benchmark did not hold for ElevenReader, so test it

Jack McDermott, ElevenLabs49:10.
- Let users sample before the paywall appears.

Peptalk
- Play a premium video for 10 seconds, then overlay "Enjoying our exclusive video content?" with a "Continue to Watch" button that opens the paywall.
- Do not add a details screen first. Extra information did not build enough desire and added a step

Peptalk. - On a hard paywall, give the first scan free. If they close the paywall, push about five minutes later with "your first snap is on us". Then show the paywall again with no trial

Steve P. Young, Cal AI9:49. - The 10 second preview converted significantly better than the details screen.
- Cap a real taste of paid features inside the free tier.

Albert Cheng, Chess.com23:35
- Tie the taste to usage, not time. The free product should show everything the product can do.
- Flighty gives the first flight free with pro features, then locks them

Jeff Morris, Tinder16:25. - Routinery lets non-payers watch an ad to unlock analytics and summaries for 24 hours, then shows a 24-hour discount right away. Most users never come back for a second open
TP Young, Routinery8:43.
- Show a longer trial, not a discount, when users exit the paywall.
Steve P. Young, App Masters11:11
- Show a second paywall with a 14-day bonus trial. His usual rule is to discount decliners, but some clients found the longer trial worked better.
- Pingo shows a 3-day trial first, then a 7-day trial if the user abandons. It plans to test 10 or 14 days, after checking how those users convert post-trial

Morrie Schonfeld, Pingo52:10. - Internationally the 7-day trial converted about 2% higher than the 3-day. In the US the gap was 0.3 to 0.7 percent

Morrie Schonfeld, Pingo52:10. - The longer trial works because the user still has to subscribe afterward
Steve P. Young and Flo, Sick Days24:58.
2.5 Trim the free trial where it leaks
Remove or replace the trial for warm users, and for channels where trial starters never pay.
- Test no trial for users who start using the app unsubscribed.
Steve P. Young, App Masters22:03
- Keep the trial in onboarding, then show a no-trial paywall to people who declined and started using the app. This needs about four plans, with and without a trial.
- If you lock content you still need trials, because users already in the app are either in or out
Steve P. Young, App Masters17:40. - A friend's app saw roughly 4x more sales, reporting $122,000 without the trial versus $4,000 with it.
- A private photo vault app made $12,000 with no trial versus $4,000 with a trial
Steve P. Young, App Masters17:40.
- Try a cheap paid intro instead of a free trial, especially on web.
Igor Lyubimov, web2wave12:45
- Free trial to paid on web is two to three times lower than on mobile. A paid intro brings money right away and gives Facebook faster signals.
- Offer $1.99 for the first month, renewing at the yearly price. Paying users show willingness to pay and are easier to upsell
Steve P. Young, App Masters6:21. - Try 99 cents for the first week, or $2.99 to $3.99 for the first month on yearly, for apps people use over a year
Steve P. Young, App Masters27:53. - Rise offers a half-price first month on web, which stops the ad algorithm finding people who cancel a minute after starting
Leon Sasson, Rise Science19:40. - Coursiv says a money-back guarantee works better than a trial on web checkout
CP Young, Coursiv12:04.
- Do not stack a trial on top of a discount.
Steve P. Young, Flo Period and Pregnancy Tracker12:51
- Keep the trial on the initial paywall and remove it from the discounted one, since the discount is already the incentive.
- Drop the trial on a plan where trusted, high-intent buyers just buy.

Nancy Anderson, Natal1:02:02
- For these buyers the trial is only a delay. Natal made the change permanent after dropping the trial on its monthly option.
- Quarterly subs rose 46% and annual 21% after the change.
2.6 Where they disagree
Whether to have a free trial at all, how long it should be, and whether to take a card depend on your product and audience.
- A free trial can help, or it can add nothing.
- An invoice maker app launched without a trial, and sales rose 420% when it added one, because most people buy during onboarding
Steve P. Young, App Masters16:00. - Duolingo's trials helped even with a free tier, because they remove payment hesitation

Cem Kansu, Duolingo27:50. - Headway does not recommend free trials at all, though 99 cents for a week or three days can work
Igor Lyubimov, Headway36:54. - Skylight's trial test, with and without a card, gave no lift, because trial takers were the same people who would have subscribed anyway

Michael Segal and Mark Ungerer, Skylight57:27. - Migraine Buddy has no trial and makes $50,000 a month, because it solves a real pain

Steve P. Young, Migraine Buddy5:28.
- An invoice maker app launched without a trial, and sales rose 420% when it added one, because most people buy during onboarding
- Short trials create urgency, but long trials convert better.
- Outseta chose 7 days on purpose so users explore quickly instead of putting it off

Outseta. - Longer trials have converted better every year of the report, yet the share of short trials rises each year. Weigh the gain against the cost of free usage instead of defaulting to short

Rik Haandrikman, RevenueCat30:27.
- Outseta chose 7 days on purpose so users explore quickly instead of putting it off
- Take a card up front, take a small payment, or take nothing.
- Ladder takes no card, reasoning that a better product benefits from more people in it, and puts product effort into the first couple of workouts

Greg Stewart, Ladder38:58. - Honeydew asks for no card before the first doctor visit, at the cost of more no-shows
David Futoran, Honeydew35:24. - Noom asks most users to pay as little as 50 cents for the trial, which gives them skin in the game

Brent Zajaczkowski, Noom25:01. - The 50 cents did not change conversion much, but it improved retention per exposure.
- Ladder takes no card, reasoning that a better product benefits from more people in it, and puts product effort into the first couple of workouts
Sources
- How your free trial works: Blinkist's A/B test ·
abtest.design - 7-day trial for monthly & 14-day trial for annual subscription: Headspace's A/B test ·
abtest.design - Credit card-required free trial: Outseta's A/B test ·
abtest.design - “Trial for free” CTA: Going's A/B test ·
abtest.design - Free trial reminder: Shaw Academy's A/B test ·
abtest.design - Hard vs soft paywall: Peptalk's A/B test ·
abtest.design - Why BoldVoice charged from day 1 and ignored the Duolingo freemium playbook — Anada Lakra ·
Sub Club - We’ve Tested 100s of Paywalls. Here’s What Actually Converts. ·
App Masters - Are You Ignoring These RevenueCat Features? (Stop Losing Money) ·
App Masters - The Web2App Playbook: Scale Your App Without App Store Limits ·
App Masters - The Paywall Strategy That Increased Conversions by 56% ·
App Masters - I speedran an ai app to $100k in 70 days. ·
Superwall - How Removing the Free Trial Grew Monthly Subs 2000% – Nancy Anderson, Natal ·
Sub Club - Live App Store Optimization Tutorial (ASO) ·
App Masters - How I built a $500k/mo ai app (so you can just copy me) ·
Superwall - The AI Growth Playbook for Subscription Apps – Phil Carter, Elemental Growth ·
Sub Club - How ElevenLabs is Building Consumer Apps on its $11B Voice AI Platform ·
Subversive - App Monetization Tactics No One Is Talking About ·
App Masters - I speedran an ai app from 0 to $1m/yr in 10 months ·
Superwall - Insights from RevenueCat’s 2026 State of Subscription Apps Report ·
Subversive - The Top 10% of Apps Grew 306%. Everyone Else? Barely Beat Inflation | SOSA 2026 ·
Sub Club - Why Web Onboarding Should Sell The Problem, Not The Solution – Leon Sasson, Rise Science ·
Sub Club - The Counterintuitive Way To Nudge Users Into Free Trials – Anmol Tiwari, Duolingo ·
Sub Club - How Skylight Doubled Subscription Prices to $79 – Michael Segal & Mark Ungerer ·
Sub Club - I made 4,000 app paywalls and learned this ·
Superwall - Why Your Free Users Are Your Real Growth Engine – Cem Kansu (Duolingo CPO) ·
Sub Club - From Tinder to VC: Jeff Morris on Product-Market Fit, Monetization, and AI-Driven Growth ·
Sub Club - Copy Headway’s $100M+ Web2App Funnel Strategy (That Converts Like Crazy) ·
App Masters - This App Makes $2M Using AI Ads (Learna App Review) ·
App Masters - Black Hat App Growth Strategies You Don’t Know (But Your Competitors Might Be Using) ·
App Masters - Finding hidden growth opportunities in your product | Albert Cheng (Duolingo, Grammarly, Chess.com) ·
Lenny's Podcast - How Noom Avoided PMF Collapse in the Wake of GLP-1s ·
Subversive - How Honeydew is Reinventing Telehealth for Skincare ·
Subversive - This AI Learning App Made $1.8M in Its First Year (Coursiv App) ·
App Masters - This Morning Routine App Makes Almost $1 Million a Year! ·
App Masters - The Anatomy of a High-Converting Paywall ·
App Masters - 7 Counterintuitive App Growth Strategies That Actually Work | Steve P. Young at MAU 2025 ·
App Masters - The Greatest App Growth Hack in the World 🚀 ·
App Masters - How Runna’s Laser Focus Led to Its Successful Acquisition by Strava ·
Subversive - This Simple App Makes $50K/Month — Here's How ·
App Masters - This Calorie Tracker App Makes $800,000 a Month (Cal AI) ·
App Masters - How Ladder Nailed Product/Channel Fit on TikTok and Meta to Grow 2,000% ·
Subversive - Breaking the rules of growth: Why Shopify bans KPIs, optimizes for churn, and prioritizes intuition ·
Lenny's Podcast - Get MASSIVE Results with These 9 Simple Tiny A/B Testing Hacks! ·
App Masters - My Secret App Monetization Strategies ·
App Masters - Breaking the Money Taboo: Real Talk on App Store Revenue ·
App Masters - Try These A/B Tests to Increase Your Subscriptions (APS SF 2023) ·
App Masters - Picking sharp problems, increasing virality, and unique product frameworks | Oji Udezue (Typeform) ·
Lenny's Podcast - Mastering App Monetization: CRM & Discounting Strategies Revealed ·
App Masters - The 10 traits of great PMs, AI, and Slack’s approach to product | Noah Weiss (Slack, Google) ·
Lenny's Podcast - Boost Your App Subscription Revenue: Proven Strategies and Optimization Tips ·
App Masters - Copy This $6M App Monetization Strategy ·
App Masters - The ultimate guide to adding a PLG motion | Hila Qu (Reforge, GitLab) ·
Lenny's Podcast - Early Stage Strategies to Drive App Subscriptions ·
App Masters - This ChatGPT App Makes $200K a Month ·
App Masters - 3X Your App Valuation With These Tiny Optimizations ·
App Masters - How Snyk built a product-led growth juggernaut | Ben Williams (VP of Product at Snyk) ·
Lenny's Podcast - Customer-led growth | Georgiana Laudi (Forget The Funnel) ·
Lenny's Podcast - This Budgeting App Makes $400K a Month ·
App Masters - Growth Channels for a Niche App ·
App Masters
Part of Paywalls and Pricing in the growth library.