Comparison

Ask Lenny vs Roley.ai

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

Head to head
About

Ask Lenny

Access proven door-to-door sales techniques and tips from an industry legend. This app offers comprehensive guidance across 16 categories and over 67 sub-categories, with audio and text content to help you succeed.

Highlights
  • Door-to-door sales techniques
  • 16 sales categories
  • 67+ sub-categories
  • Audio and text content
  • Search functionality
  • Expert insights
Features
Read full description

Ask Lenny gives access to the most comprehensive and proven door-to-door sales techniques and tips from a legend in the d2d industry. Lenny Gray, author of Door-to-Door Millionaire & MORE Door-to-Door Millionaire, shares his entire library of knowledge from nearly 3 decades in the door-to-door industry. No need to wait for the answers to your most pressing questions while knocking doors, simply Ask Lenny! With 16 categories and over 67 sub-categories, Ask Lenny explores EVERY aspect of door-to-door sales that reps must know to succeed. Search functionality makes it easy to quickly find answers to your questions so you can maximize your potential on the doors. Content is shared via audio and text. It's like knocking doors with one of the most successful d2d reps of all times alongside you! Terms of Use: https://www.apple.com/legal/internet-services/itunes/dev/stdeula/

About

Roley.ai

Features
Read full description

This app allows users to record audio sales conversations for review by the Roley.ai sales analysis engine. Reports are currently only available in their linked web account (not available through the app). The app simply provides the utility of recording and uploading the call.

Screenshots

Ask Lenny4 screens
Roley.ai3 screens

Verdict

The call

The clearest difference is in-app purchases: Roley.ai at none against Ask Lenny's 2. Roley.ai also leads on update cadence (every 11 days vs every 6 weeks). On price, ads, device support and iOS requirement 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. Ask Lenny sells 2 in-app purchases, starting at $4.99 per month. Roley.ai asks for nothing beyond the download.

UpkeepUpdate frequency

Ask Lenny ships an update every 6 weeks, Roley.ai every 11 days. The most recent releases landed on October 24, 2026 and October 9, 2026 respectively.

Scorecard2 real differences · 8 level
Ask Lenny versus Roley.ai: the parameters behind the verdict, then further details
ParameterAsk LennyRoley.ai
PriceFreeFree
Rating5.0 (14 ratings) — better—
Positive reviews100.0% of reviews—
Number of ratings14 — better—
Update frequencyEvery 6 weeksEvery 11 days — better
AdsNoNo
In-app purchasesYesNo — better
MonetizationFreemium—
DevicesiPhone, iPad, iPodiPhone, iPad, iPod
Requires iOS14.0.0 — better15.1
Further details — not scored
Size50 MB61 MB
Age rating17+4+
DeveloperLenny GrayRoley.ai CORP

In-app purchases

2 purchases

Ask Lenny

Subscriptions2
  • Pro Monthly$4.991 Month
  • Pro Annual$49.991 Year
None

Roley.ai

No in-app purchases

Questions

Is Ask Lenny free?
Ask Lenny is free to download, with in-app purchases available.
Is Roley.ai free?
Roley.ai is free to download, with no in-app purchases.
Do Ask Lenny or Roley.ai have ads?
Neither Ask Lenny nor Roley.ai shows ads.
Which is updated more often, Ask Lenny or Roley.ai?
Ask Lenny ships an update every 6 weeks, and Roley.ai every 11 days. Most recently, Ask Lenny was updated on October 24, 2026 and Roley.ai on October 9, 2026.

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