Hit Me Maybe
Blackjack Strategy Trainer
Free · In‑App Purchases · Designed for iPad. Not verified for macOS.
Know the right play on every blackjack hand. Practice with live coaching, drill your weak spots with a personal accuracy heatmap, and level up through Career mode.
Hit Me Maybe teaches you basic blackjack strategy -- the mathematically optimal way to play every hand. Whether you're hitting the casino for the first time or sharpening your game, this app makes learning fast, interactive, and actually fun.
STUDY MODE
Flip through 27 strategy flash cards covering every hand type: hard totals, soft totals, and pairs. Each card explains the correct play and why. Reveal answers at your own pace.
QUIZ MODE
Test your knowledge with multiple-choice questions. Each quiz card shows your hand, a random dealer upcard, and four actions -- Hit, Stand, Double, or Split. Get instant, color-coded feedback.
PRACTICE MODE
Play full blackjack hands at a simulated 6-deck table. After every decision, the app grades your play against basic strategy and shows real-time coaching. A green banner means you played it perfectly -- otherwise it tells you the better move.
STRATEGY DRILL
Sharpen specific weak spots with focused drills -- streak, survival, speed, gauntlet, and a daily challenge.
CAREER MODE
Climb a chapter-by-chapter path of levels, earning stars as you master each stage of basic strategy.
STATS & TRENDS
Track accuracy across every category with a personal accuracy heatmap, streaks, XP, and a monthly competition. Know exactly where you need more work.
WHAT YOU GET
- 27 strategy cards covering all common blackjack scenarios
- Study and Quiz flash cards with instant grading
- Practice mode with 6-deck shoe simulation and real-time coaching
- Strategy drills and a chapter-based Career mode
- Accuracy heatmap, stats, trends, and a monthly competition
- Casino-themed interface with smooth animations
- Full accessibility support (VoiceOver, Dynamic Type)
Basic strategy reduces the house edge to roughly 0.5%. Memorizing it is the single most valuable skill any blackjack player can develop -- Hit Me Maybe makes that process straightforward.
Strategy Pro (an optional subscription) unlocks unlimited practice, full Quiz access, the complete stats dashboard, and the monthly competition.
SUBSCRIPTION DETAILS
Strategy Pro is an auto-renewable subscription, offered monthly and yearly. Payment is charged to your Apple Account at confirmation of purchase. The subscription automatically renews unless it is canceled at least 24 hours before the end of the current period. Your account is charged for renewal within 24 hours prior to the end of the current period. You can manage or cancel your subscription in your Apple Account settings after purchase.
Terms of Use (EULA): https://www.apple.com/legal/internet-services/itunes/dev/stdeula/
Privacy Policy: https://taylorengelking113.github.io/hit-me-maybe-support/privacy.html
Ratings & Reviews
Say hello to Hit Me Maybe — same trainer you know, with a fresh identity:
• New name and a brand-new winking-Ace icon and mascot
• Redesigned launch screen and refined jade theming throughout
• Cleaner Hit / Stand / Double / Split buttons
• Your stats, streaks, and progress carry over untouched
Thanks for playing! If the app is helping your game, a quick rating goes a long way.
The developer, Taylor Engelking, indicated that the app’s privacy practices may include handling of data as described below. For more information, see the developer’s privacy policy .
Data Not Collected
The developer does not collect any data from this app.
Accessibility
The developer has not yet indicated which accessibility features this app supports. Learn More
Information
- Seller
- Taylor Engelking
- Size
- 5.8 MB
- Category
- Education
- Compatibility
Requires iOS 18.5 or later.
- iPhone
Requires iOS 18.5 or later. - iPad
Requires iPadOS 18.5 or later. - Mac
Requires macOS 15.5 or later and a Mac with Apple M1 chip or later. - Apple Vision
Requires visionOS 2.5 or later.
- iPhone
- Languages
- English
- Age Rating
4+
- 4+
- In-App Purchases
Yes
- Hit Me Maybe Pro $34.99
- Hit Me Maybe Pro $4.99
- Copyright
- © 2026 Taylor Engelking