TinyMilestone vs Keep Me Sober
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
TinyMilestone
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Make space for your thoughts, turn ideas into goals, and see your growth take shape. TinyMilestone is an AI journal that helps you reflect through conversation, save meaningful moments, and bring your personal journey together in one visual timeline. JOURNAL WITH AN AI ASSISTANT Not sure where to start? Talk naturally with the AI assistant about what is on your mind. When you share something worth keeping or a goal you want to pursue, the assistant can suggest a journal note or goal for you to save. Your thoughts stay yours: choose what to keep and make it part of your journal. A JOURNAL THAT SHOWS YOUR JOURNEY Instead of reducing your life to a perfect streak, TinyMilestone gives your notes, goals, habits, and milestones a place in your ongoing story. Look back on past reflections, celebrate small wins, and see how far you have come—without pressure or shame. KEY FEATURES - AI journaling assistant: Chat about your thoughts and turn useful reflections or plans into notes and goals. - Visual life timeline: See journal notes, habits, goals, and milestones together in a clear, personal feed. - Flexible “Days Since” tracking: Mark time since a meaningful change, whether you are building a new habit or tracking sobriety and recovery. - Goals and milestones: Capture what you want to do, record important moments, and celebrate progress along the way. - Personal categories: Organize your journey across areas like health, wellness, career, learning, and personal growth. - Helpful progress insights: Review consistency, milestones, and trends as your story unfolds. - Thoughtful design: Enjoy a calm, polished experience with Dark Mode and interactive home screen widgets. PRO TOOLS FOR YOUR GROWTH - With Pro, personalize your journal with unlimited custom categories, colors, and icons. - Explore weekly and monthly analytics to understand your activity over time. - See how your attention is distributed across different areas of life. - Revisit your full history and the reflections you have saved. MADE FOR REAL LIFE Use TinyMilestone to make sense of a busy day, reflect on a personal goal, build a healthier routine, track sobriety, or remember moments you do not want to lose. Start with a thought, a small step, or a fresh beginning—your journey does not have to be perfect to be worth recording. Your life is more than a streak. Reflect, keep what matters, and watch your progress grow with TinyMilestone. Download TinyMilestone and start your AI journal today. By using this app, you agree to Apple's Standard End User License Agreement (EULA). You can read the full EULA here: https://www.apple.com/legal/internet-services/itunes/dev/stdeula/
Keep Me Sober
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Keep Me Sober is a private, simple companion designed to help you stay committed to your sobriety—one day at a time. Track your daily progress, celebrate meaningful milestones, and visualize your journey with a clean, intuitive calendar. Whether you’re just starting or maintaining long-term sobriety, Keep Me Sober helps you stay motivated without pressure or judgment. Key Features: • Daily Streak Tracker – Watch your progress grow, day by day • Achievement Badges – Unlock milestones at 1, 3, 7, 14, 30, 90, 180, and 365 days • Calendar View – See your full journey with milestone markers and personal notes • Money Saved Calculator – Track how much you’ve saved based on your habits • Health Progress Insights – Monitor physical and mental improvements over time • Personal Best Tracking – Stay motivated by beating your longest streak • Supportive Reset – If you slip, your history and achievements remain • Fully Private – No accounts, no tracking, no cloud, no ads All data stays on your device. No sign-ups. No pressure. Just progress. Every day matters. Your journey starts today.
Screenshots
Verdict
The clearest difference is in-app purchases: Keep Me Sober at none against TinyMilestone's 3. Keep Me Sober also leads on update cadence (every 4 days vs every 5 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
Both are free to download. TinyMilestone sells 3 in-app purchases, starting at $2.99 per month. Keep Me Sober asks for nothing beyond the download.
TinyMilestone ships an update every 5 weeks, Keep Me Sober every 4 days. The most recent releases landed on October 11, 2026 and October 16, 2026 respectively.
| Parameter | TinyMilestone | Keep Me Sober |
|---|---|---|
| Price | Free | Free |
| Update frequency | Every 5 weeks | Every 4 days — better |
| Ads | No | No |
| In-app purchases | Yes | No — better |
| Devices | iPhone, iPad | iPhone, iPad |
| Requires iOS | 16.4 — better | 17.6 |
| Further details — not scored | ||
| Size | 79 MB | 1 MB |
| Age rating | 4+ | 17+ |
| Developer | Vladislav Siumbeli | Adam Gallo |
In-app purchases
TinyMilestone
- Monthly7 Days trial$2.991 Month
- Annual7 Days trial$24.991 Year
- Lifetime$49.99
Keep Me Sober
No in-app purchases









