
Project Trailhead
Military transition guide
Only for iPhone
Free
iPhone
Leaving the military can feel overwhelming. When the structure, identity, and mission disappear, it’s easy to feel unsure of what to do next, or where to even start.
You might feel like you’re tackling everything alone, without clear direction or a plan forward.
Just like in the military, you need a mission. Project Trailhead gives you your next one.
Built from firsthand experience, Project Trailhead turns the military transition into clear, manageable daily missions so you can move forward with confidence.
ONE MISSION AT A TIME:
We know you’re busy. Between work, family, and life, finding time to focus on your transition can feel impossible.
That’s why Project Trailhead missions are short, focused, and actionable. Each takes 5-10 minutes and can be completed while you’re on-the-go, between meetings, or during a quick break in your day.
YOU’LL LEARN TO:
• FIND YOUR DIRECTION
Clarify your identity, purpose, and goals so you’re not drifting without a plan.
• PREPARE FOR WHAT’S NEXT
Learn how to translate your military experience, build a strong resume, prepare for interviews, and plan your next career move.
• NAVIGATE BENEFITS AND RESOURCES
Understand VA benefits and connect with trusted veteran resources, all without endless searching or confusion.
• TRACK REAL PROGRESS
Complete missions to earn promotions and ribbons. Start as an E-1 and work your way up while building momentum in real life.
Your military career was defined by the missions you completed. Your transition deserves one too.
Download Project Trailhead today and start your first mission!
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We’ve made your learning experience more personal with the introduction of two new guides and enhanced lesson cards.
Meet Van and Scout:
- Van brings calm, experience, and perspective with short reflections to help you think strategically about your transition.
- Scout is your peer and battle buddy, offering encouragement and practical prompts throughout your transition journey.
New In-Lesson Cards:
Lessons now include visually distinct cards that highlight Van’s strategic insights, actionable check-ins with Scout, and important resources to check out.
These cards make key takeaways easier to spot, remember, and act on.
This update focuses on clarity, motivation, and helping you get value from each lesson right away.
The developer, Project Trailhead LLC, 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 Linked to You
The following data may be collected and linked to your identity:
- Contact Info
- User Content
- Identifiers
- Usage Data
Data Not Linked to You
The following data may be collected but it is not linked to your identity:
- Identifiers
- Diagnostics
Accessibility
The developer has not yet indicated which accessibility features this app supports. Learn More
Information
- Provider
- Project Trailhead, LLC
- Size
- 33.3 MB
- Category
- Education
- Compatibility
Requires iOS 15.1 or later.
- iPhone
Requires iOS 15.1 or later. - iPod touch
Requires iOS 15.1 or later.
- Languages
- English
- Age Rating
16+
- 16+
- Frequent
Mature or Suggestive Themes
Contains
Health or Wellness Topics
- Copyright
- © 2026 Project Trailhead LLC