Cybersecurity Career Plans for Veterans & Career Changers

Your Next Mission: Cyber Career Ready

Every service member who's made the transition had a moment when they stopped preparing and started executing. This is yours.

Save up to $79/yr with Annual
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Free Account

Roadmap, 10 AI messages/day

14-Day Trial

Full Plus access, $0 today. Cancel anytime.

After Trial

Keep Plus ($9/mo), upgrade to Premium, or stay free.

Most Popular
Cyber Wingman PLUS
PLUS

Plus

Most Popular - everything you need to break into cyber

~$8/mo
$90/year billed once
Save $18 vs monthly
= $7.50/mo (2 months FREE)
$0 todaythen $90/yr after 14 days
  • 10 resume exports/month (tailored for each job)
  • Save up to 100 jobs & descriptions
  • Adaptive resume engine (auto-updates from badges & courses)
  • 50 daily Cipher mentor sessions
  • Full community posting access
  • Voice input for Cipher
"Perfect for: Building consistent progress, applying regularly, and leveling up between interviews."

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Cyber Wingman PREMIUM
PREMIUM

Premium

For power users who want everything

~$12/mo
$149/year billed once
Save $79 vs monthly
= $12.42/mo (4 months FREE)
  • Everything in Plus, plus:
  • Unlimited resume exports (for high-volume applications)
  • 200 daily Cipher sessions (unlimited strategy & mentor time)
  • Portfolio Builder (showcase projects & achievements)
  • Interview reinforcement (AI mock interviews + feedback)
  • Priority support from veteran mentors
"Best for: Power users who want unlimited exports and maximum AI access."

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Military, First Responder, Student, or Teacher?
Verify once β†’ exclusive discount on any paid plan

πŸŽ–οΈ Veteran-built. Mission-driven.

Cyber Wingman exists so no one has to navigate the cyber transition alone.

Veterans and spouses across the country are already using Cyber Wingman to turn their experience into cyber roles. Your mission's next.

Momentum matters. The members who keep moving each week are the ones landing interviews fastest. Most upgrade when they hit their first milestone: finishing their assessment or building their first tailored resume.

Every week, more transitioning service members take the next step.
Stay in formation. Don't stall your momentum.

πŸ“Š Compare All Features

All tiers include: community hub, GI Bill tools, certification guide, milestone tracking
COMING SOON

Level Up: ProvePoint Integration

Combine career strategy with hands-on cyber skills practice

Career Accelerator
$27/mo

CW Premium + ProvePoint Hero

  • Everything in Premium
  • Hands-on cyber drills & labs
  • Technical interview prep
Save $7/mo vs. separate ($19 + $15)
Complete Career Kit
$39/mo

CW Premium + ProvePoint Hero + Coaching

  • Everything in Career Accelerator
  • Monthly 1:1 coaching call (30 min)
  • Direct calendar access to Kevin
$12/mo for personal coaching

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