Top 5 tips for a Successful Military Transition

The time has come to turn in your gear, let your hair down, and wake up without formation. What a profound change—in your life, your structure, and most of all, your family dynamic. Your military gear will eventually find its way to a dusty corner of the attic, only to be rediscovered when you’re digging out Christmas decorations. And sure, pieces of memorabilia will be scattered throughout your home or proudly displayed in your new work-from-home office.

From time to time, you’ll reflect: “I used to be this, but now I am that.” Doubts may creep in: “Can I do this job?”, “Am I capable of doing something different?”

These thoughts can bring a flood of emotions—fear, uncertainty, lack of self-worth, and even imposter syndrome. But let me tell you this: You are exactly where you are meant to be.

You bring immense value wherever you go. Your knowledge, life experience, and leadership are part of your DNA. You naturally enhance cultures in any organization you join. And here’s the reality: Statistically, veterans are top performers within the first 12 months of starting a new chapter.

In a previous article, we tackled the five common mistakes I’ve encountered and observed along this journey. Now, let’s explore what makes a transition successful—and how you can make this next chapter one of purpose, growth, and fulfillment.

1. Clear Values and Goals: The first step toward a successful career transition is determining your core values. These are the guiding principles that reflect what truly matters to you. Once your values are clear, you can align them with your career goals and objectives. Having a well-defined vision not only brings clarity to your job search but also streamlines decision-making throughout the process. In my conversations with transitioning veterans, I often ask: “What do you want to do?” or “If you could do anything, what would that be?”. Many veterans have a sense of what they’d love to do, but they haven’t yet considered how those ideas can translate into real, achievable careers. That’s when I ask a key question: “what’s holding you back?”. This question prompts self-reflection and reveals obstacles. As we talk through those challenges and obstacles, the path forward usually becomes clear. By the end of the discussion, we establish actionable goals that align with their values, giving them a plan to move ahead with confidence.
2. Skill Assessment: All those tech schools, leadership courses, and NCO academies? Now’s the time to cash in on them. Take a moment to inventory your skills and experiences—understand how they translate to civilian roles and prepare to clearly articulate their value during interviews. I know I sound like a broken record saying this, but it’s crucial. This is one of the hardest parts of transitioning, yet mastering it can pay off astronomically. It’s not just about listing what you’ve done; it’s about identifying how your experience aligns with what civilian employers are looking for. Investing time in this area now will give you a major edge in your transition, ensuring you can confidently showcase how your military background makes you the perfect fit for your next role.
3. Networks, Coaches, and Mentors: Building and leveraging a professional network is essential. Connect with other veterans, industry professionals, and mentors who can offer guidance, insights, and potential job leads. These relationships can open doors and help you navigate challenges during your transition. Many of those "aha moments"—the breakthroughs that help you see a clear path—often come from working with a coach. Their outside perspective can push you to think strategically, identify blind spots, and reach your objectives faster. A combination of mentors, coaches, and a strong network will set you up for success, giving you both the support and direction needed to thrive in your civilian career.
4. Education and Training: Consider pursuing additional education or certifications to enhance your qualifications and increase your competitiveness in the job market. I’m a strong advocate for personal and professional growth—and an even bigger fan of pursuing what you love. If getting your MBA after separation excites you, go for it. Just remember: Do it for you, not for anyone else (See Tip #1 on Clear Values and Goals). There are many veteran-focused programs designed to bridge gaps and get you up to speed, especially within Tech Sales. I’ve worked closely with a few of these programs and can confidently recommend them for those eager to enter this field. Whether it’s certifications, workshops, or bootcamps, these resources provide targeted training and industry insights that will position you for success. The key is to align your educational choices with both your personal interests and career goals, creating a path that feels fulfilling and sustainable.
5. Emotional Support: Transitioning from the military can be emotionally challenging. It’s essential to seek support from family, friends, or veteran organizations to help you navigate the changes and maintain your well-being. Those who thrive during this journey often build a strong support network. They make time for loved ones, get involved with veteran organizations, participate in disaster preparedness efforts, or even coach their children’s sports teams. Engaging in these activities not only fosters emotional health but also creates a sense of purpose and belonging. A solid support system—whether it's family, friends, or a community—can make all the difference. Surrounding yourself with people who uplift you will help you stay grounded and resilient throughout your transition.

There are many stages to a successful transition from the military, but remember—this is your journey, no one else’s. You need a goal to drive toward, your own personal "mission."

I’ve seen transitioning veterans experience every emotion imaginable—from extreme highs to deep lows. And you know what? I understand 100% what you’re going through because I’ve gone through it too. Success doesn’t come without setbacks. You have to fail to succeed.

Chris Robinson once shared an analogy that stuck with me, and now I’ll ask you the same: This transition is your tree. If I asked you to cut down your tree, would you hit that one tree five times or would you hit five trees one time?

The message is clear: Have a plan, be intentional, and stay focused. Be humble and hungry as you move forward. Every veteran who’s come before you has faced this journey—and we’re all here, cheering you on.

You’ve got this. And never forget: you’re part of one of the largest support systems on the planet. Reach out, stay connected, and keep moving forward. Your mission is within reach.

From Military Service to Corporate Success! ??

I help transitioning service members re-brand themselves for success in the corporate world through:

??? Coaching and mentoring that unlocks potential

?? Re-branding strategies to bridge the military-to-civilian gap

?? Creating opportunities for growth and leadership in tech

Passionate about guiding others through this transformative journey. Let’s connect if you're navigating a career transition or just want to chat about leadership and personal growth!

#LeadershipInTransition #MilitaryToCorporate #Cisco #Veteran #Leadership #Coaching