Life 2.0: from Active Duty to Post-Military Career
Serving your country is one of the greatest sacrifices a person can make. As a veteran, you’ve faced some of life’s toughest challenges and emerged with resilience, leadership, and a unique set of skills. But transitioning to civilian life brings a new kind of challenge—finding your place and translating your military experience into a language the civilian world understands. As a career mentor to U.S. Special Operations Forces, I help veterans navigate this transition and achieve success in the next chapter of their lives. Whether you have a clear path in mind—such as graduate school, government contracting, or a corporate role—or are still exploring careers that align with your strengths and passions, I can help you chart a successful course. This mentorship is fully tailored to your individual needs. Together, we’ll focus on what matters most to you— •. Career ISR •. Informational interviewing •. How to get past gate keepers and get directly to hiring managers •. Resume development •. Interview practice • Compensation negotiation
What's included
I customize the offering 100% to what you need -- whether that is narrowing the wold of careers to help you find what best fits your personality and natural strengths or helping you to nail interviews and negotiate an offer.
- Relevant job listings that fit your interests and qualifications
- A resume written in civilian language that positions you competitively for the positions your are targeting
- Your 30-second pitch
- An action plan that will help you reach hiring managers
- Interview STARs
Meet your expert
Randy D.
Top Mentor for US Special Operations Transitioning to Civilian Careers
With 20+ years of experience leading strategy, marketing, product management, innovation, and growth for organizations ranging from startups to Fortune 50 global companies, I’ve worked with some of the world’s most respected brands including Amazon, Apple, Google, Microsoft, P&G, Target, and many more. My experience spans technology, AI, retail, consumer products, ecommerce, fashion, and emerging ventures. Beyond corporate leadership, I’ve cofounded a Silicon Valley startup accelerator, built companies, led a strategy consultancy, and more recently developed AI-powered systems and platforms that transform how businesses operate and make decisions. Throughout my career, I’ve built high-performing teams, launched innovative products, and helped organizations navigate growth, change, and transformation. Exciting? Yes. But what matters most to me is helping people achieve goals that genuinely change their lives. I’m deeply committed to helping people grow. While new to Leland, over the past decade, I’ve coached hundreds of professionals—from early-career starters to transitioning executives and elite U.S. Special Operators—guiding them through career pivots, crafting resumes, networking, interview mastery, and offer negotiation. I meet clients where they are and help them move forward with clarity, confidence, and momentum. What I Help With • Career Strategy & Navigation – Whether you're leveling up, switching industries, or starting over, I help clarify your direction and build your roadmap. • Get Past Gatekeepers to Hiring Managers – Teach you the strategies to bypass the gatekeepers and the blackhole of ignored applications. • Career Reconnaissance to Position You for Success – Learn how to find the right role for you, get insight, build rapport, and get insiders to ask for you! • Resume & LinkedIn Optimization – Translate your value into clear, differentiated messaging that stands out in competitive markets. • Interview & Offer Coaching – Sharpen your storytelling, anticipate hard questions, and negotiate from a position of strength. • Executive Leadership Coaching – For emerging or seasoned leaders, I help you refine your leadership presence and decision-making. • Military-to-Civilian Transition – As a mentor to U.S. Special Operators, I help elite veterans translate their strengths into meaningful civilian careers. My Approach I blend two decades of experience working with some of the best companies and leaders together with coaching that’s rooted in emotional intelligence, storytelling, and authenticity. I believe successful careers start with understanding people: your audience, your team, and yourself. If you’re looking for an honest partner who has done the work, built the brands, hired the talent, and helped others rise—you’re in the right place. Let's connect.
