About Randy

With 20+ years of experience leading strategy, marketing, product management and innovation for top companies ranging from startups to Fortune 50 global giants, I’ve led and worked with some of the most respected companies in the world like Amazon, Apple, Google, Microsoft, P&G, Target, and many more. I bring expertise from many domains including Tech, CPG, Retail, Consumer Products, Couture Fashion, etc. After achieving my corporate goals, I cofounded a Silicon Valley startup accelerator, started companies, and lead a strategy consultancy. I’ve built high-performing teams, launched category-defining products, and drove record-setting growth consistently across my career. Exciting? Yes. But what really matters to me is helping others to achieve their dreams. 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.