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Description
Most job searches don't fail because of one big problem. They fail because of one or two small ones, and nobody ever points them out. Maybe it's a resume that buries the achievements that actually matter. Maybe it's a networking approach that gets you conversations but never referrals. Maybe it's how you're answering the first interview question. Whatever it is, it's usually fixable, and it's usually invisible to you because you're the one doing it. That's what the Job Search Diagnosis is for. In this 30-minute, one-on-one live session, you'll walk a coach through your entire job search so far: what you've applied to, how you've been networking, what your interviews have looked like, where things have stalled. The coach isn't there to give you generic advice. They're there to find the specific one or two things that are quietly working against you and tell you exactly what they are. You'll leave the session knowing precisely what's been holding your search back, why it's been happening, and what to do differently starting now.
What you'll get from this package
A clear, specific diagnosis of what's actually blocking your job search (not generic feedback)
A concrete plan for what to fix and how to fix it
A clearer path to more interviews and, eventually, more offers
Additional details
Coaching delivered via live sessions.
Services included:
Career Planning
Cover Letters
Resume Review
Networking Strategy
Job Search Strategies
Interview Prep
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
More packages from Craig
Custom hourly · $275/hr
Get help with Career Planning, Professional Networking, and .
Craig also coaches for Executive Coaching, Leadership Coaching, Transitioning from the Military, Life Coaching, Business Operations & Strategy, Management Consulting, General Management, and Project Management. View all.

Offered by Craig M.
Joined October 2026
5.0
Navigate career transitions, earn promotions, and reach the next level
Welcome! I believe successful careers are built through intentional decisions, strategic positioning, and a clear understanding of where you want to go. Whether you're pursuing a promotion, navigating a career transition, or preparing for a leadership opportunity, my goal is to help you approach your next move with confidence and a practical plan. I'm a Certified Executive Coach with more than 500 hours of coaching experience and 62 leaders coached. I hold an MBA from the Yale School of Management, completed 125 hours of ICF Level 2 coaching education, and hold the U.S. Navy's Level 4 Certified Coach qualification (AQD 298). My professional background includes McKinsey & Company, senior corporate leadership roles, and service as a Commander and Commanding Officer in the U.S. Navy Reserve. I've personally navigated transitions between military service, corporate operations, engineering, and management consulting, giving me firsthand insight into career reinvention, professional advancement, and positioning transferable skills. My coaching combines structured career planning with practical leadership and business experience. I help clients identify their strengths, evaluate opportunities, develop career strategies, prepare for interviews, communicate their value, and position themselves for greater responsibility. Whether you're targeting your first management position or preparing for an executive role, we'll develop an actionable approach aligned with your long-term goals.
$49
30m of coaching