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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 John
Custom hourly · $79/hr
Get help with Career Planning, Professional Networking, and .

Offered by John V.
Joined August 2026
Advance Your Career and Navigate Pivots, Whatever Your Background
My own career has been a series of pivots — into a non-technical field with no formal training, across industries from healthtech startups to Mark Cuban's Cost Plus Drugs to Hinge, and up from individual contributor to Chief of Staff and team leader. I've had to figure out how to break into rooms I didn't have an obvious path into, build credibility without the "standard" resume for the job, and manage the self-doubt that comes with feeling behind people who took a more conventional route. I bring that same real-world navigation to coaching: less theory, more "here's exactly what worked when I was in your shoes." As a people manager, the part of my job I care about most is developing others. I've coached colleagues, direct reports, and people outside my own company through promotions, career pivots, and first-time transitions into new roles, often when they didn't have much other support to draw on. I know what it's like to navigate a career mostly through mentorship rather than a clear ladder, and I try to be that same resource for the people I work with now, whether you're trying to break into a new field, grow in your current one, or figure out what's next when the path isn't obvious.
$49
30m of coaching