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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 Josh
Custom hourly · $200/hr
Get help with Career Planning, Cover Letters, and .
Josh also coaches for Talent Acquisition and Break Into AI Careers. View all.

Offered by Josh S.
Joined January 2026
5.0
Expert Interview Coach | 1,000+ Hires | Former COO & TA Head
I’ve spent more than two decades on the other side of the table—building and leading recruiting functions for high‑growth companies, from early‑stage startups to global enterprises—so I know how hiring decisions actually get made. I’ve designed interview processes, partnered closely with founders and executives, and helped thousands of candidates navigate complex searches across fintech, AI, and emerging tech, which means I can translate “what companies want” into a clear, practical plan for you. As a founder and operator myself, I coach with an operator’s mindset: we set a target role, build a narrative and portfolio that match it, and then execute with structured outreach, better interviewing, and smart negotiation. Whether you’re breaking into tech, pivoting into AI, or moving up into leadership, I focus on concrete deliverables—sharper positioning, a stronger story, and a repeatable job‑search system—so you leave each session knowing exactly what to do next.
$100
30m of coaching