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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
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Custom hourly · $130/hr
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Dylan also coaches for Law School and College. View all.
Offered by Dylan M.
Joined February 2025
5.0
Public Interest • Tech Policy
I coach because I’ve experienced firsthand how transformative mentorship can be — especially for those navigating institutions that weren’t built with them in mind. As a law school graduate, federal judicial clerk, and former tech policy employee, I’ve worked across some of the most competitive legal and policy environments. But long before that, I was a first-generation college student from a working-class, Caribbean-American family, who found refuge and possibility in online communities. Over the years, I’ve helped others chart similarly complex paths — from public interest law to BigLaw, clerkships to tech policy. Coaching allows me to pay forward the support I once needed, while offering strategic, honest guidance to clients who are looking to break into competitive spaces or pursue unconventional goals. My approach is thoughtful, individualized, and informed by deep experience in law, government, and the tech sector. Whether you're applying to law school, preparing for a federal clerkship, or considering a pivot, I’ll work with you to build a compelling narrative and a clear strategy — grounded in authenticity, excellence, and long-term vision.
$49
30m of coaching