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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 Katy
Custom hourly · $99/hr
Get help with Career Planning, Resume Review, and .
Katy also coaches for MBA, Chief of Staff, and Leadership Coaching. View all.

Offered by Katy D.
Joined January 2025
5.0
Harvard/Stanford | Exited Startup COO | Experienced Early-Career Coach
I'm a Harvard grad and current Stanford MBA student with almost a decade of experience in a diverse range of roles - as an early startup employee, a self-employed startup consultant/freelancer, a venture capital analyst, and ultimately an exited startup COO (of a YCombinator-backed political software startup, one of the leading platforms in Democratic politics; acquired by ActBlue in 2025). I've made somewhat unconventional choices in my career - quitting jobs to become self-employed, taking risky roles at startups, etc. Along the way, I've enjoyed a great deal of success, and gained a lot of fulfillment by forging my own path. I've become an informal career coach/mentor for countless students over the last 10 years; I'm a sought-after mentor within the Harvard alumni community, well-regarded for my practical, honest advice about career decision-making and how to excel. I'm frequently told that I give the most specific, actionable advice of any mentors that my mentees have ever spoken with - and that's my goal! I'm here to listen, probe, brainstorm, and strategize alongside you.
$49.50
30m of coaching