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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 · $225/hr
Get help with Career Planning, Cover Letters, and .
Charlie also coaches for Venture Capital, College, Private Equity, Startup Founders, Life Coaching, Startup Careers, and Comedy, Stand-Up & Improv. View all.
Offered by Charlie P.
Joined March 2026
5.0
Harvard Alum, Summit Investor | Navigating Career, Passion & Business Roles
I’ve navigated competitive career paths from both sides: as a candidate pursuing finance roles, and as an investor evaluating people, companies, and opportunities professionally. I have 4+ years of experience across Growth Equity, Venture Capital, and Private Equity, most recently as a Technology Investor at Summit Partners, where I was promoted early. I also graduated from Harvard, where I designed and taught a semester-long Venture Capital course to 100+ undergraduates. My coaching is especially valuable for people pursuing finance, consulting, investing, startups, or broader business roles because I can help them clarify what they actually want from a job, understand how different career paths and company environments compare, and think through opportunities using perspective from my network across tech, operating companies, startups, consulting, finance, and investing. From there, I help clients sharpen their story, prepare for interviews, and make thoughtful decisions about what comes next.
$49
30m of coaching