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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 · $250/hr
Get help with Career Planning, Cover Letters, and .
Tiffany also coaches for Wealth Management and Investment Banking. View all.
Offered by Tiffany W.
Joined September 2026
Former JPMorgan Recruiter - Career Coaching Backed by Recruiting
I bring a unique combination of recruiting expertise, career coaching, teaching, and business leadership to help professionals confidently navigate their careers. My background includes talent acquisition and diversity recruiting at JPMorgan Chase, along with extensive experience in recruiting, program management, career development, and coaching. Having worked on both sides of the hiring process, I understand what recruiters and hiring managers look for—and how candidates can position themselves to stand out. In addition to coaching hundreds of professionals through Challenger, Gray & Christmas, I have taught and coached graduate students at Illinois Tech and previously at DePaul University, helping students translate their education and experience into successful career strategies. I have worked with college and graduate students, international students, early-career professionals, experienced managers, and senior leaders across industries including technology, financial services, healthcare, consulting, cybersecurity, human resources, and marketing. My coaching style is personalized, practical, and results-focused. Whether you’re searching for a new role, making a career pivot, preparing for an important interview, strengthening your resume or LinkedIn profile, or positioning yourself for advancement, I’ll help you clearly communicate your value, build confidence, and develop an actionable strategy to achieve your career goals.
$125
30m of coaching