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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 Colin
Custom hourly · $79/hr
Get help with Career Planning, Resume Review, and .
Colin also coaches for Build with AI, Product Management, and Startup Careers. View all.
Offered by Colin B.
Joined September 2026
Product @ Poolside | Strategic Career Development for Tech Professionals
I've spent 12+ years in technology and have made many of the career transitions I now enjoy helping others navigate: IT consulting → Sales Engineering → Solutions Architecture → AI → Product leadership. Along the way I've worked everywhere from 9-person companies to MongoDB and AWS, joined Poolside as an early employee, built a global Solutions Architecture team from 0 to 7, and eventually moved into Product leadership. I've hired and interviewed candidates, built hiring processes and interview loops, negotiated compensation, and gone through extensive interview processes myself across Big Tech and startups. I'm particularly well suited to helping people break into or advance within technical, Product, Solutions, cloud, and AI careers. Whether you're choosing between opportunities, repositioning your experience for a career change, preparing for interviews, improving your resume, or negotiating an offer, my goal is to give you practical advice from someone who has actually been on both sides of the table.
$39.50
30m of coaching