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Description
Embark on your journey to becoming a standout product manager with the Cool Package—a personalized coaching plan designed to elevate your application materials and execution skills. Whether you're aiming to break into product management or advance in your current role, this plan is tailored to help you craft compelling cover letters and hone your execution strategies. With a background in computer science from Brigham Young University and a master's degree from MIT, I bring a wealth of technical expertise and industry experience to our sessions. My professional journey includes roles at Amazon, where I integrated AI into Alexa's certification process, and at Nerd United, where I led efforts in building an NFT marketplace. Currently, as a software engineer at Leland, I contribute to the very platform you're using, ensuring it meets the highest standards of innovation and usability. Here's what we'll focus on together: Cover Letter Crafting: We'll work on creating cover letters that not only highlight your technical skills and achievements but also tell your unique story. I'll guide you in articulating your experiences in a way that resonates with hiring managers and sets you apart from other candidates. Execution Excellence: Product management is all about execution. I'll help you develop strategies to effectively manage projects, prioritize tasks, and deliver results. Drawing from my experience in software development and project management, I'll provide insights and techniques to enhance your execution capabilities. Throughout our sessions, I'll offer personalized feedback and actionable advice to ensure your materials and skills are polished and impactful. My goal is to empower you to confidently present yourself as a top candidate in the competitive field of product management. Let's work together to transform your aspirations into achievements and make your mark in the world of product management.
What you'll get from this package
Tailored cover letter that highlights your unique product management skills and experiences.
Additional details
Coaching delivered via live sessions.
Services included:
Execution
Cover Letters
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 Jason
Custom hourly · $389/hr
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Jason also coaches for Executive Coaching, AI Productivity & Tooling, Business Operations & Strategy, Startup Founders, MBA, Career Coaching, and Build with AI. View all.

Offered by Jason W.
Joined October 2025
5.0
Product Exec helping you gain clarity & build thriving products & teams
I’ve spent the past several years building products, leading cross-functional teams, and translating messy ideas into clear roadmaps. My experience spans AI tools, operations platforms, home services products, and early-stage MVPs. I’ve worked closely with engineering, design, and go-to-market teams to shape product strategy, define scope, run discovery, and bring products to life. As a fractional operator and advisor, I’ve helped founders refine their vision, validate assumptions, and build products customers actually want. My coaching style is practical and hands-on. I help you break down complexity, understand your users, and turn ambition into something real and testable. Whether you’re building an MVP, tightening your product strategy, improving your discovery process, or preparing for a PM role, I bring a blend of operator experience, product intuition, and calm execution to help you move faster with confidence.
$3,501
10h of coaching