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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 Rachel
Custom hourly · $125/hr
Get help with Resume Review, Strategy & Vision, and .

Offered by Rachel D.
Joined June 2025
Former CS student turned Senior PM coaching APMs, students, & early PM
Hey hey hey! Today I’m a highly decorated Senior Product Manager at Salesforce, but I didn’t take the traditional path to get here. I started out as a computer science student fully expecting to become an engineer, until I realized I was far more interested in why we were building things than just how. I pivoted into product management without ever doing a PM internship, learned the role through trial, feedback, and repetition, and eventually earned a spot in Salesforce’s highly competitive Associate Product Manager (APM) program. That opportunity completely changed the trajectory of my career. Since then, I’ve led multiple 0 to 1 launches across AI, privacy, and data platforms in both large-scale and startup environments, which has given me a deep, practical understanding of how PMs actually succeed on the job. I’ve worked in situations where there was a clear roadmap and lots of support, and in situations where there was none at all. That range is what allows me to coach effectively. I know what it feels like to walk into ambiguity, make high-stakes decisions with imperfect information, and still be accountable for outcomes. As a coach, I translate those experiences into clear, actionable guidance for my clients. I help PMs learn how to break down messy problems, prioritize under pressure, communicate confidently with engineers and leaders, and build conviction in their decisions. Whether you’re launching your first product, navigating a fast-moving startup, or trying to level up in a large organization, I focus on building real PM instincts, not just interview answers. My goal is to help you develop the judgment, confidence, and execution muscle that actually make you successful once you’re in the role.
$1,100
10h of coaching