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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 Cynthia
Custom hourly · $449/hr
Get help with Resume Review, Networking Strategy, and .

Offered by Cynthia D.
Joined November 2024
5.0
Former PM Exec w/ 20+ yrs exp | Top Coach 2026 | Certified Career Coach
I bring 20+ years of experience with a robust blend of technical, strategic, and leadership expertise to my coaching practice. As a product management executive (VP), I did not take the traditional PM career path. Instead, I leveraged my diverse set of work experiences — spanning engineering, consulting, and product marketing — to showcase my unique strengths and stand out in a competitive field of more traditional PM candidates. Now, I’m here to help you do the same. I specialize in empowering senior leaders to accelerate their careers and achieve meaningful personal and professional growth. Through personalized coaching, I share the strategies and tactics that helped me break into product management, thrive as a leader, and ultimately reach the executive level. My extensive experience includes leadership roles at top companies such as Bill.com, Intuit, LinkedIn, and PayPal, where I honed my skills in product management, marketing, and customer experience. During my tenure at Bill.com as VP of Product Management, I helped drive the company’s revenue growth by over 10x to approximately $1B ARR. I hold an MBA from the Kellogg School of Management and a Bachelor of Applied Science in Computer Engineering from the University of Waterloo. Whether you’re aiming for your next promotion, planning a career change, or preparing for a leadership role, I’m here to help you unlock your full potential and stand out in your career journey.
$2,000
10h of coaching