Sydney W.

Sydney W.

5.0

(5)

Empowering growth through meaningful career and relationship coaching!

Stanford Graduate School of Business Logo

Studied at Stanford Graduate School of Business

Grammarly Logo

Works at Grammarly

Available Monday at 7:00 PM UTC

Questions? Start chatting with this coach before you get started.

Sydney's Coaching Offerings

Custom hourly · $20/hr

Get help with Interview Prep, Skill Building, and .

Sydney’s Career Coaching Qualifications

Experience level: Executive

60+ people coached for Career Coaching

Welcome! I’m a certified life coach (Erickson Coaching International, ICF-accredited) with 10+ years leading People Operations at companies like Grammarly, CZI, Confluent, and Dropbox. I specialize in career and relationship coaching—because I believe that a better life begins with better relationships, and at the heart of everything we do—whether at work or home—is connection. Coaching has been transformative in my own life, and I’m passionate about creating that same space of clarity and growth for others. There’s no greater joy than helping someone move forward with purpose and confidence. My style is empathetic, intuitive, and rooted in asking thoughtful, perspective-shifting questions that help you rediscover your strength and direction. I’ve supported over 60 professionals across industries and life stages. Education: BBA from Simon Fraser University; executive programs at Stanford GSB and UC Berkeley Haas. If you’re navigating a transition, craving more alignment, or feeling stuck—let’s connect and chart your next chapter, together.

Sydney can help with:

Interview Prep

Skill Building

Career Planning

Cover Letters

Professional Networking

Resume Review

Personal Branding

Networking Strategy

Freelancing

Salary Negotiation

Job Search Strategies

General Exploration

View all of Sydney’s categories

Work Experience

Grammarly Logo

Head of North America People Ops and HR Compliance

Grammarly

2024 - Present

Set the vision and scale Grammarly's People Operations, Global Mobility and Contingent Workforce programs, driving employee lifecycle services, IPO readiness, M&A, global expansion, and other strategic initiatives to support our rapid growth.

Chan Zuckerberg Initiative Logo

Head of People Operations

Chan Zuckerberg Initiative

2020 - 2024

Set the vision and drive the execution of CZI's People Operations, Insights, and Employee Experience function, including employee life-cycle services and experience, people analytics, Workday & HR systems, onboarding, performance review, and other strategic programs to create a better employee experience!

Confluent Logo

Head of Global People Ops, Analytics & Talent

Confluent

2019 - 2020

Dropbox Logo

Head of Global HR Operations & Contingent Workforce

Dropbox

2014 - 2019

Education

Simon Fraser University Logo

Simon Fraser University

Bachelor of Business Administration (BBA)

Stanford Graduate School of Business Logo

Stanford Graduate School of Business

Leverage Diversity and Inclusion for Organizational Excellence

UC Berkeley Logo

UC Berkeley

Executive Education Program, Leadership

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Sydney W.

Sydney W.

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