Sydney W
Career and relationship coach with a People Operations background
| Hourly rate range | $100 to $175 an hour |
|---|---|
| Focus areas | |
| Works with | Professionals |
| Also coaches | Dating coach and Executive coach |
| Credentials | Certified life coach, Erickson Coaching International; ICF-accredited coach training; BBA, Simon Fraser University; Executive program, Stanford GSB; Executive Education Program in Leadership, UC Berkeley Haas |
Sydney W is a career and relationship coach who works with professionals across industries and life stages. Sydney has coached over 60 clients. Before coaching, Sydney spent more than 10 years leading People Operations at Grammarly, Chan Zuckerberg Initiative, Confluent, and Dropbox. Sydney is a certified life coach through Erickson Coaching International. Sessions rely on thoughtful questions that help clients see their situation in a new way.
What Sydney helps with
Sydney helps people who are in a career transition, feel stuck, or want their work and life to line up better. Relationships are also a focus.
- Career planning
- Cover letters
- Moving through a career transition
- Feeling stuck in your current role
- Finding more alignment between work and life
- Building stronger relationships at work and at home
Who Sydney works with
Sydney has coached over 60 professionals across industries and life stages. Clients tend to be people going through a transition, feeling stuck, or wanting more alignment in their careers and lives.
Background and qualifications
Sydney spent more than 10 years leading People Operations and HR teams at well-known tech and nonprofit organizations. Roles included Head of North America People Ops and HR Compliance at Grammarly, Head of People Operations at Chan Zuckerberg Initiative from 2020 to 2024, Head of Global People Ops, Analytics and Talent at Confluent, and Head of Global HR Operations at Dropbox from 2014 to 2019. Sydney is a certified life coach through Erickson Coaching International, which is ICF-accredited. Education includes a BBA from Simon Fraser University and executive programs at Stanford GSB and UC Berkeley Haas.
Sydney W pricing
Programs and services
- Custom hourly coaching sessions
Sydney W reviews
Sydney W has a 5.0 out of 5 rating from 5 reviews on Leland, as of September 2026.
The CoachVouch take
A career and relationship coach who spent over 10 years leading People Operations at Grammarly, CZI, Confluent, and Dropbox.
Best for professionals facing a career transition who want a coach with deep HR and People Operations experience.
Common questions
How much does Sydney W charge?
Coaching with Sydney runs $100 to $175 an hour. Request an intro for an exact quote.
What does Sydney W help with?
Sydney W helps with career planning, cover letters, moving through a career transition and feeling stuck in your current role.
Does Sydney W have reviews?
Sydney W has a 5.0 out of 5 rating from 5 reviews on Leland, as of September 2026.
Is Sydney W certified?
Sydney W lists: Certified life coach, Erickson Coaching International; ICF-accredited coach training; BBA, Simon Fraser University; Executive program, Stanford GSB; Executive Education Program in Leadership, UC Berkeley Haas.
Does Sydney W coach on relationships as well as careers?
Yes. Sydney specializes in both career and relationship coaching.
How do I contact Sydney W?
Request an intro on this page. It's free, and we'll connect you with Sydney and, if you want, 2 or 3 similar coaches to compare.
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Last updated September 2026. Request a correction.