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ABOUT HANDSHAKE
Handshake is the career network for the AI economy. 20 million knowledge workers, 1,600 educational institutions, 1 million employers (including 100% of the Fortune 50), and every foundational AI lab trust Handshake to power career discovery, hiring, and upskilling, from freelance AI training gigs to first internships to full-time careers and beyond. This unique value is leading to unparalleled growth; in 2025, we tripled our ARR at scale.
Why join Handshake now:
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Shape how every career evolves in the AI economy, at global scale, with impact your friends, family and peers can see and feel
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Work hand-in-hand with world-class AI labs, Fortune 500 partners and the world’s top educational institutions
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Join a team with leadership from Scale AI, Meta, xAI, Notion, Coinbase, and Palantir, among others
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Build a massive, fast-growing business with billions in revenue
THE ROLE:
As the Head of Total Rewards at Handshake, you will lead the strategy and execution of our global compensation and benefits programs during a period of hyper-growth. This role requires both strategic vision and operational rigor. You will bring clarity and structure to a fast-evolving organization, ensuring our compensation and benefits programs scale thoughtfully with the business.
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Lead the strategy and execution of total rewards programs, spanning base compensation, equity, incentives, and benefits, aligned to business priorities and long-term value creation.
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Design scalable total rewards structures that attract and retain top talent while balancing affordability, equity burn, and cash discipline.
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Bring strong and meticulous program management to total rewards, ensuring key initiatives and targeted solutions are clearly documented, tracked, and delivered with precision.
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Partner closely with executive, business, and hiring leaders to provide high-context guidance on offers, promotions, retention, and org changes.
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Build and evolve incentive programs that align individual and team outcomes with company performance, with clear mechanics and strong adoption across leaders.
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Own benefits strategy and vendor partnerships across health, wellness, leave, and retirement, ensuring programs are competitive and experience-forward.
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Build and scale a high-performing total rewards function by leveraging the team and the right tools, systems, and partners to expand impact.
YOU HAVE:
MUST-HAVES:
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8+ years of experience in total rewards analysis and strategy, with a focus on hyper-growth, VC-backed, pre-IPO companies.
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Proven track record of developing compensation frameworks in dynamic environments.
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Deep expertise in equity compensation
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Expertise in using compensation survey tools like Pave and Radford for data-driven decision making.
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Strong analytical skills, with experience in data audits and variance analysis.
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Exceptional communication and presentation skills, with the ability to influence senior stakeholders.
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Deep knowledge of compliance standards, including FLSA and pay equity laws.
BONUS POINTS:
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Experience in leading compensation strategies through IPO
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Familiarity with HR systems such as Workday and Ashby.
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Previous experience in high-growth tech companies.
WE OFFER
Handshake delivers benefits that help you feel supported—and thrive at work and in life.
The below benefits are for full-time US employees.
🎯 Ownership: Equity in a fast-growing company
💰 Financial Wellness: 401(k) match, competitive compensation, financial coaching
🍼 Family Support: Paid parental leave, fertility benefits, parental coaching
💝 Wellbeing: Medical, dental, and vision, mental health support, $500 wellness stipend
📚 Growth: $2,000 learning stipend, ongoing development
💻 Remote & Office: Internet, commuting, and free lunch/gym in our SF office
🏝 Time Off: Flexible PTO, 15 holidays + 2 flex days
🤝 Connection: Team outings & referral bonuses
Explore our mission, values, and comprehensive US benefits at joinhandshake.com/careers http://joinhandshake.com/careers. http://joinhandshake.com/careers.
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About Handshake

Handshake
Series EHandshake is a career services platform that connects college students and recent graduates with employers for job opportunities and recruiting.
501-1,000
Employees
San Francisco
Headquarters
$3.5B
Valuation
Reviews
3.7
1 reviews
Work Life Balance
3.0
Compensation
3.0
Culture
3.0
Career
2.5
Management
3.0
25%
Recommend to a Friend
Pros
Platform available for job applications
Cons
Difficulty finding jobs
Low success rate after many applications
Salary Ranges
6 data points
Mid/L4
Mid/L4 · Goods In Team Leader and Stock Controller
1 reports
-
total / year
Base
-
Stock
-
Bonus
-
Interview Experience
5 interviews
Difficulty
3.2
/ 5
Duration
14-28 weeks
Offer Rate
60%
Experience
Positive 60%
Neutral 0%
Negative 40%
Interview Process
1
Application Review
2
Recruiter Screen
3
Technical Phone Screen
4
Onsite/Virtual Interviews
5
Final Interview
6
Offer
Common Questions
Technical Knowledge
Behavioral/STAR
Coding/Algorithm
Past Experience
Culture Fit
News & Buzz
AI Data Labeling Startup Handshake Brings Cleanlab’s Research Team In-House - CXO Digitalpulse
Source: CXO Digitalpulse
News
·
7w ago
Handshake Acquires Cleanlab To Build Data Quality And Evaluation Capabilities For Frontier AI Models - Pulse 2.0
Source: Pulse 2.0
News
·
7w ago
Handshake Acquires Cleanlab in Talent Grab for AI Data Quality - The Tech Buzz
Source: The Tech Buzz
News
·
7w ago
AI data labeler Handshake buys Cleanlab, an acquisition target of multiple others - TechCrunch
Source: TechCrunch
News
·
7w ago