Head of People Operations

Skylight

1d•$170,000 - $240,000•Remote

About The Position

As our Head of People Operations, you’ll be responsible for leading people operations across the company so we can continue to attract, empower, and retain amazing public interest technologists. Your work will be central to improving and scaling our ability to make a genuine difference in the world. Our Head of People Operations must have proven experience navigating the evolving legal, regulatory, and social landscapes while preserving organizational values and maintaining trusted relationships with employees, leaders, customers, and government stakeholders.

Requirements

Experience as a people operations leader or similar role
Experience scaling people operations in a fast-growing organization
Demonstrated experience building high-performing, mission-driven workplace cultures where employees feel respected, supported, and empowered to do their best work
Sound judgment balancing transparency and visibility with confidentiality, privacy, and risk
Experience recruiting design and technology professionals, such as product managers, product designers, user researchers, content strategists, software engineers, and DevOps engineers
Experience working with remote teams
Awareness of relevant labor laws and how to comply with them
Ability to operate at strategic and tactical levels
Excellent interpersonal, motivational, and relationship management skills
Organized, detail-oriented, and quality-minded
Superior written and oral communication skills
Strong data and analytical skills
Comfortable navigating Human Resources Information Systems, Applicant Tracking Systems, and tools that support performance management and other HR functions
Passionate about creating better public outcomes through great government services
A mindset and work approach that aligns with our core values
Ability to travel for work from time to time
All work must be conducted within the U.S.
You must be legally authorized to work in the U.S. now and in the future without sponsorship.
As a government contractor, you may be required to obtain a public trust or security clearance.
You may be required to successfully complete a company background check.

Nice To Haves

Experience with Rippling or a comparable HRIS
Experience in a government contracting, consulting, or professional services environment

Responsibilities

Manage the talent life cycle, from workforce planning through onboarding, as part of the broader employee life cycle
Provide leadership to the Head of Recruiting, who reports to this role, and grow the talent function over time
Understand the current and future talent needs of the organization, and build and maintain a strategic talent pipeline
Manage the onboarding process
Ensure awareness of and compliance with relevant labor laws, and lead employee relations, including sensitive and legal matters
Perform benchmark research on compensation and benefits, and partner on HR functions such as payroll
Manage and optimize our HRIS (Rippling)
Create organizational charts and define each position’s responsibilities
Manage the offboarding process
Own company-wide employee engagement: design and run engagement programs that reach across business units
Manage our performance management system (e.g., individual performance planning, performance evaluation, internal promotions, continuous feedback)
Support the development and ongoing improvement of a professional capability framework for describing and measuring how to progress and be successful in various roles at Skylight
Discuss career-pathing options with high-potential employees and their team leaders
Organize and oversee individual and team training programs (both internal and external)
Design programs that build culture, drive engagement, and retain great people as we scale
Create and implement succession plans
Partner closely with business unit leaders and the executive team to align people strategy with the needs of the business
Infuse diversity, equity, and inclusion into every aspect of our people operations, such as attracting candidates from diverse talent pools, eliminating biases in our recruiting/hiring processes, and building relationships with diversity-focused organizations
Implement data-driven approaches to continually improving our people operations and talent outcomes
Understand and drive the adoption of emerging best practices related to people operations

Benefits

Medical insurance, dental insurance, vision insurance
Short-term and long-term disability insurance
Life and AD&D insurance
Dependent care FSA, healthcare FSA, health savings account
Dollar-for-dollar 401(k) match up to 10% of your salary with no vesting period
Paid time off, including 20 vacation days, 11 federal holidays, and flexible sick leave
Up to 12 weeks paid time off for all eligible new birth, adoption, or foster parents
Performance rewards, including annual salary increase, annual performance bonus, spot bonuses, and stock options
Business development / sales bonuses
Referral bonuses
Annual $2,000 allowance for professional development
Annual $750 allowance for tech-related purchases
Annual swag budget of $100 to display your Skylight pride with some merchandise (hoodies, hats, and more)
Dollar-for-dollar charity donation matching, up to $500 per year
Flexible, remote-friendly work environment
An environment that empowers you to unleash your superpowers for public good