About the RoleCulture is everything at Posh. As our Head of People & Culture, you will own the full employee experience; shaping a culture that pairs an extremely high performance bar with the trust, psychological safety, and stability that empowers great people do the best work of their careers.
This is a true player-coach role reporting directly to the CEO. You will set the cultural and people strategy for the company while personally owning the operational machinery underneath it: performance management, employee relations, compensation and benefits, payroll, compliance, and the policies and agreements that keep a fast-scaling NY-headquartered company running cleanly. You'll manage our People Operations function and partner closely with our Director of Talent, who owns recruiting - freeing you to focus on the team we already have: developing them, retaining them, and building the environment they deserve.
You're joining at a pivotal moment. We're eager to build a world class team and the leaders we hire now will set the foundation for the organization we become. For the right person, this role has a clear path to VP of People as the company grows.
What You'll Learn & AchieveCulture & Organization- Own company culture as a system, not a slogan: design and run the rituals, programs, recognition, and internal communications that make Posh's Guiding Principles come to life in the day-to-day.
- Build a culture of psychological safety alongside a high performance bar - where feedback is direct and constructive, people feel safe to surface problems early, and hard decisions are communicated with clarity and humanity.
- Own team sentiment end-to-end: engagement surveys, leadership reviews, and pulse checks - and turn what you hear into visible action the team can feel.
- Design and implement a best-in-class performance management system, including clear expectations from day one, career ladders, structured review cycles, and a fair, consistent performance improvement process.
- Coach managers and senior leaders on feedback delivery, communication, and team health; act as a trusted, confidential advisor to employees at every level.
- Own onboarding and offboarding as cultural moments - ensuring new hires ramp with clarity and departures are handled with dignity, consistency, and clear communication to the team.
- Establish and collaborate with the Culture Lead (your direct report) on the team-building programming, off-sites, and internal events that make an in-person company worth showing up for.
People Operations & Compliance- Own day-to-day people operations: payroll, benefits administration, HRIS, PTO, leaves of absence, and workers' compensation.
- Collaborate with our counsel to draft, manage, and maintain employment agreements, offer letters, severance agreements, and company policies.
- Ensure full compliance with NY State and NYC employment law, as well as federal and multi-state requirements as we grow.
- Collaborate with the Director of Talent on compensation strategy: leveling, benchmarking, equity education, and benefits packages that stay competitive with the best companies in tech.
- Handle sensitive employee relations matters with empathy, confidentiality, sound judgment, and rigorous documentation.
- Collaborate with leadership on headcount planning and org design that maximizes talent density in line with company goals.
Who You Are- You believe in the importance of real-world human connection and are passionate about our mission to help the world connect more meaningfully in real life.
- You have 8+ years of progressive People/HR experience at high-growth technology companies, including experience as the senior-most people leader (or #2) at a company scaling from ~50 to 200+ employees.
- You are genuinely dual-threat: you hold strong, battle-earned opinions on culture AND you have personally owned the unglamorous operational core of HR - payroll, benefits, employment and severance agreements, compliance, and employee relations. You don't need an HRBP underneath you to function.
- You have deep working knowledge of New York State and NYC employment law and experience partnering with employment counsel.
- You have a strong viewpoint on what makes a high-performing company culture. Target companies we've sculpted our culture to resemble include Airbnb, Netflix, DoorDash, Uber, Coinbase, Toast, Square, and Ramp.
- You have designed and implemented performance management frameworks, career ladders, and performance improvement processes that raised the bar while building trust.
- You have earned a reputation as a trusted team resource: employees confide in you because your confidentiality and judgment are beyond question.
- You can effectively drive decision-making at all levels of the organization and are unafraid to respectfully challenge the CEO and leadership team when the culture demands it.
- You have an intense interest in organizational psychology and a track record of turning low-morale moments into high-trust, high-performance chapters.
- You have an entrepreneurial mindset and are willing to roll up your sleeves to get the job done.
- You are a strategic and analytical thinker with strong communication skills, and you lead with data while delivering with soul.
