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Talent & People Ops Specialist

100% remote Flexible hours Hiring now

Talent and People Ops Specialist Miami, FL preferred / Remote (US) | Full-time About Playbypoint We’re a rapidly expanding startup at the forefront of the racquet sports industry. At Playbypoint, we specialize in providing innovative enterprise software solutions that empower clubs, players, and coaches to streamline their operations and enhance their game. We’re backed by top investors, trusted by leading clubs, and scaling fast — and we’re looking for passionate individuals to join us in revolutionizing the racquet sports world with cutting-edge software. The role You’ll run the People Ops function for a 50-person company, US employees and a LATAM contractor base, so that leadership stays focused on the business. Recruiting, compliance, benefits, payroll administration, and the day-to-day employee experience are yours. It'd be a plus if you lived in Miami or the South Florida area and had easy access to our Coconut Grove office. People Ops at a high-performance company is not just an administrative function. It is a culture lever. Every hire reinforces the bar. Every onboarding experience sets expectations. This person understands that and takes it seriously. This is a Specialist-level role suited for someone with 3-5 years of People Ops or HR experience who's ready to own a function end-to-end for the first time. The scope grows as the company grows, we're at 50 people today and building fast. What you'll own

  • Full-cycle recruiting for IC and operational roles. Hiring flow will vary. You source, screen, coordinate, and close and handle all job offers and documentation.
  • HRIS and payroll administration in Gusto: onboarding, offboarding, employee changes, payroll, and benefits lifecycle.
  • Multi-state compliance across CA, FL, IL, and NC, plus IC classification compliance for ~25 LATAM contractors across multiple countries.
  • Annual benefits renewal and ongoing employee questions. 2026 open enrollment closed in May.
  • People Ops cadence: quarterly pulse surveys, all-hands coordination, onboarding for US and LATAM hires, policy and documentation upkeep.

You must have:

  • Operational rigor across HRIS, compliance, and contractor management. Gusto experience is a strong plus. Mistakes in these areas are expensive: legal, tax, employee trust. This needs to be how you work, not a goal to work toward.
  • High EQ and direct communication. You are the HR point of contact for the whole company. Comfortable with sensitive conversations and performance management.
  • Self-direction. You report to non-HR leadership. You run your own week, prioritize, and bring solutions.
  • Startup or scale-up experience. You have seen a company in growth mode. You build and document at the same time, adapt when priorities shift, and operate without a full playbook.
  • Hands-on experience implementing People and talent programs: onboarding, documentation, compliance, surveys, initiatives aligned to company goals. You improve processes, not just run them.
  • High-performance calibration. You have worked somewhere that demanded a lot and you held that standard. You bring it into every hire you make and every interaction you have.
  • Fluency with Claude or AI tools as part of everyday workflow

Nice to have:

  • Bilingual Spanish: the LATAM contractor base makes this a genuine advantage
  • SHRM-CP or PHR certification
  • Experience with Gusto HRIS and Team Tailor ATS
  • Ability to work in our Miami HQ office

How we work Playbypoint is Miami-headquartered with a distributed team across the US and LATAM. You'll own your priorities and your schedule, no one is managing your week. That said, this is a collaborative environment: you'll move fast and independently on execution, and loop in leadership on anything that touches hiring decisions, policy, or employee relations before it's final. We use Claude and AI tools as part of everyday work. This role owns People operations. The goal is a function that runs without executive attention and reinforces a high-performance culture as the team grows. Equal opportunity Playbypoint is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other protected characteristic. We are committed to building a team that reflects the diversity of the people we serve. Reasonable accommodations are available for applicants with disabilities. Please contact [email protected] if you require assistance during the application process. Apply To This Job

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