HR Generalist & Payroll Specialist

Collaborating Docs; United States; Remote; USD 60,000 - 80,000; Full time

Job summary

A fast-growing company is seeking a proactive HR Generalist & Payroll Specialist who thrives in a startup environment. The role involves managing payroll, onboarding, and compliance in a remote setting. Ideal candidates have startup experience and strong attention to detail.

Benefits

Medical

Dental

Vision

401(k) match

Unlimited PTO

Qualifications

• 3+ years of experience in HR and payroll.
• Knowledge of employment law, benefits, and compliance across multiple states.

Responsibilities

• Own and run weekly payroll for hourly contractors and salaried employees.
• Lead employee onboarding/offboarding and benefits administration.
• Maintain accurate state payroll and tax information.

Skills

Problem Solving

Attention to Detail

Data Entry

Compliance

Tools

Gusto

Job description

Are you the kind of person who loves solving problems without waiting for someone to point them out? Do you take pride in getting the details exactly right — every time — even when no one’s looking? If so, we might have the perfect role for you.

Collaborating Docs is scaling fast, and we’re looking for a smart, scrappy, and proactive HR Generalist & Payroll Specialist to own key parts of our people operations. This role is ideal for someone who thrives in a startup environment, isn’t afraid of admin work, and has the judgment and initiative to figure things out independently.

What You’ll Do

1. Own and run weekly payroll (multi-state, including hourly contractors and salaried employees)
2. Lead employee onboarding/offboarding, benefits administration, and compliance tracking
3. Maintain accurate and up-to-date state payroll and tax information

Who You Are

1. You’ve done this before in a startup: you know how to juggle priorities, move quickly, and handle ambiguity
2. You’re comfortable doing the work (data entry, compliance forms) and owning the work (problem-solving)
3. You have excellent attention to detail — catching typos, mismatched numbers, and small errors others might miss
4. You’re willing to handle any task, from updating forms to resolving payroll issues, and do it correctly
5. You proactively ask questions, dig deep, and come back with answers without being prompted
6. You are eager to learn, grow, and contribute to building something meaningful

Must-Haves

1. 3+ years of experience in HR and payroll (Gusto or similar platform a plus)
2. Startup experience is non-negotiable — ideally in a fast-paced, founder-led environment
3. Knowledge of employment law, benefits, and compliance across multiple states
4. Strong systems/process thinking and a get-it-done attitude
5. Based in the U.S. and authorized to work here
6. Annual Bonus: 10% performance-based
7. Benefits: Medical, Dental, Vision, and 401(k) match
8. PTO: Unlimited
9. Work Environment: 100% remote, preferably EST or CST hours

Additional Details

• Seniority level: Mid-Senior level
• Employment type: Other
• Job function: Human Resources
• Industry: Medical Practices