HR Specialist & Operations Manager

About us:  
Syllo is on a mission to transform litigation. Our product is an AI-powered litigation workspace that enables lawyers and paralegals to safely harness the power of language models throughout the litigation life cycle. Since going to market, we have gained a diverse group of enterprise customers, including some of the biggest law firms in the country, and we are quickly expanding.  

The Opportunity
We are seeking a highly motivated and experienced HR & Operations Manager to play a critical role in building and scaling our people and operational infrastructure. This role will lead a wide range of HR operations, compliance, and diligence initiatives while also partnering closely with the business on day-to-day operational workflows. 

The ideal candidate is a detail-oriented, energetic self-starter who thrives in a fast-paced, high-growth startup environment. You bring a strong compliance mindset, enjoy rolling up your sleeves, and are excited to help design and improve systems that support a fully remote, distributed workforce. 

Key Responsibilities 

 HR Policy, Compliance & Risk Management 

• Develop, implement, and maintain HR policies, procedures, and programs for a fully remote, multi-state and international workforce, ensuring compliance with federal, state, and local employment laws (including multi-state tax, worker classification, PTO, and leave requirements). 

• Serve as a subject-matter expert and trusted advisor on employee matters with regulatory or compliance implications, including performance management, terminations, and conflict resolution. 

• Support corporate compliance initiatives, reporting requirements, and ongoing diligence efforts. 

• Assist with vendor compliance reviews and operational diligence processes. 

• Benefits & People Operations 

• Administer and manage employee benefits programs (health, wellness, retirement), ensuring accurate administration and compliance across jurisdictions. 

• Partner with vendors and internal stakeholders to ensure a positive, compliant, and scalable benefits experience. 

• Remote Employee Lifecycle 

• Design and execute streamlined, engaging, and asynchronous onboarding and offboarding processes for remote employees. 

• Ensure smooth transitions throughout the employee lifecycle while maintaining compliance and a strong employee experience. 

• Operational & Systems Support 

• Assist in the development and documentation of company-wide policies and procedures. 

• Support the design and specification of automated data flows, reporting, and analytics related to HR and operations. 

• Collaborate cross-functionally on operational projects and process improvements as the company scales. 

 Qualifications 

• Education: Bachelor’s degree required. 

• Experience: 4+ years of progressive experience in Human Resources and/or Operations, including at least 2 years supporting a fully remote or distributed workforce. 

• Compliance Expertise: Strong knowledge of multi-state U.S. employment compliance (tax, PTO, leave laws). International compliance experience is a strong plus. 

• PEO Experience: Hands-on experience working with PEO platforms and vendors. 

• Certifications (Preferred): PHR, SPHR, SHRM-CP, or SHRM-SCP strongly preferred. 

What Makes You a Great Fit? 

• 
  You are a proactive problem-solver who thrives in ambiguity and enjoys managing complexity. 

• You excel in asynchronous communication and leverage digital tools to drive clarity, connection, and efficiency. 

• You have a proven track record of supporting compliance and operational needs in a distributed, high-growth environment. 

• You’re energized by building scalable systems and being a trusted partner to leadership and employees alike. 

Ready to Join Our Team? 

• Salary Range: $90,000 – $120,000, plus equity 

• Benefits: Medical, dental, and vision coverage; 401(k); paid time off and company holidays 

If you are an HR and operations leader who’s excited to build strong foundations in a fast-growing, fully remote tech company, we’d love to hear from you!