Senior & Operations Specialist

Company Overview

Wolf Cycle is a cutting‑edge Conversational Marketing Agency that specializes in helping professional sports teams, entertainment venues, and ticketing platforms engage, convert, and retain customers through AI and conversation marketing strategies. We leverage AI‑driven technologies to create personalized and meaningful interactions between brands and their customers. The Senior People & Operations Specialist plays a critical role in ensuring the operational foundation of the company is reliable, compliant, and built to last.

The Senior People & Operations Specialist serves as the operational control center for payroll, compliance, and revenue operations. This role is designed for a true operator — someone who builds systems, creates checklists, tracks dependencies, and anticipates problems before they impact the business. This is a behind‑the‑scenes role for a detail‑driven professional who values precision over praise and reliability over visibility.

You will own core operational functions across payroll, benefits, compliance, and financial operations, ensuring accuracy, consistency, and audit‑ready processes at all times.

• Act as the internal authority on payroll, HR operations, and compliance decisions
• Partner with leadership to recommend improvements to operational structure and tooling
• Ensure commission logic, approvals, and payout timing are clearly documented and consistently applied
• Maintain version‑controlled commission plans and payout records

• Own and manage payroll and commission processing, ensuring accuracy, timeliness, and proper documentation
• Manage Quick Books, including day‑to‑day administration and accounts receivable tracking
• Ensure payroll, commission, and revenue data remain aligned and dependable

• Serve as the primary owner of ADP, including onboarding, offboarding, employee changes, and system integrity
• Manage and administer employee benefits, acting as a reliable point of coordination
• Maintain accurate employee records and HR documentation

• Oversee multi‑state business compliance and registrations, ensuring all entities remain in good standing
• Track and maintain certificates of insurance (COIs) for clients, vendors, and partners
• Build compliance workflows that are repeatable, auditable, and low‑risk

• Build and maintain systems, SOPs, and checklists that reduce dependency on institutional knowledge
• Track dependencies across payroll, HR, finance, and compliance
• Anticipate operational risks and proactively resolve issues before they surface
  
  Keep operational processes clean, documented, and dependable

• Support policy development by translating operational needs into clear, usable documentation
• Assist with recruiting operations, including coordination and onboarding process support

• Payroll and commissions run error‑free and on time
• Compliance items are tracked proactively, not reactively
• Leadership never has to “check behind” core operational processes
• Systems and documentation allow the company to scale without chaos

• 5+ years of experience in HR operations, payroll, finance operations, or a similar operational role
• Hands‑on experience with payroll, commissions, benefits, and HR systems (ADP preferred)
• Strong working knowledge of Quick Books and accounts receivable processes
• Experience supporting multi‑state business compliance
• Exceptionally detail‑oriented with a systems‑first mindset
• Comfortable operating independently and owning critical workflows end‑to‑end
• Ability to thrive in a fast‑paced, growing organization where reliability matters

• Competitive salary and performance‑based bonuses
• Paid health/dental & vision benefits (Cigna)
• 401(k) match at 3%
• Professional development and training opportunities
• Opportunity to shape the future of conversational marketing
• Paid holidays, unlimited vacation/sick time, and flexibility to work remote

Equal Opportunity Statement Wolf Cycle is proud to be an equal‑opportunity workplace. All qualified applicants will receive consideration for employment without regard to, and will not be discriminated against based on age, race, gender, color, religion, creed, marital status, pregnancy, disability, national origin, sexual orientation, gender identity, veteran status, or any other protected category. Please let us know if you need any accommodation due to disability.

We celebrate our inclusive work environment and will always strive to create a diverse and equitable workplace by hiring people from all racial, ethnic, and socioeconomic backgrounds.