Consultant, Payroll Operations

Pilot.comNashville, TN
$65,600 - $88,800Remote

About The Position

Pilot's Financial Operations team helps startup founders and business owners manage critical people operations across payroll, benefits, and HR administration for a portfolio of growing businesses. We are hiring a Consultant, Payroll Operations to provide hands-on payroll and HR operations support to that portfolio. This Consultant owns recurring payroll processing, payroll and HRIS implementations and provider transitions, benefits administration, employee onboarding/offboarding, and multi-state payroll tax registration and compliance - working directly with clients to keep payroll accurate, on time, and scalable as teams grow.

Requirements

  • 2-4+ years in payroll administration, payroll operations, HR operations, benefits administration, or a related field.
  • Processed and managed payroll start to finish, with working knowledge of federal, state, and local payroll tax — including multi-state registrations, compliance, and navigating employees across jurisdictions.
  • Experience implementing or supporting payroll and HRIS platforms (Rippling, Gusto, ADP, Paychex, or similar) and transitioning companies between providers.
  • Comfortable administering benefits (health insurance, 401(k)s) and managing onboarding/offboarding, deductions, employer contributions, and employee data across systems.
  • Manages multiple clients, payroll calendars, and deadlines with accuracy; strong problem-solving and research instincts; works independently and knows when to escalate high-risk issues.
  • Explains complex issues and next steps clearly to clients, and brings integrity and discretion to sensitive employee, payroll, and benefits data.

Responsibilities

  • Own the payroll cycle end to end: Manage recurring payroll for a portfolio of clients - coordinating inputs (new hires, terminations, comp changes, bonuses, commissions, reimbursements, deductions), leading implementations and provider transitions (requirements, configuration, data migration, parallel testing, reconciliation), and managing multi-state tax registrations, notices, and compliance to resolution.
  • Administer benefits and HR operations: Set up and run employee benefit programs (health, dental, vision, 401(k)); coordinate with brokers, retirement providers, and payroll platforms on implementations, renewals, and open enrollment; and own onboarding, offboarding, and employee changes across HRIS and payroll systems.
  • Be the client's operational partner: Serve as a knowledgeable point of contact across payroll, benefits, and HR; translate client needs into accurate, scalable processes; communicate clearly on issues and next steps; maintain documentation; and identify opportunities to improve workflows, controls, and the client experience - including standardized processes and implementation playbooks.

Benefits

  • Flexible vacation/time-off policy
  • All federal holidays are observed
  • Competitive benefits package including wellness benefits such as Spring Health, Headscape, One Medical, Aaptiv and Rightway
  • Parental leave for birthing or non-birthing parents – 100% pay for 12 weeks
  • 401(k) plan
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