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Olly Olly

Senior Manager, People Operations

Olly Olly

. Own HR operations end to end, including payroll, benefits, employment tax, compliance, employee relations and HRIS .

Posted 10/8/2026full-timeUnited StatesSenior💰 $115,000 - $140,000 per yearWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in HR operations, including payroll management, benefits administration, and compliance, while effectively leading HRIS migrations and managing employee relations. Proven ability to develop scalable processes and partner with leadership to drive organizational success.

Highest-signal resume keywords
HR Operations ManagementPayroll System MigrationEmployee RelationsB2B SaaS ExperienceSHRM-SCP Certification

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills
Payroll ManagementBenefits AdministrationEmployment Tax ComplianceHRIS MigrationData CleanupPerformance ManagementProcess DocumentationInvestigationsTerminationsMulti-State Payroll
Soft Skills
CoachingCollaborationGrowth MindsetAdaptabilityExecutive-Level Communication
Tools & Technologies
BambooHRGusto
Certifications & Qualifications
SHRM-SCPSPHR
Industry Keywords
People OperationsEmployee RelationsComplianceOnboardingOffboardingContractor ManagementSales-Led TechHigh-Growth CompanyPerformance IssuesOrganizational Design

About the role

Key responsibilities & impact
  • Own HR operations end to end, including payroll, benefits, employment tax, compliance, employee relations and HRIS
  • Run multi-state payroll, audits, reconciliations and issue resolution
  • Own benefits administration, annual renewal, open enrollment and broker relationships
  • Maintain accurate employment tax filings and registrations, including Q4 filings and W-2s
  • Manage compliance for the global contractor population
  • Lead the migration to BambooHR, including data cleanup, testing, parallel payroll runs, cutover and adoption
  • Own PeopleOps systems, vendors and budget
  • Handle HR investigations, corrective action, performance issues, accommodations and terminations
  • Coach managers through sensitive situations and engage outside counsel when needed
  • Own the handbook, policies and compliance calendar
  • Own onboarding through offboarding, including new-hire orientation
  • Convert manual, inconsistent processes into documented, repeatable processes
  • Partner with leaders on performance management, role clarity and organizational design
  • Lead and develop two PeopleOps Generalists
  • Collaborate with IT Support, Facilities and Recruiting on onboarding, offboarding, access and hiring
  • Act as HR Business Partner to department leaders, especially Sales and Customer Success
  • Partner with the CEO and leadership team, providing data, risks and recommendations

Requirements

What you’ll need
  • Minimum of 6 years of progressive HR / People Operations experience, including 2+ years at a startup or high-growth company with 100+ employees
  • Led at least one full HRIS or payroll system migration from kickoff through go-live
  • Hands-on ownership of payroll, benefits and employment tax compliance
  • Deep employee relations experience, including investigations and terminations
  • Experience in B2B SaaS or another fast-growing, sales-led tech company
  • Experience managing people, contractors and vendors, including global contractors
  • Track record of building executive-level buy-in and turning manual processes into scalable ones with limited tools
  • Growth mindset: curious, coachable and quick to adapt
  • Experience with Gusto and/or BambooHR preferred
  • HRBP experience with high-volume Sales or Customer Success teams preferred
  • Multi-state and international workforce experience preferred
  • SHRM-SCP, SPHR or similar certification preferred
  • Must be authorized to work in the United States
  • Visa sponsorship is unavailable

Benefits

Comp & perks
  • Medical, dental and vision coverage through SANA, Beam and VSP
  • 15 days of PTO for vacation, mental wellness and sick time that grows with tenure
  • 10 paid holidays
  • 8 weeks of paid parental leave, plus 4 additional weeks through FMLA
  • 401(k) with a company match of up to 3%
  • Real ownership and room to grow toward Director
  • Full-scope experience across payroll, benefits, employee relations, systems and team leadership
  • Visible impact on company processes
  • Choice of Austin or Charlotte office