Senior People Operations Manager jobs in United States
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Olly Olly · 11 hours ago

Senior People Operations Manager

Olly Olly is a company focused on empowering small businesses through technology and expertise. They are seeking a Senior People Operations Manager to stabilize HR operations, ensure compliance, and serve as an HR Business Partner for Sales and Customer Success teams.

AdvertisingDigital MarketingSEOWeb DesignWeb Development

Responsibilities

Own People Operations and HR compliance end-to-end
Own payroll, benefits administration, and employment-related tax compliance, ensuring accuracy, timeliness, and adherence to applicable regulations
Serve as primary owner of payroll processing, audits, reconciliations, and issue resolution
Lead HRIS stabilization and cleanup (Gusto knowledge preferred; migration experience a plus)
Ensure accurate employee data, tax documentation, and reporting across systems
Own the full employee lifecycle: pre-onboarding → onboarding → performance management → retention → offboarding
Lead company orientation and new-hire onboarding sessions
Audit, maintain, and update HR policies, handbooks, and People documentation
Build scalable, compliant PeopleOps processes using a limited tech stack
Demonstrate working knowledge of global contractor populations and associated operational and compliance considerations
Serve as the primary HR Business Partner for Sales and Customer Success teams
Partner with leaders on: Performance management, coaching, and corrective action processes
Role clarity, expectations, and org structure input
Employee relations guidance and issue escalation
Support sensitive employee situations with sound, risk-aware judgment
Provide practical, non-legal HR guidance grounded in compliance and business realities
Oversee and manage day-to-day work of the PeopleOps team, including: PeopleOps Generalist – Payroll & Benefits, PeopleOps Generalist – HR Operations, Facilities, and Events
Partner closely with Recruiting on: High-volume hiring support, Onboarding readiness and coordination, Manager enablement and hiring process consistency

Qualification

People OperationsHR compliancePayroll managementBenefits administrationHRIS stabilizationStartup experienceSales HRBP experienceContractor managementGlobal contractor knowledgeProcess buildingJudgmentDiscretionSensitive employee handlingCross-functional partnershipTeam leadership

Required

6–10 years of progressive People Operations / HR experience
Prior experience in a startup or high-growth environment
Demonstrated ownership of payroll, benefits, and HR compliance
Experience supporting Sales and/or Customer Success teams as an HRBP
Experience managing contractors and vendors
Working knowledge of global contractor populations
Strong judgment, discretion, and ability to handle sensitive employee matters
Ability to build practical processes without relying on heavy systems or tooling
Comfort working fully in-office in a fast-paced environment

Preferred

Hands-on experience with Gusto HRIS
Experience stabilizing or migrating HR systems
Exposure to multi-state or distributed and global workforces

Benefits

Comprehensive benefits (medical, dental, vision, etc.)
Generous PTO, including 15 vacation days and U.S. holidays.

Company

Olly Olly

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Olly Olly is a digital marketing agency providing SEO, website design, and custom solutions to small businesses.

Funding

Current Stage
Growth Stage

Leadership Team

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Elisabeth Spencer
Co-Founder
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Company data provided by crunchbase