Quick Summary
Gaggle is seeking an experienced HR Generalist to oversee key areas of our people operations, including benefits administration, payroll accuracy, HR systems,
Gaggle is seeking an experienced HR Generalist to oversee key areas of our people operations, including benefits administration, payroll accuracy, HR systems, and multi-state compliance across both employees and contractors. This is a role with real ownership for someone who works independently, takes initiative, and enjoys solving problems. The ideal candidate is comfortable balancing day-to-day HR administration with process improvement and is eager to identify opportunities to make our HR operations more effective and scalable. You will have a hand in shaping how HR operates at Gaggle, while supporting a positive employee experience.
Responsibilities
~1 min readWhat We Offer
~2 min read- Maintain a complete, audit-ready log of every payroll-impacting change (hires, terminations, compensation, benefits, leave pay, etc.) and provide it to Finance ahead of each payroll cycle (Finance owns payroll processing, funding, reconciliation, and GL booking).
- Partner with Finance to verify data accuracy before each payroll run and troubleshoot discrepancies as they come up.
- Support Finance in opening new payroll tax accounts when hiring into a new state.
- Maintain compensation reporting tools to support salary and job title analysis, flagging pay equity concerns for HR leadership.
- Cross-train in payroll processing and procedures to provide reliable backup payroll support as needed.
- Maintain accurate, audit-ready employee and personnel data across Paychex, Flock, Breezy, and related systems.
- Serve as the internal point of contact for employee questions on HR systems, and support ATS administration.
- Build and run custom reports in Paychex, and look for ways to optimize HR processes.
- Keep relevant HR playbooks and documentation current.
- Oversee annual performance reviews and workforce surveys.
- Help transition and train new HR team members as needed.
- Cross-train on core processes as needed to maintain continuity across the team.
- Manage employment compliance filings (ACA, EEO-1, Form 5500, etc.), reviewing and validating vendor-prepared filings before submission.
- Lead the annual handbook review process and Gaggle Compliance Month.
- Build and maintain our multi-state contractor classification framework, keeping an eye on higher-risk states.
- Take point on responding to any contractor classification challenges.
- Serve as the primary point of contact for employee relations concerns, coaching managers through routine performance and conduct conversations and looping in HR leadership on anything complex or sensitive.
- Support workplace investigations in partnership with HR leadership, documenting findings thoroughly.
- Help managers understand and apply HR policy consistently as people issues come up.
Requirements
~1 min read- 4+ years in an HR generalist or HR operations role that included benefits administration and payroll data management.
- PHR (HRCI) or SHRM-CP certification.
- Bachelor's degree in HR, business, or a related field, or equivalent practical experience.
- Hands-on experience with a full-service payroll/HRIS platform, and experience with Paychex Flex.
- Working knowledge of multi-state compliance for employee and contractor workforces.
- Comfortable building and pulling custom reports from a complex HRIS platform.
Nice to Have
~1 min read- Experience with Flock, Breezy, or a similar HRIS/ATS platform.
- Prior experience supporting a remote or distributed team.
- Notary Public commission, or willingness to obtain one.
- You work independently and take full ownership of your tasks without needing close supervision.
- You're detail-oriented, taking a “measure twice, hammer once” approach to ensure accuracy.
- You look for what needs to get done or could be improved rather than waiting to be told.
- You work through tasks quickly and consistently, rather than letting things pile up.
- You're a self-directed learner who enjoys figuring out new systems and processes.
- You care about people even when they never know what you did for them.
Gaggle is proud to be recognized as a 2023 Top Workplace and also a proud recipient of the 2024 Top Workplaces USA Today award. We are committed to equal opportunity without regard to age, race, creed, color, national origin, ancestry, marital status, affectional or sexual orientation, gender identity or expression, disability, nationality, or sex.
Location & Eligibility
Listing Details
- Posted
- August 20, 2026
- First seen
- September 28, 2026
- Last seen
- September 28, 2026
Posting Health
- Days active
- 0
- Repost count
- 0
- Trust Level
- 24%
- Scored at
- September 28, 2026
Signal breakdown
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