Middle Seat Digital

People and Culture Director

Middle Seat Digital

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Salary

💰 $90,000 - $105,000 per year

Job Level

Lead

About the role

  • Own all aspects of People & Culture for Middle Seat’s fully remote, majority-bargaining-unit team
  • Design and manage HR systems, ensure compliance, lead recruitment, and drive engagement initiatives
  • Report directly to the COO and operate as a department of one
  • Manage HR operations including benefits administration, partnering with a PEO for payroll, benefits, and compliance
  • Maintain policies, employee handbook, and compliance with federal/local regulations (FMLA, ADA, OSHA) and the collective bargaining agreement
  • Handle sensitive employee matters, investigations, and conflict resolution with discretion
  • Build scalable processes for onboarding, offboarding, policy rollouts, and internal communications
  • Act as company point of contact for all employee communications
  • Optimize HRIS, benefits, and engagement tools; serve as technical owner of HR systems
  • Manage company Google Workspace and compliance with IT security policy
  • Track and analyze workforce data for capacity planning, retention strategies, and diversity reporting
  • Embed DEI into hiring, policies, and team culture and foster remote team engagement
  • Lead new hire onboarding, professional development, performance review processes, and leadership pathways
  • Counsel managers on employee management and cultivate supervisory skills
  • Coordinate staff appreciation, bonding activities, and plan annual in-person and virtual retreats
  • Lead recruitment end-to-end, build diverse talent pipelines, and liaise with union representatives as needed

Requirements

  • You’re a hands-on HR leader who thrives in small, fast-moving organizations
  • 7-10 years of HR experience working with 50–100 employee companies (bonus points if experienced with unionized teams and collective bargaining agreements)
  • Systems-builder mentality; able to implement and manage PEOs, HRIS, and benefits platforms
  • Remote workforce expertise with experience applying HR policies and engagement strategies to distributed teams
  • An equity-driven mindset, with a track record of embedding DEI into policies, recruiting, and culture initiatives
  • Discreet and self-directed, comfortable writing policies, troubleshooting systems, and coaching managers through complex employee matters
Benefits
  • Salary: $90,000 - $105,000
  • 100% premium coverage for health, dental and vision
  • Zero deductible health plan
  • Profit-sharing plan: share in the growth and success of Middle Seat
  • Mobile phone reimbursement up to $50 per month
  • One Medical health service: video call or chat with doctors, no wait-time appointments
  • Health Advocate: the nation’s leading healthcare advocacy and assistance company
  • 6% employer match on your 401k retirement account
  • 20 paid vacation days off, plus your birthday and your Anniversary at Middle Seat
  • Unlimited sick leave
  • Commuter benefits for public transportation
  • Office Space (WeWork, etc) Stipend for Remote Employees
  • 12 weeks of paid leave for new parents
  • $100 monthly student loan reimbursement
  • $350 monthly mental health benefit
  • $1,000 annual professional development reimbursement

Applicant Tracking System Keywords

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

Hard skills
HR systems managementrecruitmentbenefits administrationcompliance managementonboarding processesperformance review processesdata analysisconflict resolutionpolicy writingemployee management
Soft skills
leadershipdiscretionself-directioncoachingcommunicationproblem-solvingengagementcollaborationadaptabilityequity-driven mindset
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