People Operations & Executive Coordinator

Trusted Resource Underwriters; Boston (MA); Hybrid; USD 65,000 - 90,000; Full time

Job summary

TRUE Property Insurance is seeking a highly organized People Operations & Executive Coordinator to support payroll, onboarding, recruiting, and executive administration from our Boston hybrid office. You will help create a seamless employee experience and ensure day-to-day business operations run smoothly.

The role requires strong organizational skills, discretion with confidential information, and the ability to manage multiple priorities in a dynamic startup environment.

Qualifications

• 3+ years in people operations, HR coordination, recruiting coordination or related roles.
• Experience supporting payroll, benefits, or HR administration preferred.
• Experience coordinating recruiting and interview processes.
• Strong organizational skills in a fast-paced environment.
• Excellent written and verbal communication; confidentiality and discretion.

Responsibilities

• Support payroll processing activities, including preparing payroll information and coordinating submissions.
• Assist with onboarding and offboarding, documentation, and orientation coordination.
• Maintain HR records and documentation per policies and processes.
• Assist HR reporting and training coordination; manage vendor relationships (PEO).
• Coordinate recruiting across departments; schedule interviews and manage candidate communications.
• Provide administrative support to the Chief of Staff and executive leadership; assist with meetings and events.
• Support office coordination and general administrative needs in the Boston office.

Skills

People operations

HR coordination

Recruiting coordination

Executive support

Documentation & compliance

Tools

Microsoft Office Suite

HR/payroll systems

Applicant tracking systems (ATS)

Job description

TRUE Property Insurance is a reciprocal insurer founded in 2020 to serve homeowners in storm-prone regions across Florida and other coastal markets throughout the United States. The company is actively writing HO3 business in Florida, Georgia, Texas, and South Carolina. TRUE plans to continue expanding into additional states in 2026 and beyond as it grows its national footprint. Through a partnership-driven distribution model, TRUE collaborates with both new and existing partners to deliver tailored homeowners insurance solutions while continuing to scale its product offerings, underwriting capabilities, platforms, and team.

Job Overview

We are looking for a highly organized, proactive, and detail-oriented People Operations & Executive Coordinator to support our growing organization. This role combines people operations, talent acquisition coordination, executive support, and business operations to help create an exceptional employee experience and ensure the smooth execution of day-to-day business activities.

The ideal candidate is a self-starter who thrives in a fast-paced, entrepreneurial environment, enjoys wearing multiple hats, and is passionate about supporting both people and business operations. This role requires strong organizational skills, attention to detail, professionalism, and the ability to handle confidential information with discretion. The role is hybrid-based in Boston, MA.

Key Responsibilities

People Operations

• Support payroll processing activities, including preparing payroll information, reviewing data for accuracy, and coordinating payroll submissions.
• Assist with administration of employee 401(k) enrollments, eligibility, and related activities.
• Support employee onboarding and offboarding, including documentation, system setup, and orientation coordination.
• Maintain employee records and HR documentation in accordance with company policies and established processes.
• Assist with HR reporting.
• Coordinate required employee training, acknowledgments, and compliance activities.
• Partner with external vendors, including the PEO.
• Support employee engagement initiatives, company events, and culture-building activities.

Talent Acquisition

• Coordinate recruiting activities across multiple departments and teams.
• Post and manage job openings across recruiting platforms and company channels.
• Schedule and coordinate interviews with candidates and hiring managers.
• Maintain candidate communication throughout the recruiting process to ensure a positive candidate experience.
• Support offer letter preparation, background checks, and pre-employment processes.
• Track recruiting activity and maintain applicant records and reporting.

Executive Support

• Provide administrative and coordination support to the Chief of Staff and, as needed, the executive leadership team.
• Assist with meeting coordination, presentations, agendas, and other business materials.
• Support company meetings, employee events, and off-sites.
• Assist with general Boston office coordination and administrative needs.

Qualifications

• 3+ years of experience in people operations, HR coordination, recruiting coordination, executive administration, office management, or related roles
• Experience supporting payroll, benefits, or other HR administration preferred
• Experience coordinating recruiting and interview processes
• Strong organizational skills with the ability to manage multiple priorities in a fast-paced environment
• Excellent written and verbal communication skills
• Close attention to detail and strong problem-solving abilities
• Ability to handle confidential information with discretion and professionalism
• Proficiency with Microsoft Office Suite and HR/payroll/applicant tracking systems
• Experience working in a startup or high-growth environment preferred
• Self-starter with a proactive, resourceful, and collaborative mindset
• Comfortable operating in an evolving environment with changing priorities
• Passion for creating positive employee and candidate experiences