Compensation and Benefits Specialist

Employment Type: Full-time

Location Type: Remote (Colombia or Mexico)

Position Overview

Proper is a rapidly growing startup that values its employees' skills, voices, and happiness. We are a diverse team of professionals from around the world, united by a passion for providing the most technologically advanced property accounting services. We are committed to creating something new that improves people's lives within a culture of collaboration, respect, communication, joy, and personal growth.

We are seeking a Compensation and Benefits Specialist to join our team. This role is ideal for someone who thrives in a dynamic, fast-paced, and evolving environment. The Specialist will ensure accurate payroll execution across geographies, administer sales commissions and organizational bonuses, and oversee employee benefits, including U.S. and LATAM insurance programs. This position plays a crucial role in bridging compliance, equity, and strategic compensation planning for our diverse workforce.

If you are excited about joining a world-class team passionate about growing together, we encourage you to apply.

Responsibilities

The Compensation and Benefits Specialist will be responsible for:

• Payroll Administration:
  • Administer biweekly/monthly payroll for U.S. FTEs and LATAM contractors (e.g., Mexico, Colombia).
  • Calculate and process variable compensation, including sales commissions and performance bonuses, across various organizations.
• Benefits Management:
  • Oversee and administer benefits programs, including U.S. health, dental, and vision insurance, as well as LATAM health coverage.
  • Provide timely resolution to employee benefits issues, including claims, eligibility, and reimbursements.
• HR Operations & Compliance:
  • Maintain and audit payroll and benefits data in HRIS, ensuring timely updates.
  • Ensure compliance with labor laws, benefit regulations, and internal controls.
  • Support annual compensation cycles, audits, and benchmarking efforts.
  • Assist in analyzing pay bands and market data for role budgeting.
• Collaboration & Advisory:
  • Partner closely with HR Business Partners (HRBPs) to advise employees on compensation and benefits inquiries.
  • Research and identify new benefits offerings to enhance the total rewards package.

Required Skills and Qualifications

• Experience:
  • 3–5 years of experience in payroll and benefits administration.
  • Direct experience processing LATAM contractor payroll and U.S. FTE payroll.
  • Proven experience with commission structures and bonus schemes.
• Technical Proficiency:
  • Familiarity with tools such as Deel.
• Knowledge:
  • Strong understanding of LATAM health insurance and labor practices.
• Languages:
  • Fluency in English and Spanish is preferred.
• Education:
  • Bachelor’s degree in Accounting, Business Administration, or a related field.

About Proper

Proper is a San Francisco-based tech startup dedicated to providing the most technologically advanced property accounting services. We foster a culture of collaboration, respect, communication, joy, and personal growth, where every team member's skills, voice, and happiness are valued.

Equal Opportunity Employer

Proper is proud to be an equal opportunity employer committed to creating a diverse environment. We offer the same opportunities to all applicants regardless of gender, sexual orientation, race, color, religion, disability, national origin, marital status, or other protected characteristics. Our talent search is based exclusively on merit and qualifications.