Proper is a quickly growing startup that values your skills, voice, and happiness.
We’re a team of developers, designers, engineers, accountants, CPAs, project managers, and creatives from all over the world. But we’re also surfers, hikers, Sichuan-eaters, photographers, artists, world travelers, meme lovers, and life-havers.
Together, we provide the most technologically advanced property accounting services in the world - and we think that’s pretty epic. We’re proud to be creating something new that improves people’s lives while working together in a culture of collaboration, respect, communication, joy, and personal growth.
Read more about what we do at Proper.ai
We’re proud to create something new that improves people’s lives while working together in a culture of collaboration, respect, communication, joy, and personal growth.
We’re seeking a Payroll Specialist to join our team.
The Payroll Specialist ensures accurate payroll execution across geographies, administers sales commissions and organizational bonuses, and oversees employee benefits, including U.S. and LATAM insurance programs. This role bridges compliance, equity, and strategic compensation planning across Proper’s diverse workforce.

Role Description

What You’ll Do:

Administer biweekly/monthly payroll for U.S. employees and LATAM contractors (Mexico, Colombia, etc.).

Calculate and process sales commissions and performance bonuses.

Manage benefits programs, including U.S. health, dental, vision, and LATAM coverage.

Resolve benefits issues and advise employees on compensation and insurance queries.

Maintain accurate payroll and benefits data in HRIS.

Ensure compliance with local labor laws and internal controls.

Support compensation cycles, audits, benchmarking, and market pay analyses.

Required skills

Administer biweekly/monthly payroll for U.S. FTEs and LATAM contractors (e.g., Mexico, Colombia).

Calculate and process variable compensation (sales commissions, performance bonuses) across orgs.

Manage benefits programs, including U.S. health, dental, vision insurance, and LATAM health coverage.

Provide timely resolution to benefits issues, including claims, eligibility, and reimbursements.

Partner with HRBPs to advise employees on benefits and compensation inquiries.

Maintain and audit payroll and benefits data in HRIS and ensure timely updates.

Ensure compliance with labor laws, benefit regulations, and internal controls.

Support annual compensation cycles, audits, and benchmarking efforts.

Help analyze pay bands and market data for role budgeting

Research and identify additional benefits for team members

Qualifications:

What We’re Looking For:

3–5 years of payroll and benefits experience (LATAM + U.S. payroll required).

Familiarity with commission structures and tools like Deel.

Knowledge of LATAM health insurance and labor practices.

Fluent in English and Spanish.

Detail-oriented, analytical, and committed to confidentiality.

Type of Degree

Bachelor’s degree in Finance, Accounting, Business administration or a related field.

Proper is proud to be an equal opportunity employer committed to creating a diverse environment to work by offering the same opportunities to all applicants regardless of gender, sexual orientation, race, color, religion, disability, national origins, marital status, or other characteristics. We base our talent search exclusively on competencies, abilities and potential.

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