Compensation & Benefits Specialist

Job description

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 Compensation and Benefits Specialist to join our team.

Proper is seeking an Compensation and Benefits Specialist who thrives in a dynamic, fast-paced, and evolving environment. The ideal candidate 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.

If that sounds like you and you’re excited about joining a world-class team passionate about growing together, we look forward to hearing from you!

Proper is a San Francisco-based tech startup. This full-time position would be based remotely in Colombia or Mexico.

Role Description

  • The Compensation and Benefits Specialist will be responsible for: Managing payroll and benefits operations across the U.S. and LATAM regions. This role administers biweekly/monthly payroll, processes variable compensation such as bonuses and commissions, and oversees health and insurance benefits programs. They ensure compliance with labor laws and internal policies, resolve employee benefit issues, maintain accurate HRIS data, and support compensation reviews, audits, and benchmarking. Collaborating closely with HRBPs, this specialist also advises employees on compensation and benefits while researching new offerings to enhance total rewards.

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:

  • Direct experience processing LATAM contractor payroll and U.S. FTE payroll.
  • Experience with commission structures and bonus schemes.
  • Familiarity with tools such as Deel.
  • Strong understanding of LATAM health insurance and labor practices.
  • Fluency in English and Spanish preferred.

Type of Degree

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

Years of experience in the field

  • 3–5 years experience in payroll and benefits administration.

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.

Share this job:
Please let Proper know you found this job on Remote First Jobs 🙏

Benefits of using Remote First Jobs

Discover Hidden Jobs

Unique jobs you won't find on other job boards.

Advanced Filters

Filter by category, benefits, seniority, and more.

Priority Job Alerts

Get timely alerts for new job openings every day.

Manage Your Job Hunt

Save jobs you like and keep a simple list of your applications.

Search remote, work from home, 100% online jobs

We help you connect with top remote-first companies.

Search jobs

Hiring remote talent? Post a job

Frequently Asked Questions

What makes Remote First Jobs different from other job boards?

Unlike other job boards that only show jobs from companies that pay to post, we actively scan over 20,000 companies to find remote positions. This means you get access to thousands more jobs, including ones from companies that don't typically post on traditional job boards. Our platform is dedicated to fully remote positions, focusing on companies that have adopted remote work as their standard practice.

How often are new jobs added?

New jobs are constantly being added as our system checks company websites every day. We process thousands of jobs daily to ensure you have access to the most up-to-date remote job listings. Our algorithms scan over 20,000 different sources daily, adding jobs to the board the moment they appear.

Can I trust the job listings on Remote First Jobs?

Yes! We verify all job listings and companies to ensure they're legitimate. Our system automatically filters out spam, junk, and fake jobs to ensure you only see real remote opportunities.

Can I suggest companies to be added to your search?

Yes! We're always looking to expand our listings and appreciate suggestions from our community. If you know of companies offering remote positions that should be included in our search, please let us know. We actively work to increase our coverage of remote job opportunities.

How do I apply for jobs?

When you find a job you're interested in, simply click the 'Apply Now' button on the job listing. This will take you directly to the company's application page. We kindly ask you to mention that you found the position through Remote First Jobs when applying, as it helps us grow and improve our service 🙏

Apply