Demo

Benefits & Leaves Manager

Prosper Marketplace
San Francisco, CA Full Time
POSTED ON 11/7/2025 CLOSED ON 1/27/2026

What are the responsibilities and job description for the Benefits & Leaves Manager position at Prosper Marketplace?

Your role in our mission

Prosper is seeking a dynamic and experienced Benefits & Leaves Manager to join our People and Places team. In this role, you will manage and enhance Prosper's comprehensive health & wellness programs, including our leave of absence program. We're looking for someone who is curious, driven to understand and streamline current processes, committed to simplifying the employee experience and has the ability to build and maintain strong partnerships. The ideal candidate excels at collaboration, has a strong foundation in benefits administration, communicates complex concepts clearly, and recognizes the profound impact benefits have on employees' lives. This is a hybrid role based at either our SF or PHX office.

How You'll Make An Impact

  • Strategic Benefits Design: Manage the strategic design, implementation, and administration of Prosper's benefits offerings, including medical, dental, vision, life insurance, and disability plans.
  • Open Enrollment Management: Lead the annual open enrollment process, ensuring smooth execution and effective communication to employees. Manage ADP benefits setup and ensure accurate data entry and system configuration.
  • Leave of Absence Program Management: Develop, refine, and manage Prosper's leave of absence program, policies, and processes. Manage the relationship with our outsourced leaves administrator, ensuring SOPs are created and SLAs are met. Develop manager and employee leave toolkits to educate on leave policies and processes, increasing awareness and compliance.
  • Leave Support: Communicate with employees regarding their leave needs, ensuring they are aware of their responsibilities and the steps required to qualify for leave, providing a seamless and supportive experience.
  • Customer Service: Provide exceptional customer service to internal and external stakeholders as the primary point of contact for plan vendors, third-party consultants, and employees.
  • Employee Communication and Training: Manage internal communications, develop and deliver training programs for leaders and employees to improve understanding of benefits offerings.
  • Operational Efficiency: Identify and implement opportunities to improve operational efficiency within benefits and leave administration, including streamlining processes within ADP and other HR systems, enhancing the overall employee experience.
  • Vendor and Partnership Management: Partner with Finance, Legal, and People Teams to manage vendor contracts and implement new programs.
  • Wellness Initiatives: Develop and execute comprehensive wellness initiatives, including workshops, challenges, and partnerships, to promote employee wellbeing across all dimensions.
  • Regulatory Compliance: Maintain current knowledge of all applicable leave and accommodation laws (e.g., ERISA, HIPAA, FMLA, ACA, COBRA) and ensure plan compliance with regulatory filings, updates, notices, audits, and non-discrimination testing.

Skills That Will Help You Thrive

  • Advanced knowledge in benefits plan design and administration (Level funded or self-insured plan management experience is preferred)
  • Extensive knowledge and experience with the leave requirements in multiple states (CA, NY, NJ ect.) and federal, state and local regulations (e.g. ERISA, HIPAA, FMLA, ACA, COBRA etc.)
  • Demonstrated ability to build and maintain strong relationships with internal and external stakeholders
  • Strong analytical skills with proficiency in Excel and Google sheets
  • Strong experience with multi-jurisdictional leave programs
  • Great organizational skills, high attention to detail
  • Excellent written and verbal communication skills
  • Strong problem-solving skills
  • Effective planning & priority setting
  • 8 years of related benefits administration experience, including 5 years of experience administering leaves of absence, Bachelor's Degree required.

What We Offer

  • The opportunity to collaborate with a team of creative, fun, and driven colleagues on products that have an immediate and significant impact on people's lives
  • The opportunity to work in a fast-paced environment with experienced industry leaders
  • Flexible time off, comprehensive health coverage, competitive salary, paid parental leave
  • Wellness benefits including access to mental health resources, virtual HIIT and yoga workouts
  • A bevy of other perks including Udemy access, childcare assistance, pet insurance discounts, legal assistance, and additional discounts

$125,000 - $160,000 a year

Compensation details:

The salary range is $ 125,000 - $ 160,000 annually, plus bonus and generous benefits. In determining your salary, we will consider your location, experience, and other job-related factors.

About Us

Founded in 2005 as the first peer-to-peer marketplace lending platform in the U.S., Prosper was built on a simple idea: connect people who want to borrow money with those who want to invest. Since inception, Prosper has helped more than 2 million people gain access to affordable credit with over $28 billion in loans originated through its platform. Our mission is to help our customers advance their financial well-being through a variety of products including personal loans, credit, home equity lines of credit (HELOC), and our newest product, HELoan. Our diverse culture rewards accountability and cross functional teamwork because we believe this encourages innovative thinking and helps us deliver on our mission.

We’re on a mission to hire the very best, and we are committed to creating exceptional employee experiences where everyone is respected and has access to equal opportunity. We realize that new ideas can come from everywhere. It is important to us that every hire connects with our vision, mission, and core values. Join a leading fintech company that’s democratizing finance for all!

Our Values

Diversity expands opportunities

Collaboration creates better solutions

Curiosity fuels our innovation

Integrity defines all our relationships

Excellence leads to longevity

Simplicity guides our user experience

Accountability at all levels drives results

www.prosper.com

Our Story & Team // Our Blog

Applicants have rights under Federal Employment Laws.

Family & Medical Leave Act (FMLA)

Equal Employment Opportunity (EEO)

Employee Polygraph Protection Act (EPPA)

California applicants: please click here to view our California Consumer Privacy Act (“CCPA”) Notice for Applicants, which describes your rights under the CCPA.

At Prosper, we're looking for people with passion, integrity, and a hunger to learn. We encourage you to apply even if your experience doesn't precisely match the job description. Your unique skill set and diverse perspective will stand out and set you apart from other candidates. Prosper thrives with people who think outside of the box and aren't afraid to challenge the status quo. We invite you to join us on our mission to advance financial well-being.

Prosper is committed to an inclusive and diverse workplace. All aspects of employment including the decision to hire, promote, discipline, or discharge, will be based on merit, competence, performance, and business needs. We do not discriminate on the basis of race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical condition, pregnancy, genetic information, gender, sexual orientation, gender identity or expression, veteran status, or any other status protected under federal, state, or local law, including the San Francisco Fair Chance Ordinance. Prosper will consider for employment qualified applicants who are non-US citizens and will provide green card sponsorship.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Salary : $125,000 - $160,000

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