Prosper Marketplace · 2 weeks ago
Benefits & Leaves Manager
San Francisco, CA
Full-time
Hybrid
Senior Level, Lead/Staff
$125K/yr - $160K/yr
8+ years expProsper Marketplace is seeking a dynamic and experienced Benefits & Leaves Manager to join their People and Places team. This role involves managing and enhancing Prosper's health and wellness programs, including the leave of absence program, while streamlining processes and improving the employee experience.
CrowdfundingFinancial ServicesFinTechLendingMarketplaceMortgagePersonal Finance
Responsibilities
Manage the strategic design, implementation, and administration of Prosper's benefits offerings, including medical, dental, vision, life insurance, and disability plans
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
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
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
Provide exceptional customer service to internal and external stakeholders as the primary point of contact for plan vendors, third-party consultants, and employees
Manage internal communications, develop and deliver training programs for leaders and employees to improve understanding of benefits offerings
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
Partner with Finance, Legal, and People Teams to manage vendor contracts and implement new programs
Develop and execute comprehensive wellness initiatives, including workshops, challenges, and partnerships, to promote employee wellbeing across all dimensions
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
Qualification
Required
Advanced knowledge in benefits plan design and administration
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
Preferred
Level funded or self-insured plan management experience is preferred
Extensive knowledge and experience with the leave requirements in multiple states (CA, NY, NJ etc.) and federal, state and local regulations (e.g. ERISA, HIPAA, FMLA, ACA, COBRA etc.)
Benefits
Flexible time off
Comprehensive health coverage
Competitive salary
Paid parental leave
Wellness benefits including access to mental health resources, virtual HIIT and yoga workouts
Udemy access
Childcare assistance
Pet insurance discounts
Legal assistance
Additional discounts
Company
Prosper Marketplace
Prosper Marketplace is an online lending platform that connects people who want to borrow money with individuals and institutions.
201-500 employees
H1B Sponsorship
Prosper Marketplace has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (50)
2024 (49)
2023 (30)
2022 (56)
2021 (46)
2020 (36)
Funding
Current Stage
Late StageTotal Funding
$503.46MKey Investors
Neuberger BermanEight Roads VenturesAssured Asset Management
2022-11-17Debt Financing· $75M
2018-01-01Series Unknown
2017-09-22Series G· $50M
Leadership Team
David Kimball
Chairman and CEO
Usama Ashraf
President
Recent News
Business Wire
2025-12-10
TechRadar.com
2025-10-21
Company data provided by crunchbase