Product Manager

Title: Product Manager

Reports to: EVP, Product and Payment

Location: This is a remote role

About the role:

As a Product Manager for InsurePay, you’ll own outcomes for our pay-as-you-go (PayGo) billing and related payment experiences. You will sit at the intersection of product and engineering, driving roadmap, defining requirements, and shipping high-quality features that improve accuracy, compliance, and time-to-value. You will work cross functionally to ensure our payments operations, payroll-partner integrations, and carrier systems are working efficiently.

As the subject manager expert of our payment platforms, you’ll work hands-on with APIs, data flows, and rules engines that power premium calculation, collection, disbursement, and reconciliation, with deep attention to WC-specific requirements. You must enjoy working in a dynamic and fast-paced environment where each day is different from the last. If you are ready to take on a new challenge and be truly part of modernizing an industry, this is the role for you!

You’re excited about this opportunity because you will ....

• Help drive product strategy and roadmap for PayGo workers’ comp billing and payments, focusing on accuracy, cash flow predictability, and operational efficiency for carriers, agents, and policyholders
• Lead discovery with carriers, payroll providers, agents, and internal stakeholders; translate insights into clear PRDs, acceptance criteria, and user stories
• Partner with engineering to design and deliver API-first capabilities across payroll data ingestion, premium calculation, debiting/disbursements, and reconciliation—balancing reliability, performance, and scale
• Drive payroll data connectivity strategies (direct, aggregator, and services-based) to expand coverage and resiliency; measure adoption and data quality over time
• Collaborate on integrations with carrier core platforms (e.g., Guidewire, Duck Creek) to ensure frictionless workflows and accurate downstream accounting and reporting
• Specify payment workflows (ACH, card, disbursements), exception handling, and reconciliation rules; reduce failure rates and write-offs while improving straight‑through processing
• Ensure compliance and auditability requirements are captured in product designs, with strong alignment to InfoSec and enterprise controls
• Run effective Agile rituals with your squad; maintain a healthy backlog; sequence delivery to maximize impact while unblocking go-to-market and onboarding

We’re excited about you because you have ….

• 5+ years in product management for B2B SaaS or payments
• At least 2+ years directly tied to insurance payments, workers’ comp, payroll data, or adjacency (e.g., premium billing, payables, reconciliation)
• A demonstrated experience with API products, data integrations, and event-driven architectures; you’re comfortable reading API docs, mapping data flows, and discussing design trade-offs
• A strong fluency in the workers’ comp/payroll ecosystem (payroll providers, policy/admin systems, audit dynamics, midterm endorsements, class codes, exposure reporting).
• Hands-on product delivery in payments or fintech (e.g., ACH orchestration, debits/disbursements, NACHA file flows, payment exceptions) and reconciliation/ledger alignment
• A history utilizing AI to increase work productivity and processes
• A data-driven mindset: defining metrics, instrumenting funnels, and running experiments to improve adoption, quality, and efficiency.
• Exceptional written requirements, structured thinking, and stakeholder communication; credibility with engineers and clarity with customers.
• Experience in regulated or enterprise environments with security, compliance, and auditability requirements
• The ability to be a self-starter and a team player
• Bachelor’s degree

Nice to Have ...

• Experience integrating with payroll providers/aggregators and managing their constraints (rate limits, authentication, data quality)
• Familiarity with Guidewire/Duck Creek workflows or carrier accounting and reporting interfaces
• Background in insurance payments, billing, or premium audit; experience with ETL/ELT pipelines or rules engines

Benefits

• Competitive compensation
• Generous vacation policy
• Full medical, dental, and vision packages
• 100% employer paid Life and AD&D Insurance
• Optional LTD and STD coverage
• 100% employer paid employee assistance program
• Paid Parental Leave
• 401(k) with company match

About Us:

InsurePay® is a SaaS billing and payments platform that ensures accuracy of insurance premiums and offers integrated payments and reconciliations for Agencies, Carriers, MGAs, and insurance technology providers. We are empowering carriers to allow policyholders to pay only for what they need through accurate, timely, and data-driven reconciliations with a feature-rich platform that offers carrier payables, vendor payables, and claims payments all integrated to back-office systems.

With the ability to deliver an industry-leading solution, we pride ourselves on being a leader in the property and casualty market. We are a venture backed Insurtech company who is growing fast … like really fast, and we want you to come join us!