Job Overview
Location
United States
Job Type
Full-time
Category
Software Engineering
Date Posted
June 4, 2026
Full Job Description
đź“‹ Description
- • Build and own Harper’s first dedicated compliance function from scratch, establishing institutional-grade controls for an AI-native commercial insurance brokerage operating at scale.
- • Audit the full regulatory surface across all channels, including licensing matrices, outbound communication sequences, partner economic models, and surplus lines operations to identify live risks before they become violations.
- • Own producer licensing and market conduct across all 50 states, enforcing state-specific appointments, DRLP designations, continuing education requirements, and compliance with licensing rules as a non-negotiable operational constraint.
- • Design and implement clearance workflows for every new outbound channel, list source, lifecycle sequence, dialer, and partner integration—applying TCPA, state mini-TCPAs, CAN-SPAM, DPPA, anti-rebating, RESPA, and E-SIGN/UETA standards with a default-deny posture on gray areas.
- • Lead surplus lines operations including tax filings, diligent search protocols, stamping-office coordination, and multi-state surplus lines posture to ensure regulatory adherence across E&S markets.
- • Establish communication and E&O guardrails for both AI-assisted and human-led customer interactions, defining approved channels, claims messaging, cancellation-save scripts, renewal communications, document retention policies, and call-recording standards.
- • Own DOI complaint intake, triage, response coordination, and root-cause feedback loops to transform complaints into system improvements—preventing recurrence through proactive instrumentation rather than reactive fixes.
- • Develop and maintain a multi-state regulatory notification playbook and exam-response runbook that is fully operational before any incident occurs, ensuring rapid, coordinated responses to state regulators.
- • Proactively engage with state Departments of Insurance, surplus lines stamping offices, and regulatory authorities to build trusted relationships and establish Harper as a credible, transparent operator in every jurisdiction.
- • Instrument the compliance program with measurable dashboards: a single clearance register, real-time licensing status by state and producer, open DOI items, scrub pass rates, and time-to-clearance metrics—reviewed weekly with the CEO.
- • Partner with engineering to specify compliance rails and automation requirements without writing code, ensuring regulatory controls are embedded into product workflows rather than bolted on post-launch.
- • Determine when to escalate to outside regulatory counsel versus when to make independent judgments, using legal resources surgically to support operational velocity, not to avoid decision-making.
- • Own the unpopular but necessary word: deliver “not cleared yet” to growth and operations teams so they don’t improvise on regulatory gray areas, then provide clear, actionable paths to clearance.
- • Operate with founder-level intensity: long days, high stakes, incomplete information, direct reporting to the CEO, and zero tolerance for bureaucratic delay or passive risk management.
- • Build policies and workflows that operators actually follow—prioritizing executable, dashboard-driven controls over theoretical memos or committee governance.
- • Maintain compliance infrastructure that enables, rather than slows, the company’s 100x growth trajectory—ensuring speed and safety are not trade-offs but mutually reinforcing outcomes.
🎯 Requirements
- • 5+ years in insurance compliance, regulatory affairs, or a control function with brokerage or agency experience strongly preferred
- • Multi-state P&C licensing fluency and demonstrated surplus lines experience, including diligent search, tax filings, and stamping-office workflows
- • Proven track record of building, rebuilding, or scaling a compliance function—not just maintaining one at a mature carrier
- • Hands-on experience enforcing TCPA, CAN-SPAM, state telemarketing rules, and high-volume outbound compliance in a revenue-generating environment
- • Experience managing DOI complaints, market conduct exams, and E&O posture
- • Demonstrated ability to proactively engage with state DOIs and surplus lines regulators before issues arise, not just in response to them
🏖️ Benefits
- • Health, dental, and vision insurance
- • Commuter benefits in San Francisco or remote-work stipend
- • Team meals and snacks (for on-site employees)
- • Salary range of $150,000–$220,000 plus performance bonuses and equity
- • Direct reporting to the CEO with high ownership and visibility
- • Founder-level intensity and pace: long days, high stakes, and mission-driven culture
Skills & Technologies
Rails
Senior
Remote
$150k-220k
About Harper Insurance Services LLC
Harper Insurance Services LLC is an independent broker specializing in personal and commercial insurance. Established in 2017, the firm represents multiple carriers to deliver auto, home, life, business, and specialty coverage across the United States. Licensed agents use comparative rating and consultative risk assessments to match clients with tailored policies, focusing on affordability and comprehensive protection. The company also provides claims advocacy, policy reviews, and ongoing service through dedicated account managers and digital self-service tools, aiming to simplify the insurance process for individuals and small to mid-sized enterprises.
Get more remote jobs like this
Subscribe to the weekly newsletter for similar remote roles and curated hiring updates.
Newsletter
Weekly remote jobs and featured talent.
No spam. Only curated remote roles and product updates. You can unsubscribe anytime.
