second-nature - Head of Fulfillment Operations & Support
Requirements
• 5+ years leading high-volume, transaction-driven operations such as claims processing, enrollment administration, or benefits and billing operations, where accuracy, queue management, and data quality across multiple intake channels determine the outcome. • 7+ years of progressive operational leadership in customer support, vendor management, or BPO operations within a fast-growing B2B2C, PropTech, Marketplace, or SaaS environment. Ability to command a broad span of control and work. • Proven track record managing multi-site or nearshore/offshore BPO partners and third-party fulfillment vendors with strict SLA enforcement. • Demonstrated experience implementing digital-first self-service, AI agent workflows, and CRM ticket routing tools (e.g., Zendesk, Salesforce Service Cloud, Gorgias, or similar). • Advanced analytical capability (workforce planning, unit economics, contact volume forecasting, and vendor scorecards). Strong intellectual wherewithal and ability to delineate signal v. noise • A systemic, process-oriented operator who thrives in unstructured environments and prefers building scalable infrastructure over manual workarounds. High say:do ratio. • REMOTE WORK STATEMENT • This position is a remote-first, work-from-home position. Second Nature is committed to creating a culture and workplace where remote work fosters collaboration and connections and is a vital part of our company story and success. To be successful in a remote work role at Second Nature, you must:
Responsibilities
• ENROLLMENT MANAGEMENT • Own the processes and outcomes for accurate, timely resident enrollment, accurate PMC billing, and error-free benefit fulfillment. Run the data- and queue-intensive operation that turns variable-quality resident data from thousands of PMCs (API, flat file, and more) into clean enrollments. • Serve as the operational engine that moves enrollments to external benefit providers, so every resident receives their benefit on time and every PMC is billed correctly. • Collaborate in lock-step with dedicated internal product and engineering platform teams to identify and exploit opportunities to redesign and automate error-prone, high-latency, labor-intensive enrollment and fulfillment workflows.. • SUPPORT OPERATIONS (B2B2C) • Own multi-channel support (phone, chat, email) for both client segments: PMC staff/admins (B2B) and residents (B2C), managing distinct SLAs, tones, and workflows for each. • Lead workforce planning, forecasting, and queue/channel architecture for internal and external support (BPO) resources. • Manage day-to-day operations and accountability for BPO partners: SLA compliance, quality assurance (QA) scoring, coaching, volume forecasting, and Quarterly Business Reviews (QBRs). • Scope, design, and launch segment specific support models tailored for enterprise, mid-market, and small business accounts. This is a new motion with no existing playbook to inherit. • ZERO-TOUCH & DIGITAL-FIRST SUPPORT • Formulate and execute a digital-first support strategy (self-service, AI/automation, chat deflection) to resolve routine contacts faster and at higher quality without human intervention. • Conduct contact-driver analysis to identify candidates for elimination, deflection, and automated resolution; build and manage the rollout roadmap over time. • Maintain strict quality and accuracy standards for automated and AI-driven workflows to protect CSAT and FCR. • COST OPTIMIZATION & PROCESS ENGINEERING • Identify and execute cost-curve reduction through process redesign, automation, and AI-enabled workflows, without degrading enrollment quality, support CSAT, or SLA performance. • Optimize unit economics across all support channels. • WHAT SUCCESS LOOKS LIKE • Full visibility into enrollment and fulfillment performance, including intake volume by channel, queue aging, error and exception rates, and billing accuracy; top data quality issues by PMC and source documented and ranked; zero degradation in enrollment timeliness or accuracy during onboarding. • Full visibility into current BPO performance with live scorecards; Enterprise Support model scoped and documented; zero CSAT/SLA degradation during onboarding. • Live enrollment and fulfillment dashboards driving daily queue management and accountability; first data quality improvement shipped for the highest-volume exception driver (e.g., intake validation or PMC feedback loop); accuracy and turnaround targets defined and tracked with external benefit providers. End to end roadmaps in place and active for highest leverage opportunities on the pareto. • Vendor scorecards actively driving operational accountability; first major cost-curve reduction initiative shipped; Segment specific support models piloted with key segmented accounts; digital-first deflection live for top contact driver. • Measurable improvement in enrollment accuracy, time to enroll, and billing accuracy; a meaningful share of enrollments processed with no manual touch; exception volume trending down across API and flat file channels; partner data exchange operating to agreed accuracy and timeliness standards. • Measurable downward trend in cost per resolution while CSAT/SLA hold or improve; Enterprise Support fully operational; zero-touch channel handling a meaningful share of volume without FCR or accuracy loss. • Have a quiet, professional, distraction-free environment in which to complete your work • Have access to your own reliable high-speed internet connection • Attend our bi-annual in-person company meetings (Second Nature will reimburse the cost of your business travel per company guidelines)
Benefits
• 🩺 Health First: Medical, Dental, Vision, Life Insurance, & 401K Plan • 📍Location: Work remotely from anywhere in the US • 📆 Flexibility: Open PTO and sick days • 🤩 The Product: Beyond the awards and 5-star reviews, our clients and customers love what they can do with a fully managed RBP • 🤗 Diverse, Inclusive Culture: We embrace employees from all backgrounds with openness and respect • 💻 Training: A supportive team to help you grow your career and unlock your full potential
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