Role Description We are seeking a Director of Claims & Stop-Loss Transformation to lead strategic modernization initiatives that advance the future capabilities of our claims and stop-loss platforms. Reporting to the Chief of Staff, Transformation Office, this role serves as a transformation leader responsible for: - Assessing current-state capabilities - Identifying operational gaps - Designing future-state operating models - Leading complex initiatives that improve scalability, efficiency, quality, and organizational performance This role will partner closely with Executive Leadership, Claims Operations, Stop-Loss, Technology, Finance, Compliance, Client Success, and operational teams to: - Evaluate current performance - Redesign workflows - Establish accountability structures - Execute transformation initiatives that enable operational excellence The ideal candidate is an experienced healthcare transformation leader with expertise in: - Self-funded health plan administration - Claims operations - Stop-loss administration - Business process redesign - Technology enablement - Operational analytics - Organizational change management This individual must be comfortable operating as both a strategic transformation leader and a hands-on operator capable of driving measurable improvements across core TPA functions. Qualifications - Significant leadership experience within a third-party administrator (TPA), self-funded health plan, managed care, or health insurance organization - Deep understanding of claims operations, stop-loss administration, employer-sponsored health plans, and healthcare administration workflows - Experience with self-funded plan mechanics, ASO arrangements, stop-loss contract structures, and carrier relationships preferred - Knowledge of employer group, broker, TPA, and stop-loss carrier dynamics - Demonstrated success leading healthcare transformation initiatives, business process redesign, operational modernization, and enterprise change programs - Experience developing future-state operating models, transformation roadmaps, and scalable operating processes - Proven ability to identify operational gaps, define improvement opportunities, and drive implementation across organizational boundaries - Ability to influence executive stakeholders and lead complex initiatives involving multiple business functions - Experience partnering with Technology teams to implement workflow automation, platform enhancements, data improvements, and operational enablement solutions - Strong understanding of healthcare administration systems, EDI transactions, claims workflows, and operational processes - Experience leveraging operational data, reporting tools, and analytics to identify root causes and support business decisions - Familiarity with claims technology platforms, workflow tools, automation solutions, and operational reporting capabilities - Experience improving claims accuracy, workflow efficiency, operational performance, and service-level outcomes - Understanding of stop-loss administration processes, including specific and aggregate claims, filing requirements, recoveries, and carrier coordination - Familiarity with healthcare compliance requirements, including No Surprises Act, ACA reporting, and Continuity of Care requirements preferred - Strong analytical, strategic thinking, and problem-solving capabilities - Excellent communication and stakeholder management skills - Ability to translate complex operational challenges into actionable transformation strategies - Ability to operate effectively in environments requiring cross-functional influence, organizational change, and continuous improvement Requirements - Lead enterprise process redesign initiatives focused on simplifying workflows, reducing administrative complexity, improving operational scalability, and enhancing service performance - Conduct process assessments, workflow analysis, process mapping, and root-cause evaluations to identify improvement opportunities - Redesign workflows and operating models to improve efficiency, quality, and consistency - Facilitate cross-functional design sessions to develop sustainable future-state processes - Lead modernization efforts across claims and stop-loss administration - Evaluate end-to-end claims workflows to identify opportunities for improvement - Support initiatives that improve claims effectiveness, operational consistency, automation, and organizational readiness - Partner with Operations leaders to improve claims quality frameworks and continuous improvement practices - Support automation opportunities for high-dollar claim identification and exception management - Drive alignment between business strategy, operational needs, and technology investments Benefits - Reflect Health is committed to providing a safe and secure workplace for all employees - All final candidates will be subject to background checks and drug screening as part of the hiring process

Role Description We're looking for a Creative Director to lead a full rebrand of PolyAI and establish a creative function that can scale with the company. This is a rare opportunity: a category-defining AI company at an inflection point, with the resources to do it right. You'll build from a strong foundation — proven technology, marquee customers, and a product that genuinely changes how enterprises serve their customers — but the visual identity, brand voice, and design system haven't kept pace with our growth or our ambitions. You'll own everything from brand strategy and visual identity to campaign creative and product design language. You'll hire and manage a distributed creative team, set the creative bar across the company, and act as a strategic partner to Marketing, Product, and Executive leadership. This role reports to the Head of Brand and sits on the Marketing leadership team. What You'll Do: - Brand Overhaul - Lead a comprehensive rebrand of PolyAI — from positioning and visual identity to brand voice, messaging architecture, and design system. - Develop a brand that helps enterprise buyers (CX leaders, IT executives, CFOs) understand, trust, and feel excited about voice AI. - Build and maintain a scalable brand system — guidelines, component libraries, templates — that enables consistency across a fast-moving, globally distributed organization. - Own the creative expression of PolyAI across all touchpoints: website, sales collateral, product UI, events, analyst presentations, social, and video. - AI-Augmented Design Practice - Build an AI-forward creative team and workflow using generative AI tools to accelerate production and prototype faster without sacrificing quality. - Develop standards and guardrails for AI-assisted creative work: when to use it, how to quality-control it, and how to maintain brand integrity. - Stay at the leading edge of AI-in-design: evaluate new tools continuously. - Translate PolyAI's core technology into visual and conceptual metaphors that resonate with enterprise buyers. - B2B and Enterprise Creative - Develop campaign creative for complex, multi-stakeholder B2B buying journeys. - Partner with Product Marketing to translate technical capabilities into compelling, buyer-relevant narratives. - Create high-impact sales assets: pitch decks, one-pagers, case study formats, RFP-response templates, and executive-level leave-behinds. - Build the creative foundation for PolyAI's presence at industry conferences and tradeshows. - Team Building and Leadership - Hire, build, and manage a remote-first creative team across design, copy, motion, and video. - Establish creative operations infrastructure: briefing process, asset management, review cadence, and production workflows. - Mentor and develop individual contributors; build a team culture that prizes both craft and velocity. - Act as creative partner and thought leader to the wider business. Qualifications - 10+ years in brand design, creative direction, or integrated marketing — with at least 3 years in a senior leadership role. - Demonstrable experience leading a rebrand or brand transformation at a B2B technology, SaaS, or enterprise software company. - Portfolio that shows both strategic thinking and executional range: brand systems, campaign creative, digital, and content. - Experience managing distributed or fully remote creative teams across time zones. - Track record of building creative functions at scale: hiring, process-setting, vendor management. Requirements - Expert in Figma and Adobe Creative Cloud; fluent in the broader design toolchain. - Hands-on experience integrating AI tools into creative workflows. - Strong written communication: able to write a creative brief, a brand voice guide, and an exec summary with equal clarity. - Comfortable presenting work at board level and influencing without authority across Product, Sales, and Engineering. Benefits - 💰 Participation in the company’s employee share options plan. - 🏥 100% of Single Cost (employee) and 70% of Dependent for medical, dental & vision. - 👪 Life Insurance. - ◻️ STD and LTD. - 💰 The opportunity to contribute to the company's 401k plan. - 🏝 Flexible PTO policy + 11 designated company holidays. - 📚 Annual learning and development allowance. - 🏡 One-off WFH allowance when you join. - 🧡 Enhanced parental leave. - 👨‍👩‍👧 Company-funded fertility and family-forming programmes. - 🌸 Menopause care programme with Maven.

• Focuses primarily on large and complicated deals based on Total Contract value and strategic priority for the Line of Business (LOB). • Assigned for Request for Proposal (RFP) and digital based proposal which require intimate knowledge and details within complex bidding processes in which the levels for commercial deals. • Supports activities to help close potential sales opportunities. • Identifies key personnel, corporate references, critical partners and subcontractors, and all proposal support resources necessary. • Partners with Contracts for all contractual term reviews and escalate as necessary. • Collaborates with solution architects to ensure solution meets requirements. • Engineers solutions tailored to client specifications. • Collects, documents and validates all required costs from Operations, IT, HR, etc. • Creates financial models to represent the potential opportunity to the business. • Assesses legal and contractual requirements. • Ensures all internal sign-offs and approvals occur throughout various phases from qualification to signature stage. • Leads through subordinate managers. • Executes business plans and may contribute to the development of area strategy. • Directs the resolution of highly complex or unusual business problems applying advanced analytical thought and judgment.

• Develop and lead the enterprise applied research agenda aligned with organizational priorities. • Establish research priorities, methodologies, quality standards, and publication schedules. • Lead flagship initiatives including the State of Prosperity research portfolio. • Advise executive leadership on economic, demographic, and policy trends. • Direct quantitative and qualitative research on financial well-being, wealth-building, entrepreneurship, housing, tax opportunity, and family financial health. • Ensure methodological rigor using appropriate economic and mixed-methods research. • Evaluate policies, markets, and interventions using objective evidence. • Oversee production of reports, briefs, dashboards, and research publications. • Translate research findings into practical policy options and implementation strategies. • Assess feasibility, tradeoffs, and expected outcomes of proposed solutions. • Partner with Programs and Public Policy to ensure research informs organizational priorities. • Develop partnerships with universities, research institutions, and government agencies. • Support grant proposals by developing methodologies and technical narratives. • Represent Prosperity Now through presentations and publications. • Supervise, coach, and develop the Applied Research & Policy Associate and future Research Scientist. • Establish research standards and review work products. • Model collaborative leadership. • Participate in planning, goal setting, and performance management. • Perform other duties as assigned.