Head of Member Experience @ Sidecar Health | Jobright.ai
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Sidecar Health · 4 hours ago

Head of Member Experience

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Responsibilities

Define and drive both near-term and long-term member experience roadmaps aligned with business goals
Ensure teams across the company integrate member experience priorities into their annual strategies and plans
Anticipate evolving member needs and position Sidecar Health to exceed expectations
Analyze current customer and member journeys, identifying opportunities for improvement with clear problem statements
Design and iterate on ideal future-state member experiences, supported by robust service blueprints
Lead cross-functional collaboration to prioritize impactful initiatives using data-driven insights
Leverage emerging technologies and automation tools to enhance efficiency and innovation
Socialize prioritized member experience initiatives across teams to ensure alignment and support
Translate strategic insights into actionable roadmaps for cross-functional teams
Partner closely with frontline teams (Marketing, Sales, Operations) to enable optimal member experiences through training, automation tools, and pilot programs
Collaborate with Product teams to influence roadmap priorities and enhance features that directly improve member satisfaction
Develop and deliver executional resources, including playbooks and guidelines, for seamless alignment across teams
Establish and monitor KPIs to measure and optimize member experience
Build robust tracking and reporting systems to validate strategies and inform decisions
Create ongoing feedback loops to capture, analyze, and act on member insights
Develop actionable dashboards and learning reports to surface key opportunities across the journey
Serve as the 'Voice of the Customer,' ensuring member needs are central to decision-making
Partner with the People Team to foster a culture of member-centricity within the employee experience
Advocate for member-first initiatives at all levels of the organization

Qualification

Find out how your skills align with this job's requirements. If anything seems off, you can easily click on the tags to select or unselect skills to reflect your actual expertise.

Customer/member experience strategyData analyticsStrategic roadmap executionCX tools familiarityProcess optimizationHealthcare regulations knowledgeKPI monitoringMentoringMember-centric culture advocacy

Required

10+ years of experience leading customer/member experience strategy and execution, with a proven track record of driving measurable improvements in customer satisfaction, loyalty, and advocacy
Demonstrated ability to build and execute multi-year strategic roadmaps aligned with business goals, balancing long-term vision with short-term execution
Expertise in using data, analytics, and customer insights to drive decisions, measure outcomes, and continuously improve member satisfaction metrics (e.g., NPS, CSAT, customer retention rates)
Experience designing and optimizing end-to-end customer/member journeys, including creating detailed service blueprints and process workflows to improve efficiency and reduce friction points
Familiarity with CX tools, automation platforms, and analytics software (e.g., Salesforce, Zendesk, Qualtrics) to monitor and enhance the customer experience
Strong ability to lead cross-functional initiatives, aligning teams across Product, Marketing, Sales, and Operations to deliver on member experience goals
Proven success in driving cultural and operational change within an organization to prioritize customer-centric strategies
Experience implementing scalable systems and processes that support rapid growth while maintaining high levels of member satisfaction
Experience building, mentoring, and scaling high-performing teams focused on member success and experience
Knowledge of healthcare regulations and compliance requirements to ensure all member experience initiatives meet industry standards

Benefits

Comprehensive Medical, Dental, and Vision benefits
A 401k retirement plan
Paid vacation and company holidays

Company

Sidecar Health

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Sidecar Health is an InsurTech company that offers a health insurance platform and medical coverage to businesses.

Funding

Current Stage
Late Stage
Total Funding
$328M
Key Investors
Koch Disruptive TechnologiesDrive CapitalCathay Innovation
2024-06-26Series D· $165M
2021-01-26Series C· $125M
2020-07-23Series B· $20M

Leadership Team

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Patrick Quigley
CEO
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Veronica Osetinsky
Chief Operating Officer and Co-founder
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Company data provided by crunchbase
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