Castlight Health

Director

• Partner across proposals leadership to define proposals function strategy, including intake prioritization and quality standards, with primary ownership of the content management architecture and technology roadmap
• Contribute hands-on content strategy, narrative development, and quality assurance support on the organization's most strategically important proposals, partnering with pursuit leads as needed
• Own the design, architecture, and continuous improvement of a scalable content management system that gives the sales organization rapid access to accurate, compelling response content
• Lead the development of enterprise proposal standards, style guides, and review processes that raise the quality and consistency of all client-facing submissions
• Partner with sales, clinical, and marketing leadership to align proposal content and messaging with commercial strategy and value priorities
• Mentor proposals team professionals in function and content strategy, writing craft, and content library practices, partnering with proposals leadership on broader team expectations and development

Explore Proposals Director at Castlight Health. Review requirements and application details.

Proposals Director

Software Engineer

• Report directly to the VP of Engineering
• Build and scale multiple engineering teams and services
• Create GenAI and ML-powered consumer-grade experiences for healthcare navigation
• Lead and grow engineering teams and recruit top-tier talent
• Execute an aggressive and meaningful product roadmap
• Partner with product, design, and architecture leaders to turn complex ideas and care journeys into simple user experiences
• Own organizational outcomes and ensure technology is fast, accurate, and high-performing
• Foster a culture of high-quality execution, continuous delivery, and accountability
• Bring engineering-driven ideas to reality and own results end-to-end

Explore Associate Director, Engineering at Castlight Health. Review requirements and application details.

Associate Director, Engineering

Solutions Engineer

• Serve as a senior solutions consulting resource for employer prospects, aligned with one to two enterprise sales executives
• Participate in complex discovery with business, clinical, technical, and executive stakeholders
• Develop tailored solution architectures, integration approaches, implementation considerations, and value narratives
• Lead executive-level solution demonstrations and narratives for employer pursuits
• Lead technical and clinical solution development for RFPs, due diligence processes, and client evaluations
• Define and improve solutions consulting standards for discovery, solution design, demonstrations, and presales documentation
• Partner with solutions team members and cross-functional stakeholders to evolve processes and working practices
• Synthesize competitive intelligence, market information, client feedback, and pursuit outcomes
• Advise sales and cross-functional leaders on complex solution questions
• Guide other solutions consultants through high-risk or ambiguous client situations

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Solutions Consultant Director

Business Development Rep

• Work marketing-sourced leads from webinars, events, content, and inbound demo requests
• Run multi-touch outreach sequences by phone, email, and LinkedIn, tailored by vertical and persona
• Qualify interest against Castlight's ICP and book discovery meetings for Account Executives
• Research target accounts and buying committees to personalize outreach for ABM programs
• Maintain clean Salesforce and HubSpot records, including activity, stages, and handoff notes
• Align with marketing on effective messages, objections, and converting lead sources
• Support event follow-up through pre-event outreach and post-event meeting conversion
• Share successful messaging, approaches, and best practices with the ADR team
• Ramp on messaging and personas, consistently book qualified meetings, hit individual targets, improve team approaches, and contribute to campaign planning

Explore Senior Business Development Representative at Castlight Health. Review requirements and application details.