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Castlight Jobs (NOW HIRING)

GTM Enablement Director

$144K - $216K/yr

Summary Castlight is hiring a Director of GTM Enablement to improve how our teams sell, position, and execute in the market. This is a high-impact, player-coach role. You will lead a small team while ...

Join to apply for the Technical Project Manager role at Castlight Health. We are seeking a detail‐oriented and proactive Technical Project Manager (TPM) to lead and manage the successful delivery ...

Join to apply for the Technical Project Manager role at Castlight Health . We are seeking a detail‐oriented and proactive Technical Project Manager (TPM) to lead and manage the successful delivery ...

OR · On-site

$144K - $216K/yr

Summary Castlight is hiring a Director of GTM Enablement to improve how our teams sell, position, and execute in the market. This is a high-impact, player-coach role. You will lead a small team while ...

Castlight serves as the front door to healthcare, helping members understand, navigate, and engage with their benefits through a personalized, data-driven platform. By guiding individuals to the ...

Shift Electrician

Columbus, MS · On-site

$24.50 - $33.50/hr

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

Shift Electrician

Columbus, MS · On-site

$24.50 - $33.50/hr

Castlight Health navigation platform * Well-being program * Life/AD and D coverage * Disability coverage * Profit sharing and retirement savings * Stock benefits * Educational assistance * Dependent ...

Shift Electrician

Columbus, MS · On-site

$24.50 - $33.50/hr

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

Shift Electrician

Columbus, MS · On-site

$24.50 - $33.50/hr

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

Metallurgist

Columbus, MS · On-site

$81K - $99K/yr

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

Medical, Dental and Prescription Insurance Vision and Hearing Coverage Flexible Spending Accounts Health Savings Accounts Castlight Health Navigation Platform Well-Being Program Life/AD and D ...

Castlight Health Navigation Platform * Well-Being Program * Life/AD and D Coverage * Disability Coverage * Profit Sharing and Retirement Savings * Stock Benefits * Educational Assistance * Dependent ...

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Showing results 1-20

Castlight information

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$14

$25

$54

How much do castlight jobs pay per hour?

As of Jun 7, 2026, the average hourly pay for castlight in the United States is $25.56, according to ZipRecruiter salary data. Most workers in this role earn between $19.23 and $28.37 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a Castlight Health Solutions Consultant, and why are they important?

To thrive as a Castlight Health Solutions Consultant, you need a solid understanding of healthcare benefits, data analysis, and client relationship management, typically supported by a bachelor’s degree in a related field. Familiarity with healthcare platforms like Castlight Health, CRM systems (such as Salesforce), and data analytics tools is frequently required. Strong communication, problem-solving, and project management skills help you deliver value and build trust with clients. These competencies are essential for designing effective solutions, ensuring client satisfaction, and driving successful health benefit outcomes.

What is a Castlight and what do they do?

Castlight typically refers to Castlight Health, a company that provides a digital health platform for employers and their employees. Castlight Health helps users navigate healthcare benefits, find providers, compare costs, and manage their wellness. Employees can use Castlight's tools to make more informed healthcare decisions, access telemedicine, and track their health goals. The company works with employers to improve employee health outcomes and reduce healthcare costs.

What are some common challenges faced by a Castlight Health Customer Support Representative, and how can they be addressed?

Castlight Health Customer Support Representatives often navigate complex health benefits questions from users, which can be challenging due to the individualized nature of healthcare plans. To address these challenges, representatives receive ongoing training on healthcare policies and Castlight's platform features, and they work closely with cross-functional teams to resolve issues efficiently. A collaborative environment and access to internal knowledge bases help ensure representatives can provide accurate and empathetic support, turning challenges into opportunities to deliver exceptional service.
Infographic showing various Castlight job openings in the United States as of May 2026, with employment types broken down into 100% Full Time. Highlights an 82% Physical, and 18% Remote job distribution, with an average salary of $53,161 per year, or $25.6 per hour.
GTM Enablement Director

$144K - $216K/yr

Full-time

Posted 12 days ago


Job description

Job Description Summary
Castlight is hiring a Director of GTM Enablement to improve how our teams sell, position, and execute in the market. This is a high-impact, player-coach role. You will lead a small team while personally driving internal enablement, field execution, and sales effectiveness across our GTM organization. You will work closely with Growth, Sales, Marketing, and Product Marketing to ensure our teams have the knowledge, tools, and consistency needed to create pipeline and close business. This role is not about running training programs in isolation. It is about improving performance in the field.
How will you make an impact & Requirements
About Castlight
Castlight Health is a leader in healthcare navigation, helping employers and health plans improve outcomes and reduce costs through data, clinical guidance, and a connected care experience. We bring together navigation, advocacy, and care delivery to help people make better healthcare decisions and get the most from their benefits.
What You'll Do
  • Drive sales execution and effectiveness across the full commercial motion, improving how reps operate through the sales process from Discovery to Evaluation to Close.
  • Identify where deals stall and implement targeted fixes that improve execution, consistency, and selling confidence.
  • Drive consistency in how Castlight is positioned and sold across core segments, including Employer, Health Plan, and Consultant motions.
  • Partner with Sales leadership to reinforce best practices, sharpen selling behaviors, and improve performance in the field.

Own Lighting the Way
  • Design and lead Lighting the Way, Castlight's core GTM enablement program.
  • Deliver a structured curriculum across product knowledge, competitive positioning, core messaging, and value articulation.
  • Run ongoing sessions tied to real field needs, including discovery, business case development, objection handling, and deal strategy.
  • Ensure learning translates into improved execution, not just attendance.

Translate Strategy into Field-Ready Execution
  • Partner with Product Marketing to turn messaging into practical talk tracks, sales narratives, and objection handling.
  • Ensure materials are usable in live selling, not just well-written.
  • Embed clarity into the field so teams know how to tell the story, handle resistance, and move deals forward.

Use Pipeline Insight to Drive Enablement Priorities
  • Leverage pipeline data and deal feedback to identify gaps in execution.
  • Partner with RevOps to understand trends in stage progression, conversion, and where additional reinforcement is needed.
  • Prioritize enablement efforts based on what will most improve pipeline movement and sales outcomes.

Enable Sales Process and Tools
  • Ensure reps understand what good looks like at each stage of the sales process.
  • Embed guidance into workflows, tools, and sales materials so the field can find and use what they need.
  • Drive adoption of enablement content and practices across the organization.

Lead a Lean Team
  • Manage one RevOps resource focused on data, reporting, and systems support.
  • Manage one Partner Enablement specialist focused on reseller and health plan channels.
  • Set priorities, drive accountability, and stay close to execution.
  • Step in directly where needed in a lean environment.

What Success Looks Like
  • Sales teams can clearly and consistently articulate Castlight's value.
  • Deals progress more efficiently through each stage.
  • Product knowledge and competitive confidence improve across the field.
  • Lighting the Way becomes a core driver of sales effectiveness.
  • Enablement is directly tied to pipeline movement and outcomes.

What We're Looking For
  • 8+ years of experience in sales enablement, GTM, or commercial roles.
  • Experience improving sales execution and field performance.
  • Strong understanding of B2B sales processes, ideally in healthcare, SaaS, or benefits.
  • Ability to translate complex products into simple, actionable sales guidance.
  • Experience delivering training that drives behavior change, not just knowledge transfer.
  • Comfort working with data to inform priorities, including pipeline and stage progression.
  • Strong communicator with the ability to influence across Sales, Marketing, Product Marketing, and Growth leadership.

Who You Are
  • A builder and operator who thrives in a lean environment.
  • Focused on outcomes, not just activity.
  • Comfortable working directly with sales teams and leaders.
  • Pragmatic, hands-on, and focused on what actually works in the field.

Why This Role
  • Direct impact on pipeline progression and revenue outcomes.
  • High visibility across Growth and Sales leadership.
  • Opportunity to build and scale a core GTM capability at Castlight.

Compensation:
$144,368.00
to
$216,552.00