EnrollHere, Inc.

Art Director

• The Creative Director is responsible for owning and defining EnrollHere’s creative vision across marketing, communications, and social media.
• - Develop and evolve the EnrollHere brand identity across all platforms.
• - Create unified design systems that work across product, web, marketing, and partner channels.
• - Ensure creative consistency across all touchpoints—digital, print, social, events, and advertising.
• - Produce high-quality visual assets, including graphics, websites, infographics, pitch decks, video concepts, and campaign content.
• - Oversee design standards for landing pages, ad creative, social campaigns, and internal communication materials.
• - Translate strategic business goals into compelling storytelling and design executions.
• - Collaborate with marketing leadership to build creative campaigns across paid media, email, social, and thought leadership.
• - Shape EnrollHere’s presence across LinkedIn, Instagram, YouTube, and emerging channels.
• - Develop a social content strategy that builds credibility, tells our story, and engages our audience.
• - Create and manage a consistent posting calendar with high-impact visuals and video content.
• - Work closely with founders and department leads on product announcements, feature launches, and company initiatives.

Creative Director

Product Designer

• EnrollHere is seeking a strategic, hands-on Senior Product Designer to lead experience design across our core product areas.
• You’ll balance creativity with execution: driving feature development alongside strong engineering and product team members shaping the visual and interaction design of our products.
• Reporting directly to the Head of Product, the Senior Product Designer will collaborate deeply with Product Managers, Engineers, and business stakeholders to bring clarity to complex problems, delivering work that is beautiful, functional, and impactful.
• You'll lead the end-to-end product design process for key EnrollHere product experiences, from initial research and concept to final handoff and iteration.
• Collaborate cross-functionally with product, engineering, and leadership to define problems, scope solutions, design features, and build reusable patterns to scale the team’s development.
• Translate complex user and business needs into intuitive and data-informed designs.
• Own user flows, wireframes, prototypes, and high-fidelity visuals that balance usability with aesthetics.
• Run design reviews, usability tests, and feedback sessions to validate ideas and refine designs.
• Create, maintain, and evolve our design system for consistency, scalability, and accessibility.
• Partner with Product Managers to prioritize initiatives and balance short-term delivery with long-term design excellence.
• Collaborate with engineers to ensure high-quality implementation and design fidelity.
• Contribute to the culture, processes, and standards that will make EnrollHere’s product design world-class.

Senior Product Designer

Designer

• At EnrollHere, our mission is to build the operating system that powers modern insurance distribution. We’re modernizing the way Americans enroll in insurance plans — a process that’s historically been complex and opaque. Through technology, data, and education, we make it simple, transparent, and human.
• We’re looking for a Senior Designer who can bring EnrollHere’s brand and story to life through powerful visual design, motion, and creativity.
• This is a hands-on creative role for someone who thrives at the intersection of storytelling, craft, and innovation. You’ll collaborate closely with our marketing and sales teams, as well as our external partners to ensure that every touchpoint – from industry reports to digital campaigns to motion pieces – reflects a consistent, expressive brand identity.****You’ll evolve and expand our visual language, design marketing and sales assets, and create engaging 3D and motion graphics that help our brand stand out in the InsurTech space.
• Brand & Visual Direction
• - Develop collateral (decks, product one-pagers, etc.) to be used by business development, marketing, sales, and customer success teams****
• - Collaborate with content marketing to design reports, eBooks, and campaign visuals that reinforce brand cohesion****
• - Own the creation of custom illustrations, iconography, graphics and visualizations that bring clarity and personality to complex topics****
• - Evolve and expand EnrollHere’s visual language to tell richer, more expressive brand stories****
• - Concept, design, and produce motion graphics, 3D assets, and animated content for video, web, and campaigns****
• - Own and manage our asset library to enable scalable, high-quality creative output****
• Collaboration & Creative Leadership
• - Work cross-functionally with marketing, content, and product teams to align visuals with messaging****
• - Manage and guide freelance or agency partners as needed for specialized projects****
• - Bring fresh creative ideas and maintain a high bar for design excellence across the company****

Senior Designer – Brand, Motion

Business Development Rep

• Identify, evaluate, and develop new market opportunities across the healthcare and insurance space.
• Conduct market and competitive analyses to inform go-to-market strategies.
• Develop and execute outreach campaigns to generate qualified leads and partnerships.
• Build and nurture relationships with potential clients, brokers, and strategic partners.
• Represent Enroll Here at conferences, industry events, and networking functions to expand market presence.
• Collaborate cross-functionally with marketing and operations teams to align messaging and optimize partner experience.
• Manage and track the sales pipeline in CRM (e.g., Salesforce), ensuring data accuracy and forecasting integrity.
• Collaborate with marketing on content, collateral, and lead generation campaigns.
• Support the refinement of sales strategies and feedback loops between product and customer insights.
• Monitor lead conversion rates, partner engagement, and campaign ROI.
• Present findings and recommendations to leadership to inform business growth strategies.
• Continuously identify areas to improve process efficiency and sales performance.

Business Development Manager

Operations

• - Maintain and monitor daily operational workflows across departments.
• - Assist in routing and queue marketplace management to ensure consistent, efficient call flows aligned with campaign requirements.
• - Coordinate with internal teams and partners to adjust routing for performance and compliance.
• - Proactively identify bottlenecks or inefficiencies in call flows.
• - Recommend and implement process automation to improve efficiency and reduce manual work.
• - Collaborate with tech/product teams to enhance dialer platform routing capabilities and performance reporting.
• - Track daily tasks and manage cross-functional priorities.
• - Maintain operational dashboards and performance reports.
• - Ensure communication loops between teams to prevent operational gaps.
• - Monitor escalations and ensure timely follow-up on client-facing issues.
• - Support customer success teams with renewal tracking, onboarding follow-up, and resource distribution.
• - Document and share customer feedback to inform process and product improvements.
• - Monitor affiliate call traffic for quality, compliance, and performance.
• - Address traffic issues with actionable feedback to partners.
• - Maintain updated offers and configurations within the affiliate marketplace.
• - Keep documentation and dashboards accurate and current.
• - Coordinate new client onboarding workflows and ensure resource distribution.
• - Assist in creating, organizing, and enforcing Standard Operating Procedures (SOPs).
• - Develop contingency plans to maintain call flow continuity during outages, partner downtime, or compliance escalations.
• - Help enforce compliance with CMS, TCPA, and other regulations.
• - Maintain documentation of compliance checks, audits, and traffic quality reports.

Operations Manager

Affiliate Manager

• - Source, recruit, and negotiate with top-performing affiliates across Medicare, ACA, Final Expense, and emerging verticals.
• - Build and maintain long-term, trust-based relationships with affiliate partners to drive sustainable growth.
• - Onboard new affiliates, ensuring they understand offer requirements, compliance rules, and tracking/reporting tools.
• - Serve as the primary liaison for affiliate partners, delivering exceptional service and rapid problem resolution.
• - Cultivate relationships with strategic partners to expand into high-margin verticals.
• - Monitor call traffic and call flow to ensure campaign efficiency.
• - Develop targeted campaigns and incentive programs to boost affiliate engagement and call volume.
• - Troubleshoot performance issues quickly and collaborate with partners to improve traffic quality and conversions.
• - Enforce strict compliance with marketing and healthcare advertising regulations (CMS, TCPA).
• - Proactively audit call traffic sources to identify and address potential violations before they impact campaigns.
• - Maintain detailed documentation of affiliate agreements, compliance checks, and enforcement actions.
• - Implement proactive compliance programs to reduce risk exposure across all traffic channels.
• - Represent Enroll Here at major industry events, conferences, and networking functions. Strengthen relationships with existing partners and build new ones through strategic networking.

Senior Affiliate Manager

Product Manager

• Report directly to the Head of Product and bridge high-level product vision with day-to-day delivery.
• Lead the ideation, development, and launch of innovative products that drive EnrollHere client experience based on key metrics.
• Collaborate cross-functionally with Engineering, Sales, Customer Success, design, QA, and external partners to ensure alignment and successful product execution.
• Define and evolve product vision and roadmap for areas of ownership, ensuring alignment with user needs and organization goals.
• Conduct market research and analyze data to identify user needs, market trends, and competitive landscape.
• Prioritize product features, maintain the product backlog in Linear, and make informed decisions around product development.
• Write detailed product requirements and user stories for the development team.
• Monitor and measure product performance and feature adoption using data-driven insights and contribute to internal standards and processes.

Senior Product Manager

Project Manager

• Lead end-to-end project management for large-scale client and internal initiatives, from scoping through post-launch evaluation
• Partner with Customer Success, Product, Engineering, and Operations to align resources and priorities
• Build and maintain detailed project plans, timelines, and communication cadences
• Identify and mitigate risks, remove roadblocks, and escalate issues when necessary
• Manage stakeholder expectations and ensure alignment on project goals, deliverables, and timelines
• Track and report progress against milestones, KPIs, and overall project health
• Support continuous improvement by standardizing best practices, tools, and processes across projects
• Mentor junior project managers or project coordinators as the team grows

Senior Project Manager

Recruitment

• About EnrollHere: At EnrollHere, we’re on a mission to transform the way individuals and families access health and insurance solutions. As a growing startup, we operate with agility and a strong sense of collaboration—everyone wears multiple hats and contributes across the business. We’re looking for someone who thrives in that type of environment and is excited by the opportunity to build, shape, and scale our People function alongside us.
• The Role: We’re seeking a Recruiter / HR Generalist who will be primarily focused on recruiting top talent to support our rapid growth, while also contributing across the HR and People Operations spectrum as business needs evolve. This is an excellent opportunity for a motivated HR professional who wants to take ownership of the full candidate lifecycle and gain broad exposure to people operations in a startup environment.

Recruiter, People Ops Generalist

Bookkeeper

• EnrollHere is on a mission to make healthcare enrollment simple, transparent, and accessible for everyone. We partner with organizations nationwide to deliver streamlined technology and exceptional customer experiences, ensuring members can access the coverage they need with confidence. Our fully remote team thrives on collaboration, innovation, and a shared commitment to improving the enrollment journey for all.
• We are looking for a Senior Software Engineer to design, build, and optimize our commissions, payments, and payroll systems. In this role, you will work on high-impact financial technology that powers accurate and timely compensation for our clients and partners.
• The ideal candidate has experience in secure financial transactions, payment processing APIs, and payroll systems, along with a passion for building reliable, scalable, and compliant software solutions.
• Design, develop, and maintain services for commissions calculation, payroll processing, and payment disbursements.
• Architect systems to ensure accuracy, reliability, and compliance with financial regulations.
• Work with stakeholders to translate complex business rules into maintainable, testable code.
• Build and maintain integrations with payment gateways, payroll platforms, and accounting systems.
• Ensure secure and efficient handling of sensitive financial data.
• Provide well-documented APIs for internal and external consumers.
• Implement automated testing and reconciliation processes to validate financial accuracy.