Sales Enablement & Proposal Specialist

About Carrot

Carrot is the leading global fertility, family-building, and lifelong hormonal healthcare platform providing care for everyone, everywhere. Trusted by more than a thousand multinational employers, health plans, and health systems, Carrot's comprehensive clinical program delivers industry-leading cost savings for employers and award-winning experiences for millions of people worldwide. From maternity through menopause and pre-pregnancy through parenting, Carrot is dedicated to expanding access and improving outcomes. Carrot empowers members with compassionate, personalized, and inclusive support.

The Role

The Proposal and Sales Enablement Specialist will lead end-to-end proposal submissions across all business segments, from initial research to project management and content gathering to final submission. They will write clear, concise, and persuasive content for proposals, focusing on the value proposition, benefits, and solutions our organization can offer. This includes customizing proposals to suit each prospect’s unique needs and preferences while maintaining brand consistency. This role will also lead content programming for the Sales Enablement team, which may include sales support for presentations, collateral development, and internal communications. The Proposal and Sales Enablement Specialist is a professional with a background in sales, marketing, or project management; they are a motivated and detail-oriented self-starter. This person will support growth to a fast growing, mission-driven organization.

The Team

The Sales Enablement team is responsible for equipping Carrot’s Commercial team with the training, process, and content needed to drive an effective sales process and ultimately exceed revenue goals. The Commercial organization is made up of our sales distribution channels (Employer, Consultant Relations, Health Plan, and Partnerships), all uniquely responsible for ensuring a consistent and thriving new business growth strategy.

The proposal team sits within the Sales Enablement organization and is responsible for implementing and managing processes to ensure accurate, quality responses to RFPs, RFIs, vendor profile systems, and sales-related questionnaires. The team creates and maintains content for an internal knowledge base that houses data organized by the needs of each customer type, and ensures alignment across the organization. Communication and coordination with Subject Matter Experts (SMEs) will be a large part of the project management process.

This role will be a hybrid role with approximately 75% of work toward proposals and approximately 25% toward Sales Enablement initiatives, but can vary based on team capacity and season. Twice a year, the Proposal and Sales Enablement Specialist will play an active role in planning, developing session content, and executing Commercial Kickoff (CKO) and Sales Summit training programs, coordinating logistics, supporting training delivery, and ensuring alignment with established sales processes and operational best practices.

Minimum Qualifications

• Bachelor’s degree
• Exceptional written and verbal communication skills
• Ability to work collaboratively with cross-functional teams, leading meetings and owning projects
• Detail-oriented with excellent editing and proofreading skills
• Experience in the healthcare benefits industry
• Project management skills and the ability to handle multiple projects simultaneously
• Self-Starter: The ideal candidate should have a proactive mindset and the ability to work independently. They should be motivated to take the initiative to identify opportunities for improvement and propose innovative solutions.
• Adaptability: The Proposal Specialist should thrive in a dynamic environment and be capable of adjusting their approach to meet evolving needs.

Preferred Qualifications

• Previous experience with a proposal management software preferred
• 2+ years experience