Sales Enablement & Proposals Manager

About This Role

Healthesystems offers workplace flexibility with our Work\-From\-Home model, and a competitive compensation and benefits package including healthcare coverage, PTO, paid holidays, 401(k), company\-provided life insurance/disability coverage, wellness options, and more.Note: we are unable to hire in every state

The Sales Enablement \& Proposals Manager is a senior individual contributor responsible for enabling sales effectiveness in complex B2B sales environments through high‑impact enablement campaigns and assets, disciplined RFP execution, and strong ownership of proposal workflows and tooling. This role supports a focused, relationship‑driven sales model and ensures sales teams are equipped with the right campaigns, content, and processes to move longer‑cycle, highly considered opportunities forward. The role partners closely with Sales, Marketing, and subject matter experts across the organization to translate strategy into clear, sales‑ready execution.

Key Responsibilities: "To simplify complexities for each customer."

• Execute and operationalize sales enablement programs and campaigns within CRM and marketing automation platforms (e.g., HubSpot, Pardot/Salesforce), identifying opportunities to incorporate AI‑enabled tools and emerging technologies to enhance content delivery, personalization, and workflow efficiency, ensuring enablement assets are activated, accessible, and aligned to defined sales motions.

• Partner closely with Sales to deliver buyer‑aligned enablement support, translating established positioning, value propositions, and sales strategies into effective sales narratives, plays, and assets for the field.

• Ensure enablement and proposal materials remain current and on‑strategy, aligning to approved positioning, GTM priorities, and messaging while applying appropriate levels of customization.

• Support priority and late‑stage opportunities with tailored proposal and enablement materials, executing against deal strategy and buyer needs defined in partnership with Sales and leadership.

• Lead and manage the end‑to‑end RFP/RFI process and tooling, including intake, timelines, coordination with subject matter experts, quality control, and final submission.

• Maintain and continuously improve the RFP and proposal content library, including standard narratives, win themes, reusable responses, and best practices to drive consistency, speed, and differentiation.

• Administer and optimize proposal and enablement tools, workflows, and templates, ensuring ease of use, collaboration, and efficiency across Sales, Marketing, and Operations.

• Write, edit, and refine proposals, executive summaries, and enablement content, ensuring clarity, consistency, and compelling narrative flow while avoiding generic or overly templated language.

• Serve as a feedback conduit between Sales and Marketing, capturing insights on objections, content gaps, and asset usability, and sharing recommendations to inform ongoing enablement and automation improvements

Qualifications/Education/Certifications

• Bachelor's degree in Marketing, Communications, Business, or a related field, or equivalent combination of education and experience.
• 5\-8\+ years of relevant experience in sales enablement, proposal management, or related roles supporting large, relationship\-driven accounts with extended B2B sales cycles where relationship continuity, credibility and tailored messaging are critical.
• Experience working in highly regulated, services‑oriented, or healthcare‑adjacent environments preferred.

Knowledge, Skills and Abilities

• Direct, hands‑on experience owning RFP workflows and proposal tooling in a B2B environment.
• Strong working knowledge of HubSpot or similar marketing automation and CRM platforms.
• Familiarity with B2B sales pipelines, funnel stages, and opportunity progression, with the ability to apply this understanding to inform targeted enablement efforts and campaign effectiveness.
• Exceptional written communication skills with the ability to translate complex offerings into clear, persuasive narratives.
• Strong organizational and project management skills; able to manage multiple concurrent initiatives and deadlines.
• High degree of business judgment and discretion when supporting priority opportunities.
• Ability to collaborate effectively across Sales, Marketing, and subject matter experts.

Role\-Based Competencies

• Shows Drive \& Initiative
• Collaboration \& Teamwork
• Delivers Quality Results Timely
• Communicates Effectively
• Job Knowledge \& Skills

Physical Demands/Working Conditions

Duties are performed primarily in a home office setting utilizing computer equipment. Travel to attend meetings and visit locations throughout the country may be required. While performing the duties of this job, the employee is regularly required to sit and talk or hear. The employee is frequently required to use hands. The employee is occasionally required to stand and walk. \\\ Job descriptions will be reviewed and are subject to changes of business necessity. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.*

To facilitate working from home, and as a requirement for this role, candidates must provide their own reliable, high speed internet access with sufficient bandwidth to execute all job functions. Company laptop will be provided \- (except for temporary internship roles)

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