Note: The job is a remote job and is open to candidates in USA. Healthesystems is a company offering workplace flexibility and comprehensive benefits, focused on healthcare-adjacent services. The Sales Enablement & Proposals Manager is a senior individual contributor responsible for enhancing sales effectiveness in complex B2B sales environments through enablement campaigns, disciplined RFP execution, and ownership of proposal workflows. This role collaborates closely with Sales, Marketing, and subject matter experts to translate strategy into effective sales execution and ensure sales teams are equipped with the right tools and content to advance long-cycle opportunities.
Responsibilities
- 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
Skills
- 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
- 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
- Experience working in highly regulated, services‑oriented, or healthcare‑adjacent environments preferred
Benefits
- Workplace flexibility with our Work-From-Home model
- Healthcare coverage
- PTO
- Paid holidays
- 401(k)
- Company-provided life insurance/disability coverage
- Wellness options
- Health, dental, vision, disability and life insurance
- Wellness resources
- Recognition programs
- 401k contribution
- PTO & Holiday pay (all subject to eligibility requirements)
- Applicable statutory benefits also provided, including the Colorado HFWA
- Company laptop will be provided - (except for temporary internship roles)
Company Overview