Rightway

Senior Proposal Lead

Rightway

full-time

Posted on:

Location Type: Remote

Location: FloridaUnited States

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Salary

💰 $100,000 - $118,000 per year

Job Level

Tech Stack

About the role

  • Own complex, high-risk proposals end to end, with full accountability for strategy, quality, and delivery.
  • Analyze RFP/RFI requirements to understand client needs, evaluation criteria, and risk areas.
  • Lead proposal strategy and messaging in partnership with Sales and SMEs to clearly articulate Rightway’s value and differentiation.
  • Create, write, edit, and format proposal responses using cloud-based tools (Responsive).
  • Drive timelines, coordinate inputs, and ensure proposals are compliant, accurate, and professionally produced.
  • Partner with Pod Leaders to provide coaching and quality oversight for Proposal Leads, strengthening writing quality, structure, and overall proposal consistency across the pod.
  • Drive continuous improvement within your pod, identifying and implementing enhancements to proposal content, workflows, and quality standards to improve efficiency and outcomes.

Requirements

  • An experienced proposal professional with deep PBM proposal expertise
  • Bachelor’s degree required
  • 5+ years of experience in proposal and project management within a highly regulated environment
  • A sharp, persuasive writer who delivers clarity and impact
  • Technically proficient (Google Workspace, Responsive, Salesforce, and similar tools)
  • A strategic thinker who balances speed, quality, and risk
  • Comfortable owning complex work independently while coaching and supporting peers
  • Highly organized, adaptable, and confident managing competing priorities
  • A collaborative partner who elevates both the work and the team around them
Benefits
  • Health insurance
  • Retirement plans
  • Paid time off
  • Flexible work arrangements
  • Professional development opportunities
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
proposal managementproject managementwritingeditingformattinganalysisstrategy developmentquality assurancecontinuous improvementrisk assessment
Soft Skills
persuasive communicationstrategic thinkingindependencecoachingcollaborationorganizationadaptabilityconfidencetime managementprioritization
Certifications
Bachelor's degree