Gainwell Technologies

Proposal Operations Specialist

Gainwell Technologies$95K — $110K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in proposal operations or related fields.
  • 2+ years using Microsoft Project for scheduling.
  • Strong grasp of proposal processes and compliance.
  • Excellent editing, proofreading, and formatting skills.
  • Experience with AI-enabled tools and proposal submissions.

Responsibilities

  • Maintain proposal templates and operational documentation.
  • Manage relationship with printing services for proposals.
  • Implement AI tools to enhance proposal quality.
  • Assist in metrics tracking and process improvements.
  • Provide editorial and formatting support for proposals.
  • Coordinate content from team members and subject matter experts.
  • Develop integrated work plans and oversee project timelines.

Benefits

  • Fully remote work opportunity within the U.S.
  • Generous flexible vacation policy.
  • 401(k) employer match.
  • Comprehensive health benefits.
  • Educational assistance.
Full Job Description
Summary

The Proposal Operations Specialist is primarily responsible for managing proposal production and operational processes while providing editorial support and work planning assistance on an as-needed basis throughout the pursuit lifecycle. Responsibilities include supporting proposal systems, operational processes, production activities, compliance functions, and submission support associated with Requests for Proposals (RFPs), Requests for Information (RFIs), sole source proposals, and other business development activities as required.

Your role in our mission

Proposal Operations and Production

  • Maintain and update standard proposal templates, production procedures, style guides, and operational documentation to promote consistency across proposal workflows.
  • Manage the day-to-day relationship with the Gainwell Printing Services Provider and oversee proposal production activities for printed submissions to support timely and accurate proposal delivery.
  • Support implementation and maintenance of AI-enabled tools and technologies to enhance proposal efficiency, quality, and operational effectiveness.
  • Assist leadership with metrics tracking and reporting, process improvement initiatives, and lessons learned activities to support continuous improvement and operational scalability.
  • Perform other duties as assigned.


Editorial Support Responsibilities (As Needed)

  • Provide editorial, document formatting, and quality assurance support, as needed, to include creating shell files, formatting and maintaining resumes, managing RFP-specific conventions lists, and performing editing, proofreading, and quality reviews to promote consistency, clarity, responsiveness, compliance, and overall proposal quality.
  • Coordinate content updates and document inputs from proposal team members, solution teams, subject matter experts, and contributors while supporting proposal formatting, branding, and template standards.
  • Collaborate with Proposal Team Editors, Proposal Managers, Writers, Graphic Designers, and other pursuit team members to produce compliant, high-quality deliverables.
  • When serving as the primary proposal support resource on RFIs or similar projects, work with the Opportunity Owner or Bid Manager to establish writing, editing, production, and coordination responsibilities.


Work Planning Support Responsibilities (As Needed)

  • Develop integrated work plans, using Microsoft Project and related planning tools, as needed, including milestones, task dependencies, review cycles, and production timelines.
  • Facilitate work plan reviews and schedule updates with the Solution Lead and lead work planning discussions with Subject Matter Experts (SMEs) as solution development evolves throughout the pursuit lifecycle.
  • Develop and maintain both detailed and executive-level views of Implementation work plan schedules, milestones, and status as requested.
  • Support color team reviews, content development schedules, production planning, and final submission readiness activities through effective work planning and cross-team coordination.


What we're looking for

  • Minimum of five (5) years of experience supporting proposal operations, proposal production, desktop publishing, proposal editing, project coordination, or related functions.
  • Minimum of two (2) years of experience creating and maintaining project schedules, work plans, and pursuit timelines using Microsoft Project or similar planning tools.
  • Strong understanding of proposal lifecycle processes, proposal production standards, compliance requirements, and submission best practices.
  • Strong editing, proofreading, document quality assurance, and document formatting skills with exceptional attention to detail.
  • Experience coordinating electronic proposal submissions and printed document production activities.
  • Demonstrated ability to manage multiple priorities and deadlines in a fast-paced, deadline-driven environment.
  • Strong organizational, analytical, project coordination, and planning skills.
  • Excellent written and verbal communication skills.
  • Ability to work collaboratively across cross-functional teams and engage effectively with senior leadership, solution teams, and pursuit stakeholders.
  • Strong interpersonal skills including flexibility, professionalism, tact, diplomacy, customer service and team player orientation.
  • Experience supporting AI-enabled tools and technologies.


Education and/or Experience Requirements

  • Bachelor's degree in Business, Communications, Marketing, Healthcare Administration, English, Journalism, Project Management, or a related field preferred.
  • Equivalent combination of education and relevant proposal operations experience may be considered.
  • APMP or PMP certifications are beneficial


Computer Skills

  • Advanced proficiency in Microsoft Office Suite, including Word, Excel, Outlook, PowerPoint, and Teams.
  • Advanced proficiency with Adobe Acrobat Professional.
  • Two-years of experience using Microsoft Project, including development and maintenance of work plans, schedules, milestones, and task dependencies.
  • Experience with content management systems and AI-enabled tools.
  • Experience with document formatting and production.


What you should expect in this role

  • Fully remote (within the U.S.).
  • May require occasional evening and weekend work during active proposal submissions and critical pursuit milestones.
  • May require limited travel based on business needs.
  • Fast-paced, collaborative, deadline-driven environment supporting strategic growth initiatives.


This posting will accept applications until July 10, 2026.

The pay range for this position is $95,000.00 - $110,000.00 per year, however, the base pay offered may vary depending on geographic region, internal equity, job-related knowledge, skills, and experience among other factors. Put your passion to work at Gainwell. You'll have the opportunity to grow your career in a company that values work flexibility, learning, and career development. All salaried, full-time candidates are eligible for our generous, flexible vacation policy, a 401(k) employer match, comprehensive health benefits, and educational assistance. We also have a variety of leadership and technical development academies to help build your skills and capabilities.

About Gainwell Technologies

Gainwell Technologies offerings including Medicaid Management Information Systems (MMIS), fiscal agent services, program integrity, care management, immunization registry, and eligibility services. With over 50 years of proven experience, Gainwell carries forward a reputation for technological innovation, service excellence, and unparalleled industry expertise in offering clients scalable and flexible health and human services solutions for their most complex challenges.

Gainwell Technologies Careers

There has never been a more opportune time to join Gainwell Technologies, a leader in providing cutting-edge technology solutions. As a hub of innovation and diversity, Gainwell Technologies offers a plethora of job opportunities aimed at enhancing the digital landscape.

Work You’ll Do

Join Gainwell Technologies' esteemed team to assist some of the most prominent organizations in mastering their technological advancements and digital transformations. At Gainwell Technologies, the focus is on leveraging a unique blend of technology, industry expertise, and digital innovation to lead the market. Professionals at Gainwell Technologies are positioned uniquely at the crossroads of technology and consulting, driving leadership and growth in various sectors through transformative solutions.

Gainwell Technologies Professional Growth and Opportunities

The team is dedicated to building a leading-edge environment that fosters professional growth and innovation. Gainwell Technologies is not just about addressing the current needs of the market but also about foreseeing and shaping the future of technology.

Innovative Work

At Gainwell Technologies, employees engage in groundbreaking work at the intersection of technology and practical application. The company is home to a large group of dedicated professionals who are committed to delivering robust solutions on trusted platforms.

Career Advancement

Embark on a career journey with Gainwell Technologies where the sky is the limit. The company supports ambitious professionals with comprehensive training, development programs, and diverse certification opportunities designed to future-proof careers in the technology sector.

Explore Job Opportunities and Culture

Gainwell Technologies is committed to creating a workplace culture that promotes diversity and inclusion, where every team member’s contribution is valued. Explore various job opportunities, from internships to full-time positions, and become part of a team that values innovation and leadership.

The Gainwell Technologies Commitment to Diversity and Professional Development

Gainwell Technologies recognizes the importance of diversity training and professional development in creating a thriving workplace. The company is dedicated to providing employees with the resources they need to succeed in their careers and contribute to the industry effectively.

Stay Connected with Gainwell Technologies Careers

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