Proposal Writer – Remote

Employer : Oddball
Job Location : Remote Job
Work Arrangement : Fully Remote
Employment Type : Full-Time
Salary : USD $110,000 – $140,000 per year

Job Overview

Oddball is seeking a skilled and experienced Proposal Writer to join its dedicated Proposal team. The successful candidate will take ownership of the content strategy and production of responses to government Requests for Proposals (RFPs), Requests for Quotes (RFQs), Requests for Information (RFIs), and other external deliverables supporting the business opportunity lifecycle.

Oddball believes the best products are built when organizations understand and value the work they do. The company promotes learning, professional growth, and the opportunity to make a meaningful impact within a smaller, collaborative organization.

In this role, you will work closely with Proposal, Business Development, Capture, Solutioning, and Operations teams to create compliant, persuasive, and differentiated proposal content for U.S. federal government opportunities.

Key Responsibilities

Proposal Content Development

• Lead content planning, writing, graphics ideation, peer reviews, and editing across proposal volumes and related deliverables.
• Develop content for technical approaches, management approaches, corporate experience, staffing plans, vendor-written Performance Work Statements, oral presentations, and technical challenges.
• Ensure proposal content is compliant, responsive, compelling, and aligned with evaluation requirements.
• Collaborate with internal teams to identify and resolve barriers to effective proposal development.

Research & Subject Matter Expert Collaboration

• Interview subject matter experts (SMEs) to extract technical information and transform complex concepts into clear, persuasive, and differentiated proposal narratives.
• Translate technical information into compelling written content and concepts for supporting graphics.
• Research relevant sources and verify information to ensure proposal content is accurate and defensible.
• Develop narratives that clearly communicate Oddball's capabilities and value proposition to different government stakeholders.

Collaboration & Communication

• Build strong working relationships with the Proposal, Growth, Business Development, Capture, Solutioning, Operations, and executive teams.
• Coordinate peer, cross-functional, executive, and external relationships throughout the proposal process.
• Act as an ambassador for the Proposal team, Growth team, and Oddball.
• Provide constructive peer feedback and contribute to proposal reviews and improvements.
• Communicate effectively with subject matter experts, colleagues, executives, and other stakeholders.

AI & Proposal Innovation

• Use artificial intelligence responsibly and ethically as a tool to strengthen personal thinking, research, and content development.
• Review and challenge your own drafts to identify weaknesses and opportunities for improvement.
• Incorporate feedback early in the proposal development process.
• Validate sources and ensure you can confidently support the information included in proposal content.
• Contribute to improvements across Oddball's writing practice, proposal function, and broader Growth team.

Eligibility Requirements

Required Eligibility Requirements

• Proven experience leading proposal volumes for U.S. federal government clients across both multi-phase and quick-turn proposal efforts.
• Exceptional writing and editing skills.
• Ability to explain and sell complex technical concepts and organizational value propositions to different stakeholders.
• Familiarity with U.S. federal agencies across civilian and defense sectors.
• Strong understanding of federal contracting, including:
  • Federal Acquisition Regulation (FAR).
  • Government contract vehicles.
  • Opportunity and business development lifecycle.
• Fluency with modern government technology concepts, including:
  • Agile.
  • Human-centered design.
  • DevSecOps.
  • Cloud infrastructure.
  • Product management.
• Ability to perform effectively under tight deadlines.
• Strong collaboration skills in cross-functional environments.
• Excellent communication and persuasion abilities.
• Intellectual curiosity and willingness to learn about Oddball's work and solutions.
• Genuine interest in how technology can improve the lives of people and communities served by government programs.

Preferred Experience

Experience writing proposals for U.S. federal agencies such as:

• Department of Veterans Affairs (VA).
• Centers for Medicare & Medicaid Services (CMS).
• Securities and Exchange Commission (SEC).
• Department of War (DoW).

Education

• Bachelor's degree required.

Work Authorization Requirements

Applicants must be authorized to work in the United States.

Due to federal contract requirements, certain positions may additionally require:

• U.S. citizenship.
• Ability to obtain and maintain a federal background investigation.
• Ability to obtain and maintain a security clearance, where applicable.

Salary & Benefits

• Annual Salary: USD $110,000 – $140,000
• Fully remote work opportunity.
• Technology stipend.
• Comprehensive employee benefits package.
• Company-matched 401(k) retirement plan.
• Flexible Paid Time Off (PTO).
• Paid holidays.

The advertised salary range represents the applicable U.S. wage range. Actual compensation may vary depending on job category, work location, experience, qualifications, and skill level.

Why Work at Oddball?

• Work on technology projects that support the U.S. federal government.
• Join a small company where individual contributions can make a meaningful impact.
• Work with experienced professionals across Proposal, Growth, Business Development, and technical teams.
• Develop expertise in government proposal writing and federal technology.
• Work fully remotely with flexible benefits and professional support.
• Contribute to products and services designed to improve people's everyday experiences.

Equal Employment Opportunity

Oddball is an Equal Opportunity Employer and does not discriminate against applicants or employees based on race, religion, color, disability, medical condition, legally protected genetic information, national origin, gender, sexual orientation, marital status, gender identity or expression, sex, pregnancy, childbirth or related medical conditions, age, veteran status, or any other legally protected characteristic.

Qualified applicants with disabilities who require reasonable accommodation during the application process may contact an Oddball HR representative for assistance.

How to Apply

Interested and qualified candidates should click the Apply button below to submit their application. Before applying, carefully review the eligibility requirements, education requirements, work authorization conditions, salary range, and job responsibilities to ensure you meet the qualifications for this position.