Proposal Writer

oddball· Business Development
Apply Now ↗
🌍 Remote📍 Remote

About this role

Oddball believes that the best products are built when companies understand and value the things they are working on. We value learning and growth and the ability to make a big impact at a small company. We believe that we can make big changes happen and improve the daily lives of millions of people by bringing quality software to the federal space. 

We're looking for a Proposal Writer to join our dedicated Proposal team, where you’ll own the content strategy and production of our responses to government Requests for Proposals (RFPs), Quotes (RFQs), Information (RFI), and other external deliverables to support the opportunity lifecycle.

What you'll be doing:

  • Lead content planning, writing, graphics ideation, peer reviews, and editing across proposal volumes and artifacts, including but not limited to: technical approaches, management, corporate experience, staffing, vendor-written Performance Work Statements, oral presentations, and technical challenges.
  • Work with the proposal, business development, capture, solutioning, and operations teams to clear blockers to developing compliant, responsive, and compelling proposals.
  • Interview subject matter experts to extract (not simply transcribe) technical information and distill it into clear, persuasive, and differentiated narrative and concepts for graphics.
  • Act as an ambassador of the Proposal team, Growth team, and of Oddball: manage peer, cross-functional, executive, and external relationships to ensure consistent input, alignment, and buy-in to the proposal process.
  • Demonstrate disciplined and ethical use of AI as an extension of your own thinking and ability to produce winning content, never as a substitute for it: arguing against your own draft, shifting feedback left based on evaluation criteria and company standards, and running down sources so you can stand confidently behind every word on the page.
  • Meaningfully contribute to improving the writing practice, proposal function, and broader Growth team at Oddball.

What you’ll bring:

  • Proven experience leading proposal volumes for U.S. federal government clients across multi-phase and quick-turn efforts.
  • Exceptional writing skills with the ability to sell complex technical concepts and our value proposition to all buyer personas/stakeholders.
  • Familiarity with U.S. federal agencies (civilian and defense), with experience writing proposals for VA, CMS, SEC, and DoW preferred.
  • Strong understanding of federal contracting including the FAR, contract vehicles, and the opportunity/business development lifecycle.
  • Demonstrated fluency with key concepts in government technology today, including: agile, human-centered design, DevSecOps, cloud infrastructure, product management, etc.
  • The drive to excel under deadline pressure and in collaborative cross-functional environments
  • Communication and persuasion skills, whether you’re interviewing a SME from the driver’s seat, offering peer-to-peer feedback, or presenting to leadership.
  • Intellectual curiosity about the work Oddball does and how we put Oddball in the best position to win more work.
  • A genuine passion for how what we do as a company improves the lives of the people we serve.

Requirements:

  • Applicants must be authorized to work in the United States. In alignment with federal contract requirements, certain roles may also require U.S. citizenship and the ability to obtain and maintain a federal background investigation and/or a security clearance.

Education:

  • Bachelor’s degree

Benefits:

  • Fully remote
  • Tech Stipend
  • Comprehensive Benefits Package
  • Company Match 401(k) plan
  • Flexible PTO, Paid Holidays

Oddball is an Equal Opportunity Employer and does not discriminate against applicants based on race, religion, color, disability, medical condition, legally protected genetic information, national origin, gender, sexual orientation, marital status, gender identity or expression, sex (including pregnancy, childbirth or related medical conditions), age, veteran status or other legally protected characteristics. Any applicant with a mental or physical disability who requires an accommodation during the application process should contact an Oddball HR representative to request such an accommodation by emailing hr@Oddball.io

Compensation:

At Oddball, it’s important each employee is compensated competitively and fairly. In alignment with state legal requirements. A range for the included position is listed below. Be advised, actual offer details are determined by job category, job location, and candidate skill level.

United States Wage Range: $110,000 – $140,000

Frequently Asked Questions

Is the salary disclosed for the Proposal Writer position at oddball?
The salary for this Proposal Writer role at oddball is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Is the Proposal Writer job at oddball remote?
Yes, this Proposal Writer position at oddball is remote, with team members based in Remote. You can work from home or anywhere in the supported regions.
Which team or department does the Proposal Writer at oddball belong to?
This Proposal Writer position is part of the Business Development department at oddball. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Proposal Writer position at oddball?
Click the "Apply Now" button on this page. You will be redirected to oddball's official application portal hosted on greenhouse where you can submit your application directly.
When was the Proposal Writer job at oddball posted?
This Proposal Writer position at oddball was posted on Aug 3, 2026. Apply as soon as possible — early applications are often reviewed first.
Proposal Writer
oddball
Apply for this role ↗

You'll be redirected to oddball's official application page on Greenhouse.