---
title: 'Proposal Writer at Oddball'
canonical: 'https://feeny.ai/job/proposal-writer-oddball-remote-vanegwkptwq0'
type: 'job'
last_seen: '2026-09-12'
---

# Proposal Writer at Oddball

- **Company:** Oddball
- **Location:** Remote
- **Work type:** remote
- **Posted:** 2026-08-03
- **Last confirmed live:** 2026-09-12
- **Apply:** https://job-boards.greenhouse.io/oddball/jobs/7824634003

## Job description

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

## About Oddball

## Company Overview
- **One-liner**: A digital services agency that transforms and modernizes how federal government agencies interact with citizens through scalable, human-centered software solutions.
- **Entity Type**: Private (growth equity-backed; received a strategic investment from Falfurrias Management Partners in January 2025)
- **Headquarters**: McLean, Virginia, United States
- **Founded**: 2015
- **Founders**: Travis Sorensen (CEO) and Rob Wilkinson (CTO)

## Core Business
- **Primary industry**: Government digital services, federal IT modernization, software development, DevSecOps, human-centered design.
- **Target customers**: U.S. federal government agencies (e.g., Department of Veterans Affairs, DoD, etc.) – primarily B2G (business-to-government).
- **Mission**: To drive innovation in government digital services by building “purpose-built, scalable solutions” that make government services more accessible and efficient for citizens and the workforces they empower.

## Products & Services
- **Software Engineering & Development**: Full-stack development (Node, Angular, React, MongoDB, SQL/NoSQL), custom web applications, mobile apps, and RESTful APIs.
- **DevSecOps & Cloud Migration**: Continuous integration/continuous delivery, enterprise DevOps, cloud migration, containerization (Docker, Helm, Jenkins).
- **Human-Centered Design & UX**: UI/UX design, responsive web design, material design, user research, and accessibility-focused interfaces.
- **Product & Project Management**: Agile/Scrum/Lean delivery, strategic consulting, SWOT analysis, pitch decks, market research, and discounted cash-flow analysis.
- **Legacy Modernization**: Bringing modern, secure, and scalable solutions to replace aging government systems.

## Market Standing
- **Valuation**: Not publicly disclosed.
- **Key Metric**: Total funding amount not public; recent private equity round led by Falfurrias Management Partners (Falfurrias Capital Partners V fund).
- **Notable Investors/Partners**: Falfurrias Management Partners (lead investor), Board members include Marybeth Wootton (Falfurrias Executive Advisor), Joe Price, Grant Hundley.
- **Growth Signals**: 
  - 269 employees as of mid-2026 (+16.4% year-over-year).
  - 100% remote workforce model that attracts top talent.
  - High retention of key clients and strong Glassdoor-style rating (4.5/5 on LinkedIn, 69 reviews).
  - Recent strategic growth partnership positions the company for accelerated growth.

## Competitive Advantages
- **Deep federal specialization**: Decades of combined experience in government contracting – understanding of VA, DoD, and other agencies’ unique compliance, security, and mission requirements.
- **End-to-end capability**: From discovery and design through deployment and ongoing DevSecOps – a rare “whole product” offering in the government digital services space.
- **“Strangely human” culture**: Emphasizes empathy, collaboration, and real understanding of the citizen experience, differentiating from more transactional government contractors.
- **100% remote-first model**: Attracts and retains top commercial tech talent who might otherwise avoid government work; lower overhead and higher employee satisfaction.
- **Proven delivery record**: Consistent track record of successful modernization projects for high-stakes federal clients.

## Strategic Focus
- **Scaling after PE investment**: Leveraging Falfurrias’ operational expertise, capital, and network to win larger contracts, expand into new agencies, and deepen existing client relationships.
- **Modernization of government services**: Continue driving cloud migration, data modernization, and user-centered design across federal IT.
- **Talent acquisition**: Maintaining remote culture while growing the team selectively to preserve quality and culture.
- **Expanding service lines**: Likely increasing capabilities in AI/automation, data analytics, and cybersecurity to meet evolving government needs.

## Why Work Here
- **Fully remote**: Permanent remote-first policy – no mandatory office days. Yearly company retreat.
- **Strong culture**: Described as “strangely human” – collaborative, growth-oriented, client-first, with a focus on big-picture impact.
- **Compensation & benefits**: Competitive salaries (e.g., Senior Product Manager ~$142k, Engineer ~$100k). Comprehensive benefits include health, dental, vision, life insurance, company-match 401(k), flexible PTO, paid holidays, fitness reimbursement, FSA/HSA.
- **Perks**: Yearly stipend, monthly “Lunch and Learns,” professional development support.
- **Work-life balance**: Rated 4.7/5 on LinkedIn for work-life balance; 4.5/5 for culture and compensation.
- **Meaningful work**: Directly improving the daily lives of millions of citizens (veterans, public health, etc.) by modernizing government digital services.
- **Growth opportunities**: Access to senior leadership, exposure to high-impact projects, and room to shape solutions in a mid-size company (~269 people).

## Sources
1. [oddball.io – Homepage](https://oddball.io/)
2. [oddball.io – Careers Page](https://oddball.io/jobs/)
3. [oddball.io – About/Leadership](https://oddball.io/about/)
4. [linkedin.com – Oddball Company Page](https://www.linkedin.com/company/oddball.io)
5. [oddball.io – Falfurrias Partnership Announcement](https://oddball.io/falfurrias-strategic-growth-partnership/)

## Other roles at Oddball

- [Applied AI/ML Engineer](https://feeny.ai/job/applied-ai-ml-engineer-oddball-washington-e9ff9y3pdgaw) — Washington, DC
- [Pricing Analyst](https://feeny.ai/job/pricing-analyst-oddball-remote-4drt63r6c63j)
- [Digital Solutions Architect](https://feeny.ai/job/digital-solutions-architect-oddball-remote-s5kdmn52qw36)
- [Senior Full Stack Engineer](https://feeny.ai/job/senior-full-stack-engineer-oddball-washington-bar6ajzaxgpc) — Washington, DC
- [Cloud Data Architect](https://feeny.ai/job/cloud-data-architect-oddball-remote-z2wqarfwavdj)
- [Proposal Writer](https://feeny.ai/job/proposal-writer-nice-manila-ww3ypaz4ckkt) — Manila, Philippines
- [Proposal Writer](https://feeny.ai/job/proposal-writer-noda-ai-austin-p9g3c00bpszz) — Austin, TX
- [Proposal Writer](https://feeny.ai/job/proposal-writer-promise-robotics-calgary-cy5qb6w7trhp) — Calgary, Canada
- [Proposal Writer](https://feeny.ai/job/proposal-writer-levio-ottawa-wjzgx4gy776d) — Ottawa, Canada