Skyward

Proposal Team

ProposalWriter

$90–110k Rockville, Maryland, United States FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“Proposal Writer at Skyward. Skills: Proposal writing, Federal proposals, RFP response. Write clear, compliant, and compelling proposals. Generate RFI and Sources Sought responses”

What You'll Achieve.

Win contracts; Generate RFI and Sources Sought responses

Industry & Context.

Proposal Team
Problems you'll solve

Turn requirements into narratives

Eligibility Requirements

Ability to obtain and maintain Public Trust security clearance

What They're Looking For.

Must Have

Bachelor's in English, Communications, Journalism, Business, or related field (or equivalent), 5+ years writing and coordinating federal proposals, Experience supporting DHS agencies, Managing multiple requirements against competing deadlines, APMP Practitioner or higher (or Shipley-equivalent mastery), Experience contributing to pricing volumes, Developing proposal schedules, Facilitating kick-off, partnership, strategy, and solutions sessions, Track record of winning $25M+ opportunities, Fluency in GovWin, sam. gov, VisibleThread, Loopio, ProposalTech, Qvidian, or Privia, Experience working alongside or inside AI tools, Public Trust security clearance

Nice to Have

Prior experience with DHS-specific vehicles, Spoken or written about proposals, AI in federal contracting, or best practices at events, blogs, or webinars

What You'll Do.

and compelling proposals

Generate RFI and Sources Sought responses

Demonstrate understanding of customers' mission

Collaborate with capture managers

Weave together win themes

and evidence-backed stories

Craft pricing narratives

Craft management approaches

Craft technical solutions

Craft past performance

Craft executive summaries

Use GenAI tools to speed up content creation

Build compliance matrices

Run Pink/Red/Gold reviews

Enforce best practices throughout the proposal lifecycle

Track compliance with Section 508

How You'll Work.

Team & Collaboration

Collaborate with capture managers; Collaborate with BD pros; Collaborate with solution architects; Collaborate with SMEs

Communication Scope

Storytelling; Writing; Technical writing

Process & Methodology

Proposal lifecycle management

Full Job Description

## Description We are Skyward.   That is, a love for people, for improvement, for human advancement through information technology. We are a people-centered business with a desire to serve others. We are diverse and unified; creative and collaborative; a collection of complementary, not competing talents. And though on the surface we remain relaxed, beneath, a torrent of energy links us to our civic tech mission.   We stand by our values, and we won’t compromise on any of them.   Integrity: We’re conscientious, intentional, and empathetic. Our words and actions align. That’s our character. Please don’t ask us to play another part, we’re poor actors.    Compassionate: If we may borrow a quote from Theodore Roosevelt: “No one cares how much you know until they know how much you care.” Because our team is thoughtful and supportive, caring deeply for each other, our clients, and our work, this comes naturally.  Inquisitive: We remain students by failing openly and turning lessons into solutions. Unconventional: For us, life isn’t what happens outside of work. Work happens inside of life and our culture erases the line often dividing the two.    Authentic: Made possible only because we embody the values listed above. We’re relaxed and fun yet intensely curious and driven. Team members are placed with thought, care, and precision to ensure that Trust, Truth, and Transparency continue to represent our brand.   Because of that, we continue Onward, Upward, and Skyward. We need a Proposal Writer.  Are you a storyteller, a compliance whisperer, and a collaborative powerhouse? Do you blend creativity with compliance, turn requirements into narratives and RFPs into real-world impact? If you’re someone who thrives in the fast lane, embraces smart tech (hello, AI tools), and believes storytelling can win hearts and contracts, then you’re exactly who we are looking for. Come join us if you're motivated to learn from others, to learn from mistakes, to be part of a future-looking and

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