2

Proposal Writer Remote Jobs in Milwaukee, WI (NOW HIRING)

Provides day-to-day support to the HSA Bank Growth team, including the remote Sales and ... Strong verbal and written communication * Ability to work and make decisions independently with a ...

Art Director (Remote - Wisconsin)

Milwaukee, WI · On-site +1

$119K - $125K/yr

Live event production partners, writers, video / motion graphic studios and marketing ... and proposals * Able to execute the design of creative concepts and assure sound pre-press ...

Art Director (Remote - Wisconsin)

Milwaukee, WI · Remote

$119K - $125K/yr

Live event production partners, writers, video / motion graphic studios and marketing ... and proposals * Able to execute the design of creative concepts and assure sound pre-press ...

This position is remote and individual needs to be physically located in the territory - IN, OH, KY ... Must be able to write standard reports and documentation. MATHEMATICAL SKILLS: Ability to add ...

Merjent has staff located across the United States who may choose a remote, in-office, or hybrid ... Demonstrated experience in technical writing, including preparation of clear and accurate ...

next page

Showing results 1-20

Proposal Writer Remote information

See Milwaukee, WI salary details

$35.5K

$80K

$132K

How much do proposal writer remote jobs pay per year?

As of Aug 28, 2026, the average yearly pay for proposal writer remote in Milwaukee, WI is $80,049.00, according to ZipRecruiter salary data. Most workers in this role earn between $62,600.00 and $89,200.00 per year, depending on experience, location, and employer.

What does a remote proposal writer do?

A remote proposal writer is responsible for creating, editing, and submitting proposals for organizations seeking to win new business or funding. Working from a remote location, they collaborate with various teams to gather necessary information, ensure proposals meet client requirements, and adhere to deadlines. Their work involves strong writing, research, and organizational skills, often tailoring documents to specific industries or clients. Remote proposal writers use online tools to communicate and manage projects effectively.

How to become a proposal writer working remotely?

The qualifications to become a remote proposal writer include excellent writing and analytical skills, knowledge of formatting requirements for proposal writing, and detailed knowledge of the industry for which you write. Earning a bachelor’s degree in English, technical writing, or journalism is typically the norm. It’s recommended to look out for specific tracks and courses in subjects such as business writing, grant writing, or proposal writing. Employers hiring writers for highly technical subjects usually require a degree in a relevant computer, engineering, or science-based field. To succeed, you must be able to manage your time to complete your research and writing tasks independently.

What are the key skills and qualifications needed to thrive as a proposal writer remote, and why are they important?

To thrive as a Proposal Writer (Remote), you need excellent written communication skills, attention to detail, and a background in English, communications, or a related field. Familiarity with proposal management software, CRM systems, and proficiency in Microsoft Office are typically required, and certifications like APMP can be advantageous. Strong organizational skills, time management, and the ability to collaborate virtually make someone stand out in this position. These skills and qualities are vital to producing persuasive, compliant proposals that win business in a competitive and deadline-driven environment.

How does a remote proposal writer typically collaborate with subject matter experts and stakeholders during the proposal development process?

Remote Proposal Writers often use digital collaboration tools such as video conferencing, shared document platforms, and project management software to work closely with subject matter experts and stakeholders. Regular virtual meetings, clear communication channels, and well-defined timelines help ensure that all necessary input is gathered efficiently. This approach allows the Proposal Writer to integrate technical details and organizational requirements into the proposal while maintaining alignment with the team’s objectives, despite not being physically present.

What is the difference between Proposal Writer Remote vs Proposal Coordinator?

AspectProposal Writer RemoteProposal Coordinator
CredentialsTypically requires writing, communication, and industry-specific knowledge; certifications like PMP or RFP experience are a plusRequires organizational, communication, and project management skills; certifications like CAPM or PMP may be beneficial
Work EnvironmentRemote, independent work focused on creating proposalsOften remote or hybrid, coordinating proposal processes and teams
Industry UsageCommon in government, consulting, and nonprofit sectorsUsed across similar sectors, focusing on managing proposal submissions

Proposal Writer Remote primarily focuses on crafting compelling proposals independently, while Proposal Coordinator manages the proposal process and team coordination. Both roles require strong communication skills, but Proposal Coordinators often handle project timelines and team collaboration, whereas Proposal Writers concentrate on content creation.

Are proposal writers in demand?

Proposal writers are in demand across various industries such as government, nonprofit, and private sectors, especially for organizations that regularly submit bids and grant applications. The role often requires strong writing skills, attention to detail, and familiarity with proposal management tools, making it a stable career option with opportunities for remote work.

How do you become a proposal writer?

To become a proposal writer, you typically need strong writing and research skills, a good understanding of the industry or sector you want to work in, and experience with proposal development processes. Many proposal writers have a background in business, communications, or related fields, and some pursue certifications such as the Association of Proposal Management Professionals (APMP). Gaining experience through internships or entry-level roles can also help build the necessary skills for a remote proposal writing position.

How much do proposal writers get paid?

Proposal writers typically earn between $50,000 and $80,000 annually, depending on experience, industry, and location. Remote proposal writers with strong writing and research skills can often earn within this range, with some experienced professionals making higher salaries or working on a freelance basis for additional income.
More about Proposal Writer Remote jobs

What cities near Milwaukee, WI are hiring for Proposal Writer Remote jobs?

Cities near Milwaukee, WI with the most Proposal Writer Remote job openings:

Infographic showing various Proposal Writer Remote job openings in Milwaukee, WI as of August 2026, with employment types broken down into 93% Full Time, 5% Part Time, and 2% Contract. Highlights an 85% Physical, 5% Hybrid, and 10% Remote job distribution, with an average salary of $79,995 per year, or $38.5 per hour.

Proposal Specialist (3339)

INTERSTATE PARKING COMPANY LLC

Milwaukee, WI • On-site, Remote

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 19 days ago


Job description

Job Title: Proposal Specialist 
Location: Milwaukee, WI (preferred) | Remote considered 
Employment Type: Full-Time | Individual Contributor 
Compensation: Competitive salarycommensuratewith experience 
Schedule:Standard business hours, Monday–Friday 


Job Description  

Interstate Parking Company and INFLOW Systems combine industry-leading parking operations with innovative parking technology. Together, we manage parking operations across airports, municipalities, ski resorts, event venues, and commercial properties while delivering technology solutions that power those operations. Our Business Development team pursues competitive opportunities and produces high-quality client-facing proposals that help us win new business. 


Headquartered in Milwaukee, Wisconsin, Interstate Parking employs more than 500 team members and manages 400+ locations representing over 85,000 parking spaces across markets from California to Vermont. Our continued growth is driven by exceptional customer service, innovative technology, and a commitment to operational excellence. 


We're equally committed to our people. Interstate Parking has been recognized as a Milwaukee Journal Sentinel Top Workplace from 2023–2026 and has also earned national Culture Excellence Awards for Leadership, Innovation, Employee Well-Being, and Employee Appreciation. These awards are especially meaningful because they're based entirely on feedback from our employees. 


Our Business Development team pursues competitive opportunities across both Interstate Parking and INFLOW Systems, developing high-quality proposals and presentations that help us win new business. We're looking for a Proposal Specialist who can own the proposal process from start to finish and produce polished, persuasive, and compliant submissions that set us apart. 


Learn more about our Top Workplace recognition: 
https://topworkplaces.com/company/interstate-parking/ 


Our rapid growth means we’re always seeking to add highly talented and creative people to the Interstate team.  


What You’ll Do 

  • Lead the full proposal lifecycle, including RFP analysis, compliance review, content planning, drafting, internal reviews, and final submission. 
  • Write and edit compelling, client-focused content for RFP responses, executive summaries, project narratives, capability statements, and other business development materials. 
  • Develop and maintain a proposal content library, including boilerplate language, case studies, project descriptions, resumes, and other reusable assets. 
  • Manage multiple proposal deadlines simultaneously while maintaining exceptional quality and attention to detail. 
  • Collaborate with Operations, Technology, Marketing, Finance, and Executive Leadership to gather technical information and approvals. 
  • Design and format professional, brand-consistent proposal documents and presentations. 
  • Identify opportunities to strengthen proposal content, improve processes, and enhance our competitive positioning. 
  • Create sales collateral including pitch decks, one-pagers, leave-behinds, and presentation materials. 
  • Maintain proposal schedules, compliance checklists, submission calendars, and version control throughout each pursuit. 

What We Are Looking For 

  • 3–6 years of proposal writing, proposal management, content strategy, or related experience in a B2B, professional services, or government contracting environment. 
  • Demonstrated success producing compliant, high-quality RFP responses from kickoff through submission. 
  • Exceptional writing, editing, and proofreading skills with the ability to communicate clearly, concisely, and persuasively. 
  • Advanced proficiency in Microsoft Word, PowerPoint, and Excel. 
  • Proficiency with Google Workspace, including Docs, Slides, Drive, and Sheets. 
  • Experience with Adobe Creative Suite (InDesign, Acrobat, Illustrator), Canva, Figma, or similar design software. 
  • Strong organizational and project management skills with the ability to prioritize competing deadlines. 
  • Ability to work independently while collaborating effectively across multiple departments. 
  • Experience building and maintaining proposal content libraries and documentation is a plus. 
  • Familiarity with AI tools for research and content development while ensuring all deliverables are reviewed for accuracy and quality. 

What We Offer 

  • Competitive pay, bonus opportunity, and phone stipend 
  • Medical, dental, and vision insurance 
  • 401(k), PTO, and paid holidays 
  • 3–6 years of experience in proposal writing, proposal management, or a related field.
  • Excellent writing, editing, and proofreading skills with strong attention to detail.
  • Strong project management and organizational skills with the ability to manage multiple deadlines.
  • Proficiency with Microsoft Office, Google Workspace, and document design tools.
  • Self-motivated team player who collaborates effectively across departments.
  • Experience responding to RFPs and using AI tools to improve content development is a plus.