ZipRecruiter

Log In

1

Proposal Writing Jobs in Chicago, IL (NOW HIRING)

Cengage Learning, Inc.

Proposal Writer

Chicago, IL · On-site

BA/BS in writing, communications, marketing, or related field. * Ability to serve as team mentor to coordinate proposal efforts simultaneously within tight timeframes. * Prior success in developing ...

Eisneramper Llp

Proposal Coordinator

Chicago, IL · Hybrid

Strong Business Writing/AP style preferred * Professional services experience a plus * Extensive ... Prior proposal experience preferred. Experience responding to Government proposals a plus. * Good ...

Lindsay & Brownell

Proposal Coordinator

Chicago, IL · Hybrid

Strong Business Writing/AP style preferred * Professional services experience a plus * Extensive ... Prior proposal experience preferred. Experience responding to Government proposals a plus. * Good ...

Plantemoran

Proposal Manager

Chicago, IL · On-site

Working in a fast-paced and creative environment, we write and design business proposals and presentations to support the firm's business development and pursuit of new opportunities. We are seeking ...

Transdev

Proposal Director

Lombard, IL · On-site

$117K - $146K/yr

As the leader of a fast-paced proposal team, the Proposal Director ensures proposals reflect project strategy, are well written, compliant to the RFP, and reflect the Transdev brand. This position is ...

Transdev

Proposal Director

Lombard, IL · On-site

$117K - $146K/yr

As the leader of a fast-paced proposal team, the Proposal Director ensures proposals reflect project strategy, are well written, compliant to the RFP, and reflect the Transdev brand. This position is ...

Federal Signal

Proposal Coordinator

University Park, IL · On-site

$43K - $63K/yr

The appropriate candidate for this role will provide comprehensive support to the Proposal ... Excellent verbal and written communication skills. * Organized, professional, and self-motivated.

next page

Showing results 1-20

All JobsProposal Writing JobsProposal Writing Jobs in Chicago, IL

Proposal Writing information

See Chicago, IL salary details

$35.2K

$79.4K

$130.9K

How much do proposal writing jobs pay per year?

As of Aug 30, 2026, the average yearly pay for proposal writing in Chicago, IL is $79,398.00, according to ZipRecruiter salary data. Most workers in this role earn between $62,100.00 and $88,400.00 per year, depending on experience, location, and employer.

What is proposal writing?

Proposal writing is the process of creating documents that outline plans, solutions, or offerings for a specific project, grant, or business opportunity. These documents are typically submitted to organizations, clients, or funding bodies to persuade them to approve, fund, or support a particular idea or service. Effective proposal writing involves understanding the audience's needs, clearly presenting objectives and methods, and demonstrating value or potential impact. Proposal writers often follow specific formats or guidelines set by the recipient, ensuring all requirements are met and the proposal stands out among competitors.

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

To thrive as a Proposal Writer, you need excellent written communication, research, and project management skills, often supported by a degree in English, communications, or a related field. Familiarity with proposal management software (like RFPIO or Qvidian), Microsoft Office Suite, and sometimes knowledge of compliance standards or certifications (such as APMP) is highly valued. Strong attention to detail, collaboration, and the ability to work under tight deadlines help set outstanding proposal writers apart. These skills ensure that proposals are compelling, compliant, and delivered on time, increasing the chances of winning business opportunities.

What are some common challenges faced by proposal writers, and how can they be effectively managed?

Proposal writers often face tight deadlines, managing input from multiple stakeholders, and ensuring proposals align with client requirements. Balancing thorough research with clear, persuasive writing can also be challenging, especially when dealing with complex or technical subjects. Effective organization, strong communication skills, and the use of proposal management tools can help streamline the process and improve collaboration, making it easier to produce high-quality, competitive proposals.

What is the difference between Proposal Writing vs Grant Writing?

AspectProposal WritingGrant Writing
Primary FocusCreating proposals for various projects, services, or business opportunitiesDeveloping grant applications to secure funding from organizations or government agencies
Required CredentialsWriting skills, understanding of client needs, industry knowledgeWriting skills, knowledge of grant processes, often familiarity with specific funding agencies
Work EnvironmentConsulting firms, corporate departments, freelanceNonprofits, research institutions, government agencies

Proposal Writing involves crafting proposals for a variety of projects or business opportunities, while Grant Writing specifically focuses on securing funding through grant applications. Both roles require strong writing skills, but Grant Writing often demands knowledge of funding sources and grant guidelines. Understanding these differences helps organizations find the right expertise for their needs.

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 communications, business, or related fields, and some pursue certifications such as the Association of Proposal Management Professionals (APMP). Gaining experience through internships or entry-level positions can also help build the necessary skills for a proposal writing career.

How much can proposal writers make?

Proposal writers' salaries vary based on experience, industry, and location, but they typically earn between $50,000 and $80,000 annually. Senior proposal writers or those with specialized skills can earn over $100,000, especially in competitive or high-demand sectors. Freelance proposal writers may charge per project or hour, with rates ranging from $25 to $100 or more per hour.

What are popular job titles related to Proposal Writing jobs in Chicago, IL?

For Proposal Writing jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Proposal Writing jobs in Chicago, IL look for?

The top searched job categories for Proposal Writing jobs in Chicago, IL are:

Proposal Writing jobs near you
Infographic showing various Proposal Writing job openings in Chicago, IL as of August 2026, with employment types broken down into 50% Full Time, and 50% Part Time. Highlights an 50% In-person, and 50% Remote job distribution, with an average salary of $79,398 per year, or $38.2 per hour.

Proposal Writer

Chicago, IL • On-site

Cengage Learning, Inc.
1 - 5K employees
Learn more about Cengage Learning, Inc.external

Full-time

Posted 18 days ago

Job description

We believe in the power and joy of learning
At Cengage, our employees have a direct impact in helping learners around the world discover the power and joy of learning. We are bonded by our shared purpose - driving innovation that helps millions of learners improve their lives and achieve their dreams through education.
The Proposal Writer for our K-12 learning market is responsible for managing the Request for Proposal (RFP) process and will engage key internal partners to develop a proposal strategy that balances customer and channel priorities.
This role reports to the Manager, Sales Operations and Support whose team is responsible for the successful evaluation and execution of Cengage School RFP submission for districts and state departments of education. The successful candidate will support the effective project management of the bid process with on-time, high-quality responses by ensuring each proposal submission aligns with client need and represents Cengage's highest quality standards.
In this position, you will have the opportunity to contribute to a content library that clearly, concisely, and accurately articulates our proposed solution to the solicitation instructions and evaluation criteria. You will work alongside our sales, marketing, and product teams to audit and maintain a library of resources that contains up-to-date messaging and branding. In addition, you are encouraged to look for efficiencies to streamline and scale templates, processes, and systems.
What you'll do here:
  • Support all aspects of the RFP process from start to finish, including RFP vetting, strategy calls, content collaboration, editing, and proposal preparation.
  • Analyze RFP bid to determine compliant response structure and format.
  • Generate detailed response plans, schedules, and technical elements in the development of proposals in accordance with proposal specifications.
  • Delegate tasks to team members as appropriate.
  • Partner with the Sales team to create innovative approaches and deliverables to differentiate proposals to assure a winning first impression.
  • Identify gaps in the current RFP response model strategy, then propose new insights and secure support from internal partners to implement improvements within the processes, systems, and/or templates.
  • Track, evaluate, and improve RFP responses based on customer feedback, sales needs, and market research.
  • Complete other duties as assigned to meet company goals.

Skills you will need here:
  • A minimum of 2 years experience in proposal management with sales support or writing.
  • BA/BS in writing, communications, marketing, or related field.
  • Ability to serve as team mentor to coordinate proposal efforts simultaneously within tight timeframes.
  • Prior success in developing, implementing, and evaluating proposals that balance user needs with business requirements.
  • Strong interpersonal skills: the ability to empathize, support, and anticipate the needs of external customers and internal teammates/departments.
  • Excellent written and verbal communication with the ability to influence and align stakeholders while driving for results.
  • Able to remain agile while successfully project managing a high volume of work in a fast-paced, deadline-driven environment.
  • Understanding of emerging proposal trends, technologies, and integration strategies.
  • Provide value to each proposal being developed as a knowledgeable resource and strategic problem solver.
  • Proficient with MS Office suite and Adobe Suite

Preferred Skills/Knowledge/Experience:
  • Experience working within the K12 education industry.
  • Previous experience working with proposal management software (Responsive)

Cengage is committed to working with broad talent pools to attract and hire strong and most qualified individuals. Our job applicants are considered regardless of any classification protected by applicable federal, state, provincial or local laws.
Cengage is also committed to providing reasonable accommodations for qualified individuals with disabilities including during our job application process. If you are an applicant with a disability and require reasonable accommodation in our job application process, please contact us at accommodations.ta@cengage.com.
About Cengage
Cengage, a global education technology company serving millions of learners, provides affordable, quality digital products and services that equip students with the skills and competencies needed to be job ready. For more than 100 years, we have enabled the power and joy of learning with trusted, engaging content, and now, integrated digital platforms. We serve the higher education, workforce skills, secondary education, English language teaching and research markets worldwide. Through our scalable technology, including MindTap and Cengage Unlimited, we support all learners who seek to improve their lives and achieve their dreams through education.
Compensation
At Cengage Group, we take great pride in our commitment to providing a comprehensive and rewarding Total Rewards package designed to support and empower our employees. Click here to learn more about our Total Rewards Philosophy.
The full base pay range has been provided for this position. Individual base pay will vary based on work schedule, qualifications, experience, internal equity, and geographic location. Sales roles often incorporate a significant incentive compensation program beyond this base pay range.
$67,000.00 - $87,100.00 USD

Apply