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Proposal Assistant Jobs in Chicago, IL (NOW HIRING)

Trustmark

Proposal Assistant I

Lake Forest, IL · On-site

$19.36 - $27.97/hr

About the role Responsible for coordinating various aspects of proposal preparation to ensure that ... Health/dental/vision, life insurance, FSA and HSA, 401(k) plan, Employee Assistant Program, Back-up ...

Trustmark

Proposal Assistant I (Hybrid)

Lake Forest, IL · On-site

$19.36 - $27.97/hr

About the role Responsible for coordinating various aspects of proposal preparation to ensure that ... Health/dental/vision, life insurance, FSA and HSA, 401(k) plan, Employee Assistant Program, Back-up ...

Transdev

Proposal Director

Lombard, IL · On-site

$117K - $146K/yr

The Proposal Director is responsible for leading and managing the end-to-end proposal development ... Oversee the process of searching for RFPs and the timely distribution of all RFP materials. Assist ...

Transdev

Proposal Director

Lombard, IL · On-site

$117K - $146K/yr

The Proposal Director is responsible for leading and managing the end-to-end proposal development ... Oversee the process of searching for RFPs and the timely distribution of all RFP materials. Assist ...

Federal Signal

Proposal Coordinator

Crete, IL

$43K - $63K/yr

The appropriate candidate for this role will provide comprehensive support to the Proposal ... Act as the central point of contact for cross-department collaboration. * Assist with other duties ...

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 ... Act as the central point of contact for cross-department collaboration. * Assist with other duties ...

IMEG

Proposal & Pursuit Specialist

Naperville, IL · On-site

$60K - $85K/yr

IMEG is hiring a Proposal & Pursuit Specialist to provide proposal and business development support ... Assist with additional marketing and business development support projects as required Required ...

Signode

Proposal Engineer

Roselle, IL · On-site

Provide support with proposals, pricing and equipment layouts (provide layout drawings, models ... Document any installation/performance issues to improve future projects. * Assist with project team ...

Signode

Proposal Engineer

Roselle, IL · On-site

$80K - $110K/yr

Provide support with proposals, pricing and equipment layouts (provide layout drawings, models ... Document any installation/performance issues to improve future projects. * Assist with project team ...

Signode

Proposal Engineer

Roselle, IL

$80K - $110K/yr

Provide support with proposals, pricing and equipment layouts (provide layout drawings, models ... Document any installation/performance issues to improve future projects. * Assist with project team ...

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All JobsProposal JobsProposal Assistant JobsProposal Assistant Jobs in Chicago, IL

Proposal Assistant information

See Chicago, IL salary details

$31.4K

$102.5K

$147.3K

How much do proposal assistant jobs pay per year?

As of Aug 9, 2026, the average yearly pay for proposal assistant in Chicago, IL is $102,490.00, according to ZipRecruiter salary data. Most workers in this role earn between $82,900.00 and $121,600.00 per year, depending on experience, location, and employer.

How does a proposal assistant typically collaborate with subject matter experts during the proposal development process?

A Proposal Assistant works closely with subject matter experts (SMEs) to gather the technical and specialized information required for proposals. This often involves scheduling meetings, clarifying requirements, and ensuring that SME inputs are incorporated accurately and consistently according to the proposal guidelines. Effective communication and strong organizational skills are essential, as Proposal Assistants often coordinate between multiple stakeholders under tight deadlines. Building strong relationships with SMEs helps streamline the process and contributes to the production of high-quality, competitive proposals.

What are the key skills and qualifications needed to thrive as a proposal assistant?

To thrive as a Proposal Assistant, you need strong organizational skills, attention to detail, and proficiency in business writing, often supported by a degree in communications, English, or a related field. Familiarity with Microsoft Office Suite, Adobe Acrobat, and proposal management software like RFPIO or Qvidian is commonly required. Excellent time management, teamwork, and effective communication are essential soft skills for coordinating input from multiple stakeholders. These abilities are crucial for producing compelling, compliant proposals that meet deadlines and contribute to winning business opportunities.

What is a proposal assistant?

Proposal assistants are professionals who support the development and submission of business proposals, typically for organizations seeking contracts, grants, or new business opportunities. They help coordinate writing, gather necessary documentation, ensure compliance with client requirements, and track deadlines. Their role is essential for keeping the proposal process organized and ensuring that all sections are completed accurately and on time. Proposal assistants often collaborate with writers, managers, and subject matter experts to produce high-quality, competitive proposals.
What are the most commonly searched types of Proposal jobs in Chicago, IL? The most popular types of Proposal jobs in Chicago, IL are:
What are popular job titles related to Proposal Assistant jobs in Chicago, IL? For Proposal Assistant jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Proposal Assistant jobs in Chicago, IL look for? The top searched job categories for Proposal Assistant jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Proposal Assistant jobs? Cities near Chicago, IL with the most Proposal Assistant job openings:
Proposal Assistant jobs near you
Infographic showing various Proposal Assistant job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 21% Part Time, 1% Temporary, and 2% Contract. Highlights an 98% Physical, 1% Hybrid, and 1% Remote job distribution, with an average salary of $102,490 per year, or $49.3 per hour.

Proposal Assistant I

Trustmark

Lake Forest, IL • On-site

$19.36 - $27.97/hr

Full-time

Medical, Dental, Vision, Life, Retirement

Posted 29 days ago

Job description

Trustmark's mission is to improve wellbeing - for everyone. It is a mission grounded in a belief in equality and born from our caring culture. It is a culture we can only realize by building trust. Trust established by ensuring associates feel respected, valued and heard. At Trustmark, you'll work collaboratively to transform lives and help people, communities and businesses thrive. Flourish in a culture of diversity and inclusion where appreciation, mutual respect and trust are constants, not just for our customers but for ourselves. At Trustmark, we have a commitment to welcoming people, no matter their background, identity or experience, to a workplace where they feel safe being their whole, authentic selves. A workplace made up of diverse, empowered individuals that allows ideas to thrive and enables us to bring the best to our colleagues, clients and communities.
About the role
Responsible for coordinating various aspects of proposal preparation to ensure that all parts are completed and produced for submission within the set timeframe.
Key Accountabilities:
Begins to learn and apply knowledge regarding VB products. Receives request, sets up case files, scrubs information for accuracy, runs necessary reports and sends to Underwriting. Reviews processes, procedures and forms and identifies opportunities for improvement.
Minimum Requirements:
High School Diploma or GED with 0 - 1 year of related experience.
The compensation range for this role is (based on the corporate location in Lake Forest, Illinois):
$19.36 - $27.97 per hour
The final salary offer will be determined based on factors such as location, qualifications, experience, skill set, and other relevant factors. This position may also be eligible for bonus. We understand that compensation is an important factor when considering a new opportunity, and we strive to provide a competitive salary within the market.
Brand: Trustmark
In addition to compensation, we offer a comprehensive benefits package that includes: Health/dental/vision, life insurance, FSA and HSA, 401(k) plan, Employee Assistant Program, Back-up Care for Children, Adults and Elders and many health and wellness initiatives. We also offer a Wellness program that enables employees to participate in health initiatives to reduce their insurance premiums. For questions about compensation and benefits, please speak to the Recruiter if you decide to apply and are selected for an interview.
Trustmark is committed to leveraging the talent of a diverse workforce to create great opportunities for our people and our business. We are an equal opportunity employer, including disability and protected veteran status.

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