Contract Jobs in Chicago, IL

Positions 5,895 Updated daily

Looking for Contract jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Contract position in the Chicago, IL area.

Field Sales Representative – Hiring Immediately

Company: Lee Company

Location: Oak Lawn, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Outside Sales Rep Now Hiring

Company: Lee Company

Location: Oak Lawn, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Direct Hire Consultant (HC)

Company: Addison Group

Location: Chicago, IL

Posted Nov 20, 2024

Addison Group, a rapidly growing private staffing firm, is seeking a Direct Hire Recruiter. The role involves prospecting candidates and clients, researching business deals, scheduling interviews and meetings, developing relationships, negotiating deals, and representing the company professionally. The ideal candidate should have a four-year degree, strong communication skills, ability to thrive in a fast-paced environment, and a competitive spirit. Benefits include customizable healthcare, 401(k) with matching, flexible PTO, weekly pay with uncapped commissions, and more. Addison Group values a fun learning environment and offers comprehensive training and development programs.

Outside Sales Reps Hiring Immediately

Company: Lee Company

Location: Crestwood, IL

Posted Nov 20, 2024

AmeriPro Roofing is hiring Outside Sales Representatives in the South and Southwest Chicagoland areas. They provide fully staffed departments for every stage of the job process, giving representatives more time to focus on sales. The company offers competitive compensation, benefits, and opportunities for growth and advancement.

Outside Sales Reps Hiring Immediately

Company: Lee Company

Location: Joliet, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling representatives to focus on sales. The company offers competitive compensation including draw advancement, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Responsibilities include prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Roofing Sales Hiring Now Training Provided

Company: Lee Company

Location: Aurora, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing reps more time for sales. Compensation includes a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with employer match, and a training & development program. Responsibilities involve prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Outside Sales Rep Now Hiring

Company: Lee Company

Location: Joliet, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling representatives to focus on sales. The company offers competitive compensation including draw advancement, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Responsibilities include prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Outside Sales Rep Now Hiring

Company: Lee Company

Location: Romeoville, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Outside Sales Rep Now Hiring

Company: Lee Company

Location: Orland Park, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and CRM experience.

Field Sales Representative - $60k - $200k Compensation

Company: Lee Company

Location: Downers Grove, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing sales reps more time for tasks. Compensation includes a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with a 4% employer match, and a training & development program. Responsibilities involve prospecting, qualifying, and closing new sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Field Sales Representative - Hiring Now

Company: Lee Company

Location: Tinley Park, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in South and Southwest Chicagoland areas. These representatives educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. AmeriPro Roofing stands out due to its fully staffed departments, enabling sales reps to focus on selling. The company offers competitive compensation including draw against commission, commission on approved sales, vehicle allowance, quarterly bonuses, full insurance benefits, and a 401K with employer match. Sales reps are expected to prospect, qualify, and close new sales, manage territories, inspect properties for damage, and build relationships with homeowners. Qualifications include 2+ years of sales experience, reliable vehicle, strong communication skills, and a valid driver's license.

Outside Sales Representative

Company: Lee Company

Location: Aurora, IL

Posted Nov 20, 2024

AmeriPro Roofing, a leading residential roofing contractor, is hiring Outside Sales Representatives in West Chicagoland. These representatives will educate homeowners about storm damage entitlements for roofing, siding, and gutter projects. The company stands out due to its fully staffed departments, allowing reps more time for sales. Compensation includes a draw against commission, commission on approved sales, a vehicle allowance, quarterly bonuses, full insurance benefits, a 401K with employer match, and a training & development program. Responsibilities involve prospecting, qualifying, and closing sales, managing territories, inspecting properties for damage, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Frequently Asked Questions

What are the typical salary ranges for contract tech roles by seniority?
Junior Cloud Engineer: $50–$80 per hour. Mid‑level Cloud Engineer or Full‑Stack Developer: $80–$120 per hour. Senior Cloud Engineer, Lead Data Scientist, or Senior Cybersecurity Consultant: $120–$160+ per hour, depending on region and niche skill set.
What skills and certifications do contractors need to command top rates?
Cloud: AWS Certified Solutions Architect – Associate or Professional, Microsoft Certified: Azure Solutions Architect Expert, Google Professional Cloud Architect. DevOps: Docker, Kubernetes, Terraform, GitLab CI/CD, Jenkins. Data: Python, SQL, Pandas, Scikit‑learn, TensorFlow, PyTorch. Cybersecurity: CEH, CISSP, CompTIA Security+. Proficiency in remote collaboration tools (Zoom, Slack, Teams) and version control (Git) is also essential.
Can contract roles be fully remote and what does that entail?
Yes, many contract positions are fully remote. Contractors must secure a reliable internet connection, set up VPNs or cloud access, and align with client time zones. Some clients require occasional on‑site visits for critical integrations, but most day‑to‑day work is done via screen sharing, Slack, and cloud IDEs.
How can contract work lead to long‑term career growth?
Contract work builds a measurable portfolio: deliverables, code repositories, client testimonials, and certifications. By consistently exceeding expectations, contractors can secure repeat engagements, transition to permanent roles, or establish a lucrative freelance consulting practice. Networking through project handovers and industry events also opens doors to higher‑pay senior contracts.
What industry trends are shaping contract tech talent demand?
AI/ML model deployment on edge devices, serverless architectures (AWS Lambda, Azure Functions), 5G edge computing, and zero‑trust security are driving demand for specialized contractors. Additionally, the rise of remote‑first agencies and digital marketplaces (Toptal, Upwork, Hired) amplifies competition, making up‑to‑date certifications and niche skill sets critical for staying ahead.

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