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.

Management & Sales Training Program

Company:

Location: Ottawa, IL

Posted Jan 23, 2025

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

Company:

Location: St. Charles, IL

Posted Jan 23, 2025

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.

Roofing Sales $65K-200K Total Compensation!

Company:

Location: Romeoville, IL

Posted Jan 23, 2025

Roofing Sales Immediately Hiring

Company:

Location: Oak Park, IL

Posted Jan 23, 2025

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, offering them protection at reduced costs. The company stands out due to its fully staffed departments, enabling sales reps to focus on sales without administrative burdens. AmeriPro Roofing offers competitive compensation including 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. The role involves prospecting, qualifying, and closing new sales, managing a territory, conducting property inspections, and building customer relationships. Qualifications include 2+ years of full-cycle sales experience, a reliable vehicle, excellent communication skills, and CRM experience.

Roofing Sales $65K-200K Total Compensation!

Company:

Location: Downers Grove, IL

Posted Jan 23, 2025

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.

Management & Sales Training Program (Madison/Rockford)

Company:

Location: Belvidere, IL

Posted Jan 23, 2025

The Sherwin-Williams Management & Sales Training Program is an 18-24 month entry-level position designed to prepare individuals for a Store Management role. The program includes 6-8 weeks of intensive training, followed by a typical 44-hour workweek. Participants will collaborate with store management, oversee a million-dollar business, and learn all aspects of operations, sales, and strategy. The training equips participants with skills for a successful career in management and professional sales, offering limitless career opportunities and leadership development. Sherwin-Williams values diversity and inclusivity, encouraging applications from all backgrounds.

Staff Accountant

Company: Addison Group

Location: Chicago, IL

Posted Jan 23, 2025

Outside Sales Representative

Company:

Location: Villa Park, IL

Posted Jan 23, 2025

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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