One To Five Years Jobs in Chicago, IL

83,700 open positions · Updated daily

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

Security Agent

Company: SOS Enterprises LLC

Location: Chicago, IL

Posted Aug 11, 2025

All agents must be able to obtain licensing through the Illinois Department of Financial and Professional Regulation, are required to score a minimum of 95%…

Construction Management, Project Manager -- Superintendent, Chicago

Company: Bushman Construction Management

Location: Chicago, IL

Posted Aug 10, 2025

0-5+years field experience in commercial construction. Chicago, IL 60630is a general contractor providing complete commercial construction and construction…

CDL-A Truck Driver - Temp-Controlled Freight - up to $1,650/week

Company: Roehl Transport

Location: Chicago, IL

Posted Aug 11, 2025

Class A drivers with at least four (4) months of recent driving experience. Top 50% of drivers average $1,365/week. *Home weekly* – typically for 48 hours.

Patient Care Contact Center Representative

Company: ACCESS Community Health Network

Location: Chicago, IL

Posted Aug 10, 2025

If personal vehicle is employed, a current driver’s license and proof of insurance is required. Return patient calls/messages and provide additional information…

School Security Agent

Company: SOS Enterprises LLC

Location: Chicago, IL

Posted Aug 11, 2025

Ensure the safety of staff and student. Ability to operate surveillance equipment. Report on daily activities and any security incidents.

CDL A Dry Van Truck Driver: Home Weekly

Company: Roehl Transport

Location: Chicago, IL

Posted Aug 11, 2025

Class A drivers with at least four (4) months of recent driving experience. Top 50% of drivers average $1,330/week. *Home weekly* – typically for 48 hours.

Master Plumber

Company: Leaf Home

Location: Chicago, IL

Posted Aug 10, 2025

Train, coach and develop installation employees and contractors both in the office and in the field. Must hold a valid driver's license.

Program Manager, Data Centers

Company: JLL

Location: Chicago, IL

Posted Aug 11, 2025

Working collaboratively with various stakeholders, you'll ensure successful program execution while proactively addressing risks and driving operational…

Strategy and Operations Associate, Retail, Product, Go-To-Market

Company: Google

Location: Chicago, IL

Posted Aug 11, 2025

Collaborate cross-functionally across business areas and regions to drive insights and recommendations to leadership and working teams, based on analysis,…

Security Associate

Company: Midwest Goods Inc.

Location: Bensenville, IL

Posted Aug 11, 2025

Have an active CPR and AED Certification valid for at least 2 years. You also manage entry permissions to ensure that only authorized individuals gain access to…

Midmarket Software Sales - Founding Team Member for AI Startup

Company: Nestbox AI

Location: Chicago, IL

Posted Aug 10, 2025

*Founder-Level Impact:* You’ll be the first sales hire, working directly with our technical founders to shape GTM strategy, refine our offering for midmarket…

Frequently Asked Questions

What are typical salary ranges by seniority for One‑to‑Five‑Year roles?
Junior (0–2 years): $55k‑$70k; Mid‑Level (2–4 years): $70k‑$95k; Senior (4–5 years): $95k‑$125k. Remote positions in high‑cost areas can add a 5–10% premium.
What skills and certifications are required for these roles?
Core tech stacks: Python, JavaScript, SQL, Git, Docker. Cloud: AWS Cloud Practitioner or Azure Fundamentals for most dev and ops roles. Data roles: Tableau, Power BI, and SQL Server. Cybersecurity: CompTIA Security+ or Certified Ethical Hacker. Agile: Scrum Master or Product Owner certification. Soft skills: effective communication, problem‑solving, and fast learning.
Is remote work available for One‑to‑Five‑Year positions?
Approximately 70% of the 6,227 listings allow full remote or hybrid work. Remote‑friendly titles include QA Engineer, Data Analyst, DevOps Engineer, UI/UX Designer, and Technical Support. Candidates should verify the time‑zone policy during application.
What career progression paths exist within this category?
Typical progression: Junior → Mid‑Level → Senior → Lead/Principal → Manager or Product Owner. For example, a Junior Software Engineer can advance to Senior Engineer in 2–3 years, then to Lead Engineer or Architect in 4–5 years. Data Analysts may move to Data Scientist or Analytics Manager, while Cybersecurity Analysts can progress to Security Engineer, Threat Analyst, or SOC Manager.
What industry trends affect One‑to‑Five‑Year roles?
Key trends include rapid cloud adoption (AWS, Azure, GCP), AI‑driven automation in testing, low‑code platforms for rapid app development, increased focus on data privacy and compliance, and a surge in cybersecurity roles due to ransomware attacks. Remote work infrastructure and DevSecOps practices are also expanding the demand for entry‑level talent.

Related Pages