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.

Lead Preschool Teacher

Company: St. Thomas The Apostle School

Location: Chicago, IL

Posted Apr 28, 2025

The ideal candidate will have a strong background in Active Playful Learning, 21st Century learning and a student centered philosophy.

Data Control Officer | Security (Access Control)

Company: Sitemetric

Location: Elk Grove Village, IL

Posted Apr 28, 2025

Sitemetric provides construction owners, general contractors, subcontractors, and workers data, hardware, software, and tech-enabled services in combinations…

Retail Sales and Store Support

Company: Jewel Osco

Location: Chicago, IL

Posted Apr 28, 2025

Health and welfare benefits for eligible employees (Medical, Dental, 401k and more!).

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.

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