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.

Customer Service Representative

Company: Lawson Products

Location: Chicago, IL

Posted Jul 14, 2025

Responds to a minimum of 40 calls per day in an inbound call center. Possesses entry-level problem solving kills. High School Diploma or GED.

Unarmed Security Officer #247

Company: Stark Security Inc

Location: Chicago, IL

Posted Jul 14, 2025

Make guests aware of rules that must be adhered to. Occasional – reaching, stooping, climbing, balancing, driving, bending, twisting, handling paperwork.

Group Director, Account Management (Traditional and Digital Media)

Company: Rise

Location: Chicago, IL

Posted Jul 14, 2025

Lead, coach and develop Account Leads and other team members to grow business acumen and client relationship skills. Education: Bachelor’s degree required.

Senior Accountant/Bookkeeper

Company: STANLEY ZILBER & ASSOCIATES, PC

Location: Chicago, IL

Posted Jul 14, 2025

We are seeking a detail-oriented and experienced Senior Accountant/Bookkeeper. The ideal candidate will possess a strong background in Construction Accounting…

Residential Lead Painter / Project Manager

Company: Classet

Location: Chicago, IL

Posted Jul 14, 2025

5+ years of management experience in a residential painting, construction, or drywall field. We offer customers everything they need in a painting contractor,…

Copywriter HYBRID — FULL-TIMECHICAGO

Company: Edelman

Location: Chicago, IL

Posted Jul 14, 2025

High-level concepting, tactical program ideation and copywriting for a wide range of brand experiences, social content and marketing deliverables that generate…

Accountant

Company: Corporate Leadership Center, NFP

Location: Chicago, IL

Posted Jul 14, 2025

Assist with the annual audit, including preparing supporting information, answering questions and reviewing annual reports and Form 990.

Associate Manager, Investment, Search

Company: Rise

Location: Chicago, IL

Posted Jul 14, 2025

Collaborate with leadership and peers to develop solutions that will enhance our operational efficiency, tools, and systems, and improve current workflows.

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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