5+ Years Of Experience Jobs in Chicago, IL

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Looking for 5+ Years Of Experience jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect 5+ Years Of Experience position in the Chicago, IL area.

CDL-A Regional Truck Driver

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 05, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

Senior Tax Accountant

Company: Creative Financial Staffing

Location: Chicago, IL

Posted Aug 05, 2025

Support federal and state tax audits, providing documentation and follow-up. Conduct research across federal, state, estate/gift, and employment tax areas.

Information Security Analyst

Company: K2 Integrity

Location: Chicago, IL

Posted Aug 05, 2025

Any security certification or progress towards a certification is a plus. At least five years’ experience in the information security field.

Senior Research Data Analyst

Company: Rush University Medical Center

Location: Chicago, IL

Posted Aug 05, 2025

The Sr. Research Data Analyst will analyze and develop electronic data collection tools, website maintenance, and provide reporting and participant monitoring…

Project Manager II - Multifamily Projects - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Aug 05, 2025

Ability to hire, train, develop and manage a team of Project Managers by providing intentional and proactive leadership. Travel to job site 1-2 days a week.

Software Development Engineer, Veteran Opportunity

Company: Amazon.com Services LLC

Location: Chicago, IL

Posted Aug 05, 2025

Strong knowledge of Computer Science fundamentals in object-oriented design, data structures, algorithm design, problem solving, and complexity analysis.

CDL-A Truck Driver (Regional OTR): Comprehensive Benefits

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 05, 2025

Company drivers earn up to $105,000 per year. G&D Integrated that values our employees and drivers like family. At G&D, you’re in control.

Janitor Non Union

Company: HABITAT COMPANY LLC

Location: Chicago, IL

Posted Aug 05, 2025

Full time maintenance or janitorial experience, or experience in related field. Conduct all business in accordance with The Habitat Company’s policies and…

Regional CDL-A Driver: Home Weekly

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 05, 2025

Company drivers earn up to $105,000 per year. G&D Integrated that values our employees and drivers like family. At G&D, you’re in control.

General Accountant

Company: Marriott International, Inc

Location: Chicago, IL

Posted Aug 05, 2025

Speak with others using clear and professional language; prepare and review written documents accurately and completely; answer telephones using appropriate…

Regional Truck Driver: 100% No-Touch

Company: G&D Integrated

Location: Chicago, IL

Posted Aug 05, 2025

Company drivers earn up to $105,000 per year. G&D Integrated is now hiring Class A CDL Truck Drivers in the Joliet, IL area for *Regional OTR routes* that get…

LABORER AS ESTIMATOR

Company: City of Chicago

Location: Chicago, IL

Posted Aug 05, 2025

Staff will follow any and all required Employment/Hiring Plan provisions, federal, state and local laws, and Collective Bargaining Agreements when applicable.

Frequently Asked Questions

What are typical salary ranges for senior roles with 5+ years of experience?
In the U.S., senior engineers with 5+ years typically earn $110k–$165k base, $10k–$30k annual bonuses, and $30k–$80k equity depending on company size. Data scientists range $120k–$175k, DevOps $115k–$160k, and security architects $125k–$180k.
What skills and certifications are required for 5+ year tech professionals?
Key skills include AWS Certified Solutions Architect, Certified Kubernetes Administrator, Terraform Certified Associate, GCP Professional Data Engineer, and advanced knowledge of Go, Rust, Python, or Java. Agile certifications like Certified Scrum Master or PMI‑ACP are increasingly valued for leadership roles.
Is remote work available for senior positions?
Over 70% of senior roles now offer full‑remote or hybrid options. Companies such as GitHub, Atlassian, and Toptal have remote‑first policies, while fintech firms like SoFi provide hybrid schedules with flexible core hours.
What are common career progression paths after 5+ years?
Typical progression: Senior Engineer → Tech Lead → Principal Engineer → Staff Engineer → Engineering Manager → VP of Engineering. Each step adds ownership, strategic influence, and often a shift from coding to architecture and team leadership.
What industry trends affect 5+ year tech professionals?
Current trends include AI‑driven automation, serverless and edge computing, multi‑cloud governance, and zero‑trust security. Demand for data‑privacy compliance (GDPR, CCPA) and low‑code platforms is also rising, reshaping the skill set required for seasoned professionals.

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