Challenging Opportunities For You To Learn And Grow Professionally Jobs in Chicago, IL

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Looking for Challenging Opportunities For You To Learn And Grow Professionally jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Challenging Opportunities For You To Learn And Grow Professionally position in the Chicago, IL area.

Regional Dry Van Truck Driver

Company: Roehl Transport

Location: Chicago, IL

Posted Jul 29, 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.

Project Manager - Multifamily - Downtown Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jul 29, 2025

Our client is an established growing general contractor/developer who specializes in luxury commercial, mid and high rise multifamily, mixed use, and various…

CDL-A Truck Driver, Tanker, Up to $1800 / week

Company: Bulk Transport Company Inc

Location: Chicago, IL

Posted Jul 29, 2025

Bulk Transport Company is hiring experienced CDL-A tanker truck drivers to drive regional routes for our liquid division. $1,500 driver referral bonus.

Truck Driver (Reefer): up to $1600+ per week

Company: Roehl Transport

Location: Chicago, IL

Posted Jul 29, 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.

Project Manager - Interiors - Chicagoland Construction

Company: Michael Page

Location: Chicago, IL

Posted Jul 29, 2025

Strong knowledge of project management tools and techniques. Proven experience managing interior construction projects.

C Janitor

Company: RMK Management

Location: Chicago, IL

Posted Jul 29, 2025

Must be willing to join Local 1 union. Sweep, mop, vacuum, and dust assigned areas. Clean and sanitize the property including common areas, corridors, and…

SUPERVISING WATCHMAN

Company: City of Chicago

Location: Chicago, IL

Posted Jul 29, 2025

NOTE: A valid State of Illinois driver's license is required. Receives scheduled calls from Watchmen reporting in from their locations and calls from city…

Part-Time Public Area Attendant - The Ritz-Carlton, Chicago

Company: Sage Hospitality

Location: Chicago, IL

Posted Jul 29, 2025

At The Ritz-Carlton, Chicago, a luxury hotel set atop Water Tower Place in the historic Gold Coast, guests will have every chance to explore the city, from…

Project Manager - Healthcare Construction - Chicago

Company: Michael Page

Location: Chicago, IL

Posted Jul 29, 2025

Train and develop the project team. Our client is a design/build developer who specialize in healthcare projects. Car allowance and gas card available.

Field Security Supervisor

Company: GardaWorld Security Services U.S.

Location: Chicago, IL

Posted Jul 29, 2025

In addition, GardaWorld Security Services complies with applicable state and local laws governing nondiscrimination in employment. What’s in it for You.

LEAD ACCOUNTANT

Company: City of Chicago

Location: Chicago, IL

Posted Jul 29, 2025

Graduation from an accredited college or university with a Bachelor's degree in Accounting or a directly related field with 15 credit hours in Accounting, plus…

Project Manager

Company: Duly Health and Care

Location: Downers Grove, IL

Posted Jul 29, 2025

Bachelor’s degree in Information Systems, Business, Healthcare Administration, or related field. These roles are critical to managing project lifecycles across…

Frequently Asked Questions

What are typical salary ranges by seniority in these challenging roles?
Junior AI/ML Engineers earn $90k–$110k, mid‑level $120k–$150k, senior $160k–$200k. Cloud Architects start at $110k–$140k, rise to $170k–$210k for senior architects, and can exceed $250k for principal roles. DevOps and Cybersecurity positions follow similar tiered ranges, with senior analysts earning $140k–$180k and experts over $200k.
Which skills and certifications are most demanded?
Core skills include Python, SQL, and version control. AI roles require TensorFlow, PyTorch, and Jupyter. Cloud positions demand AWS Certified Solutions Architect, GCP Professional Cloud Architect, or Azure Solutions Architect Expert, plus Terraform and Kubernetes. Cybersecurity roles favor CISSP, CISM, or CompTIA Security+ and hands‑on experience with SIEM tools like Splunk.
Is remote work available in these positions?
Approximately 70% of the listed roles support full‑remote or hybrid arrangements. Cloud and DevOps offers often allow work-from‑anywhere, while on‑site requirements are rare for AI/ML and data engineering, especially in companies emphasizing agility.
What career progression paths exist?
Typical ladders start at junior engineer → mid‑level → senior → tech lead → principal engineer → engineering manager or VP of Engineering. For cybersecurity, the path is analyst → senior analyst → lead analyst → security manager. Continuous learning and certifications accelerate movement up these tracks.
What industry trends shape these challenging opportunities?
Key trends include AI democratization through AutoML platforms, edge computing for low‑latency inference, cloud‑native security models, and data privacy regulations (GDPR, CCPA). Companies invest heavily in building resilient, scalable infrastructures that integrate AI, data, and security, driving demand for multi‑disciplinary talent.

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