Thoughtfully Curated Benefits Jobs in Chicago, IL

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Looking for Thoughtfully Curated Benefits jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Thoughtfully Curated Benefits position in the Chicago, IL area.

AI and Data Engineer

Company: Sentinel Technologies, Inc.

Location: Chicago, IL

Posted Jul 21, 2025

The AI and Data Engineer will design and build scalable data pipelines, develop AI-powered applications and services (primarily in Python), and contribute to…

Janitorial

Company: HELPING HANDS CLEANING SERVICE

Location: Elmhurst, IL

Posted Jul 21, 2025

Restock supplies in bathrooms, break rooms, and common areas. Monitor and report any necessary repairs or replacements. Proficiency in English is required.

Business Data Analyst

Company: UTLX Full Service

Location: Chicago, IL

Posted Jul 21, 2025

Bachelor’s degree in Data Analytics, Business Analytics, Statistics, Computer Science, or a related field is required. Data analytics: 3 years (Required).

Accountant, Real Estate and Workplace Services

Company: Google

Location: Chicago, IL

Posted Jul 21, 2025

The gRRR (Google REWS, Reporting & RCS) team helps to develop and support new processes and business relationships with a variety of cross-functional…

Maintenance

Company: Chicago Commons Association

Location: Chicago, IL

Posted Jul 21, 2025

Remove trash daily from classrooms, offices, meeting rooms, kitchen, restrooms, indoor play areas, and outdoor playgrounds.

Supervisor, Environmental Services

Company: Loyola University Health System

Location: Maywood, IL

Posted Jul 21, 2025

Certification reimbursement (up to 1 certification). Demonstrates knowledge operating mechanical floor cleaners such as vacuums, scrubbers, and burnishers.

REGISTERED NURSES (RN) Evening shift

Company: Austin Oasis

Location: Chicago, IL

Posted Jul 21, 2025

Current, unencumbered state license to practice as a Registered Nurse. Will direct the day-to-day functions of the nursing assistants in accordance with current…

Registered Nurse ED Day Shift Full-Time

Company: Loyola University Health System

Location: Melrose Park, IL

Posted Jul 19, 2025

Illinois Board of Nursing license prior to hire. Certification reimbursement (up to 1 certification). A Degree from an accredited school/college of nursing is…

Software Test Engineer

Company: Caterpillar

Location: Chicago, IL

Posted Jul 20, 2025

Additionally, the applicant must have employment experience with: (1) Full stack SDET QA (Front end, API & Non- Functional testing); (2) Test automation…

Product Specialist

Company: Manufacturer Company

Location: Bensenville, IL

Posted Jul 21, 2025

Check incoming orders for accuracy, answering phones, inputting customer data, processing orders, record keeping, email maintenance and other office duties.

Frequently Asked Questions

What are typical salary ranges for Thoughtfully Curated Benefits roles by seniority?
Entry‑level Benefits Analyst: $60k–$90k. Mid‑level Benefits Architect or Consultant: $90k–$130k. Senior roles such as Benefits Director or VP of Benefits: $130k–$200k. Ranges vary by company size, region, and the complexity of benefit programs managed.
What skills and certifications are required for these positions?
Core skills: benefits compliance (ERISA, COBRA), data analytics (Excel, SQL, Tableau), vendor management, and employee engagement. Certifications: Certified Employee Benefits Specialist (CEBS), Society for Human Resource Management – Benefits Credential (SHRM‑B), Certified Compensation Professional (CCP), and proficiency with platforms like Workday, SAP SuccessFactors, Zenefits, Gusto, or Benefitfocus.
Is remote work available for Thoughtfully Curated Benefits roles?
Yes. Most benefits analyst and consultant positions offer fully remote or hybrid arrangements. Companies use Slack, Microsoft Teams, and cloud‑based benefits portals to enable real‑time collaboration and remote onboarding.
What career progression paths exist in this field?
Typical progression: Benefits Analyst → Senior Analyst → Benefits Manager → Director of Benefits → Vice President of Benefits or Chief Benefits Officer. Alternatively, a consulting track may lead from Benefits Consultant → Senior Consultant → Benefits Partner → Managing Director.
What industry trends are shaping Thoughtfully Curated Benefits?
Key trends include: 1) AI‑driven benefits recommendation engines that tailor plans to individual employee profiles; 2) expansion of mental‑health and flexible‑spending accounts; 3) real‑time enrollment and usage analytics; 4) ESG‑aligned benefit strategies; and 5) increased emphasis on data privacy and compliance in benefits data management.

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