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.

Database Developer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 18, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

Web Engineer - AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 17, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

CNC Supervisor / Lead Manager

Company: Swingmaster Corporation

Location: Franklin Park, IL

Posted Apr 17, 2025

High school diploma or GED required; associate degree or technical certification in machining/manufacturing preferred.

Business Diversity Analyst

Company: Chicago Public Schools

Location: Chicago, IL

Posted Apr 17, 2025

Bachelor’s degree in Business Administration, Finance, Information Technology, or a related field of study from an accredited college or university.

Back End Developer- AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 17, 2025

You can work on your own schedule. A bachelor's degree (completed or in progress). You will work with the chatbots that we are building in order to measure…

Front-End Developer- AI Trainer

Company: DataAnnotation

Location: Chicago, IL

Posted Apr 17, 2025

A bachelor’s degree (completed or in progress). Proficiency in at least one of the following programming languages or frameworks: JavaScript, TypeScript, Python…

Flooring Field Supervisor

Company: Performers Flooring & Design Gallery

Location: Bloomingdale, IL

Posted Apr 16, 2025

A field supervisor is responsible for the overall safety and productivity of the crew working under him. *Minimum 3 years of field experience*.

Director of Sales and Marketing | St Johns Resort Plymouth Michigan

Company: Schulte Hospitality Group

Location: Chicago, IL

Posted Apr 16, 2025

Strong understanding of digital marketing tools and platforms, including social media, SEO, PPC, and email marketing. About Saint John's Resort *.

Senior Client Services Specialist

Company: Colliers

Location: Chicago, IL

Posted Apr 14, 2025

Valid real estate license in the state of Illinois or willingness to become licensed. Twelve weeks (for birth parents) and 4 weeks (for non-birth parents,…

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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