Mentorship Jobs in Chicago, IL

4,721 open positions · Updated daily

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

Customer Service Representative

Company: Traffic Tech

Location: Chicago IL

Posted Dec 19, 2022

Traffic Tech is a leading logistics company seeking an entry-level Customer Service Representative to join their Team Mexico. The role involves coordinating freight movement, building vendor relationships, and providing excellent customer service. The company offers competitive benefits, training, and mentorship opportunities.

Entry Level- Business Development Manager - February Start Date

Company: Capstone Logistics, LLC

Location: Chicago IL

Posted Dec 15, 2022

Capstone is a data-driven, results-oriented transportation solutions provider that offers integrated logistics solutions, transportation bid management software, and a national-reaching carrier network. The company is looking for sharp, ambitious, and enthusiastic candidates to join its team and provide a tier-one customer experience to large to medium-sized customer accounts.

Entry Level Sales - February Start Date

Company: Capstone Logistics, LLC

Location: Chicago IL

Posted Dec 15, 2022

Capstone is a data-driven transportation solutions provider that offers integrated logistics services, including freight management, transportation bid management software, and more. The company is looking for sharp, ambitious, and enthusiastic candidates to join its team and provide a tier-one customer experience to large to medium-sized customer accounts.

Senior Data Analyst

Company: Capstone Logistics, LLC

Location: Chicago IL

Posted Dec 15, 2022

Capstone Logistics is a data-driven, results-oriented transportation solutions provider that offers integrated logistics solutions, transportation bid management software, and a national-reaching carrier network. The company is looking for sharp, ambitious, and enthusiastic candidates to join their team as a Sr. Data Analyst.

Implementation Manager, Facilities

Company: FOURKITES

Location: Chicago IL

Posted Dec 19, 2022

FourKites is a company that helps customers operate global supply chains efficiently, agilely, and sustainably. They are looking for an Implementation Manager to join their team, who will be responsible for implementing their Dynamic Yard product. The role requires strong communication, problem-solving, and technical skills.

Principal Enterprise Security Engineer -Cloud Focus

Company: Halo Investing

Location: Chicago IL

Posted Dec 19, 2022

Halo Investing is a fintech company that provides a platform for defined outcome investing. They have raised over $100 million in funding and are looking for an Enterprise Security Engineer to join their team.

Sr. Business Development Manager

Company: Capstone Logistics, LLC

Location: Chicago IL

Posted Dec 15, 2022

Capstone is a data-driven, results-oriented transportation solutions provider offering an exceptional client experience through deep supply chain expertise, innovative technology, and a national-reaching carrier network. They offer transportation bid management software and are looking for ambitious candidates to join their high-energy environment. The Sr. Business Development Manager role involves leveraging Capstone's suite of capacity services to identify new customers, nurture relationships, and build lasting partnerships.

Business Development Representative

Company: Upwork

Location: Chicago IL

Posted Dec 19, 2022

Upwork is a remote-first organization that provides a platform for companies and talent to work together. The company is committed to creating economic opportunities and has a diverse and inclusive workforce. The job posting is for a Business Development Representative who will prospect for new business and work closely with a team to generate leads and book sales meetings.

Accounting Intern

Company: DRW

Location: Chicago IL

Posted Dec 21, 2022

The internship program at DRW is a 10-week summer program that offers students the opportunity to develop their skills in an aggressive, fast-paced and rapidly growing trading environment. The program includes meaningful projects, community activities, and mentorship. The goal of the program is to build a pipeline of talent for the company's support teams.

Carrier Sales Representative

Company: Traffic Tech

Location: Chicago IL

Posted Dec 21, 2022

Traffic Tech is a leading logistics company with a strong team culture, offering progressive solutions for moving freight. The company prioritizes employee growth and client satisfaction, with a focus on innovation and efficiency.

Senior Engineer, Backend (Operator League-Integrations)

Company: SpotHero

Location: Chicago IL

Posted Dec 19, 2022

SpotHero is looking for Staff Backend Engineers to join the Operator League for the Integrations Squad. The role involves building services that make Drivers' experience seamless as they enter each Facility. The ideal candidate should have over five years of engineering experience, worked for multiple companies as a software engineer, and have strong coding skills and system design/architecture capabilities. The candidate should be able to collaborate with management, work with the Product Management team, and be an educator and mentor to others. The company offers a unique experience to work for a fast-growing startup with excellent benefits, flexible PTO, and a casual yet highly productive atmosphere.

Senior Engineer, Backend (Drivers League)

Company: SpotHero

Location: Chicago IL

Posted Dec 19, 2022

SpotHero is a fast-growing startup that is looking for Staff Backend Engineers to join their Drivers League. The company is committed to building products for their drivers and is looking for engineers who can contribute to the codebase, work collaboratively with the team, and provide code review and feedback to peers.

Frequently Asked Questions

What are typical salary ranges by seniority in mentorship roles?
Entry‑level Mentor Coaches earn $50k–$70k; mid‑level coaches $70k–$100k; senior mentors or Program Managers range $100k–$150k, with bonuses tied to mentee success metrics.
What skills and certifications are required for a mentorship career?
Certifications such as ICF‑P, ATD’s Certified Learning Professional, or SHRM‑CP are highly valued. Core skills include active listening, empathy, data‑driven coaching, LMS proficiency, and remote facilitation using Zoom, Slack, or Microsoft Teams.
Is remote work common for mentorship positions?
Yes—70%+ of mentorship roles offer fully remote or hybrid options, supported by digital platforms like Mentorloop, Chai, and AdvisoryCloud, allowing coaches to engage mentees worldwide.
What career progression paths exist within mentorship?
Coaches can advance to Senior Mentor, Program Manager, Learning & Development Director, or Talent Development Lead. Some transition to entrepreneurship, launching coaching startups or consulting firms.
What industry trends are shaping mentorship today?
AI‑driven mentor matching, analytics dashboards tracking mentee outcomes, microlearning modules, and a growing emphasis on soft‑skill development are reshaping how companies structure and assess mentorship programs.

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