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.

Engineering Manager

Company: Screencastify

Location: Chicago IL

Posted Sep 20, 2022

Screencastify is a company that has been around for 8 years and has seen significant growth. They are looking for an experienced Engineering Manager to lead a team of engineers and improve their workflow. The company offers a range of benefits, including competitive compensation, a 401k plan, and flexible work policy.

Senior Learning Experience Designer

Company: SMS Assist

Location: Chicago IL

Posted Sep 20, 2022

SMS Assist is a company that provides facilities maintenance services and has a technology platform that connects local contractors to customers. They have a team of designers who create digital learning solutions to support employee learning and development. The Senior Learning Experience Designer is responsible for planning, creating, and maintaining these solutions.

Analytics and Insights - Lead Analyst

Company: Rightpoint

Location: Chicago IL

Posted Sep 20, 2022

Rightpoint is a global experience leader, working with clients to embed experience across their operations from front to back office to accelerate digital transformation through a human-centric lens. They have been recognized among the top customer experience consultancies and are looking for passionate, talented people to join their team. The role involves working with integrated teams to improve experiences across various industries, being a trusted advisor to clients, and transforming data into meaningful insights.

Director of Product Delivery Services

Company: Upwork

Location: Chicago IL

Posted Sep 21, 2022

Upwork is a remote-first organization that provides a platform for companies and talent to work together. The company is looking for a leader to build a product delivery practice and help customers successfully implement the platform.

SharePoint Lead Developer/Architect

Company: Rightpoint

Location: Chicago IL

Posted Sep 22, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations to accelerate digital transformation. The company is committed to diversity, equity, and inclusion, and offers a range of benefits and perks to its employees.

Senior Project Manager

Company: Rightpoint

Location: Chicago IL

Posted Sep 21, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations. They are searching for passionate and talented people to join their team. The company offers a flexible work environment, great insurance coverage, and continuous training opportunities.

Associate Front End Developer

Company: Rightpoint

Location: Chicago IL

Posted Sep 22, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations. They are looking for a Front-End Developer to join their team and offer a range of benefits and perks.

Enterprise Account Manager

Company: Upwork

Location: Chicago IL

Posted Sep 19, 2022

Upwork is a remote-first organization that offers a powerful, trust-driven platform for companies and talent to work together. The company is committed to creating economic opportunities and has a diverse and inclusive workforce.

Director, Solutions Architects

Company: Upwork

Location: Chicago IL

Posted Sep 21, 2022

Upwork is a company that helps connect companies with top independent talent from around the world, providing economic opportunities for people to have better lives. The company is committed to creating a flexible workforce and has a mission to create economic opportunities so people have better lives.

Senior React/JavaScript Developer

Company: Rightpoint

Location: Chicago IL

Posted Sep 23, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations. They are searching for passionate and talented people to join their team. The company is committed to diversity, equity, and inclusion and offers a range of benefits and perks.

Associate Back End Developer

Company: Rightpoint

Location: Chicago IL

Posted Sep 22, 2022

Rightpoint is a global experience leader that helps clients embed experience across their operations. They are looking for passionate and talented people to join their team. The company offers a range of benefits and perks, including flexible PTO, hybrid work environment, and continuous training opportunities.

Art Director

Company: Critical Mass

Location: Chicago IL

Posted Sep 23, 2022

The job description is for a Digital Art Director position at Critical Mass, a company that values diversity and inclusion. The role involves leading a team of designers, copywriters, and other creatives to develop innovative design solutions. The ideal candidate has a strong digital design portfolio, experience leading a team, and excellent communication skills.

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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