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Home Flexible Job Board Technology Facilitator

$50/hr 136d ago

Technology Facilitator

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i.c.stars

Chicago, IL, US

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Summary

The Technology Facilitator delivers foundational technical instruction and guides interns through the execution of client tech projects. They provide targeted coaching to help learners build technical confidence and independence while coordinating with the Technology Fellow and Program Director.

Job Description

REQUEST FOR QUALIFICATIONS

Technology Facilitator 

i.c.stars  |  Contract Position

Issuing Organization

i.c.stars

Position Type

Independent Contractor (1099)

Locations

Chicago, IL  |  Milwaukee, WI  |  Kansas City, MO

Estimated Hours

Approximately 20 hours per week

Contract Period

Per program cycle: Cycle B (May 11–August 14, 2026) and/or Cycle C (September 7–December 11, 2026)

Compensation

$50 per hour

Submission Deadline

May 29, 2026

1. About i.c.stars

We are a 25-year-old nonprofit workforce development organization dedicated to preparing individuals from underserved communities for rewarding careers in technology. With a passionate team of 35+ professionals, we’re committed to bridging the gap between diverse talent and the tech industry. We find talent, train talent, and place talent in rewarding careers that end cycles of generational poverty and yield long-term success. Our program operates in Chicago, Milwaukee and Kansas City, Missouri. 

At our core, we believe that innovation thrives when people are empowered, supported, and allowed to grow. If you’re someone who is energized by people-first leadership and is passionate about making a lasting impact, you may want to be a part of our journey as we continue to shape the future of tech professionals.

2026 Program Cycle Calendar

Cycle

Dates

Commencement

Cycle B

May 11 – August 14

Week of August 14

Cycle C

September 7 – December 11

Week of December 11

Each cycle is followed by a 3-week break before the next cycle begins.

2. Purpose of This RFQ

i.c.stars is seeking qualified independent contractors to serve as tech instructors for each of our three program cities. The Technology Facilitator is responsible for helping interns build foundational technical awareness and growth, scope and execute on a client tech project that can be successfully executed in 13 weeks, and develop the skills/mindset to be a continuous tech learner.

This position prioritizes interns’ learning processes and deliverables. The instructor guides interns to understand fundamental concepts, ask insightful questions, and overcome obstacles.

The Tech Facilitator works alongside—but is distinct from—the Technology Fellow, who supports client project delivery and sprint execution, foundational tech learning, and small group differentiated learning supports. These roles coordinate closely.

*i.c.stars interns are emerging professionals from underestimated communities participating in an intensive 14-week training program to develop technical, business, and leadership skills for entry-level careers.

3. Scope of Work

3.1 Foundational Tech Instruction + Project-Based Tech Learning
  • Deliver foundational technical instruction aligned to i.c.stars’ curriculum and program standards

  • Reinforce core concepts including programming logic, data fundamentals, and APIs

  • Teach interns how to read documentation, debug effectively, and break down unfamiliar problems

  • Establish explicit quality benchmarks, clearly differentiating baseline competency from advanced or exemplary performance across each phase of learning

  • Serve as the primary technical liaison with the project client; Manage scope and expectations to protect learner experience

3.2 Individual and Small-Group Technical Coaching
  • Provide targeted coaching to tech fellows who are early in their career, with special attention/care to responsive tech learning facilitation

  • Normalize confusion and learning curves without lowering expectations

  • Help interns develop question-asking skills, persistence strategies, and technical confidence

  • Avoid rescuing or solving problems for interns—support their capacity to work through challenges with scaffolded support

3.3 Learning Strategy and Metacognition Support
  • Explicitly teach learning strategies such as time-boxing, distinguishing practice from perfection, and using peers as resources

  • Help interns recognize patterns in their own learning

  • Support reflection on growth over time so interns can articulate how they learned, not just what they built

3.4 Coordination with Technology Fellow
  • Lead tech instructional planning in collaboration with the technology fellow

  • Align foundational instruction with the needs of active client projects

  • Use consistent language, expectations, and feedback approaches

  • Share insights about tech fellow and  intern learning strengths and areas of growth

  • Avoid duplicative or conflicting guidance; ensure alignment between Tech Facilitator and Tech Fellow is strong

3.5 Coordination with Program Director
  • Participate in weekly/biweekly 1:1 and team check-ins

  • Track and communicate intern learning progress

  • Support responsive interventions in coordination with program leadership

  • Align learning supports to program-wide expectations and timelines

  • Submit a simple monthly activity log documenting hours worked, instruction delivered, and coaching activities; a template will be provided by i.c.stars

4. Role Boundaries

To set clear expectations, the Tech Facilitator is not responsible for:

  • Full-time mentoring or case management

  • Employment placement or job search support

  • Replacing the need for interns to develop self-directed learning skills

5. Engagement Structure

Position Type

Independent Contractor (1099)

Hours

Approximately 20 hours per week

Contract Term

Per program cycle. Cycle B: May 11–August 14, 2026. Cycle C: September 7–December 11, 2026. Contractors may be engaged for one or both cycles.

Work Setting

Hybrid—primarily in-person during instruction and coaching sessions, with some remote

Reports To

Program Director

Key Collaborators

Technology Fellow, Program Director, National Program Team

Compensation

$50 per hour

Not to Exceed

$32,000 per city for the full engagement period (May–December 2026)

6. Qualifications

Required
  • Strong technical foundation in relevant technologies (e.g., JavaScript, SQL, APIs, web development fundamentals)

  • Experience teaching or coaching beginning adult learners in technical domains

  • Ability to explain complex ideas simply and clearly

  • Patience, emotional intelligence, and calm under pressure

  • Comfort setting boundaries and resisting the urge to rescue learners from productive struggle

  • Alignment with adult learning and strengths-based instructional models

  • Ability and willingness to learn

Preferred
  • Experience in community college instruction, workforce development education/training/preparation

  • Familiarity with JavaScript, databases, and API development

  • Experience supporting nontraditional or adult learners in technical environments

  • Experience with project-based technical teams

7. Indicators of Success

The following outcomes will guide performance evaluation:

  1. Interns demonstrate impressive growth in foundational technical skills

  2. Interns increasingly self-direct and take control of their learning by week 7.

  3. Interns meet/exceed client project expectations

  4. Interns can articulate how they thought through the solution, not just what they built

  5. The cohort’s 14-week tech learning is fully planned out in advance of the cycle launch, in alignment with program requirements

  6. The tech fellow operates with clarity and confidence in supporting both the foundational tech curricula and the project tech learning

  7. Ability to collaborate with the local program team and national program team

8. Submission Requirements

Interested individuals should submit the following:

  1. A brief statement of interest (1–2 pages) describing your experience and approach to teaching technical concepts to adult learners, including how you handle learner confusion and build independence/confidence

  2. A current resume or summary of relevant teaching and technical experience

  3. The city or cities for which you are applying (Chicago, Milwaukee, or Kansas City)

  4. When you are available to start

  5. Two professional references who can speak to your instructional and/or coaching work

Submit materials to: Dawn Foye, Director of People + Culture ([email protected]) 

Submission deadline: May 29, 2026

Questions may be directed to: Dawn Foye, [email protected]

9. Equal Opportunity

i.c.stars is committed to diversity and inclusion in all aspects of its work. We encourage applications from individuals of all backgrounds, particularly those with lived experience in the communities we serve.

i.c.stars reserves the right to modify, suspend, or cancel this RFQ at any time. This RFQ does not obligate i.c.stars to award a contract or to pay any costs incurred in the preparation of a response.

About the company

i.c.stars

i.c.stars was established to create economic opportunity for underserved communities by bridging disconnected young adults with the high growth tech sector. Participants learn by doing; they build web based applications to solve client challenges - with coding, business, and leadership instruction provided along the way. They also gain the professional network needed to jumpstart their careers.

i.c.stars graduates become technologists who earn living wages (300% more than before) working as application developers or business analysts. They create nonprofits and advocate for change, putting into action i.c.stars’ definition of leadership: making opportunities for others. i.c.stars also works to change employer perceptions and practices around nontraditional talent by engaging each year hundreds of employers through industry conferences and convenings.

Currently in Chicago, Milwaukee and Kansas City. Contact [email protected] for more information.

Founded

1998

Company size

11-50 employees

Industry

Non-profit Organizations

Org type

Nonprofit

Headquarters

Chicago, Illinois

Apply Now

About the company

i.c.stars

i.c.stars was established to create economic opportunity for underserved communities by bridging disconnected young adults with the high growth tech sector. Participants learn by doing; they build web based applications to solve client challenges - with coding, business, and leadership instruction provided along the way. They also gain the professional network needed to jumpstart their careers.

i.c.stars graduates become technologists who earn living wages (300% more than before) working as application developers or business analysts. They create nonprofits and advocate for change, putting into action i.c.stars’ definition of leadership: making opportunities for others. i.c.stars also works to change employer perceptions and practices around nontraditional talent by engaging each year hundreds of employers through industry conferences and convenings.

Currently in Chicago, Milwaukee and Kansas City. Contact [email protected] for more information.

Founded

1998

Company size

11-50 employees

Industry

Non-profit Organizations

Org type

Nonprofit

Headquarters

Chicago, Illinois

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