Career Coach
Chicago, IL - USA
Job Summary
REQUEST FOR QUALIFICATIONS
Career Coach
Contract Position
Issuing Organization | |
Position Type | Independent Contractor (1099) |
Locations | Chicago IL Milwaukee WI Kansas City MO |
Estimated Hours | Varies by engagement window (see Section 6) |
Contract Period | Month-to-month renewable in 3-month increments through December 2026 |
Compensation | $35 per hour |
Submission Deadline | 5/29/2026 |
1. About
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 were 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 youre 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 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
is seeking qualified independent contractors to serve as Career Coaches in each of our three program cities. The Career Coach supports interns and recent graduates/residents (1st 90 days following successful completion in our 14-week internship/training program) in translating their learning into credible employer-ready evidence and making strategic early-career decisions aligned to their skills goals and values.
The role centers on helping interns/residents understand their strengths tell their story clearly navigate the job search with intention develop and leverage their professional network and enter the workforce with confidence and clarity grounded in the skills they have and their future career goals.
The Career Coach engages during two specific windows: the latter weeks of each internship cycle (approximately Weeks 814) and the first 90 days of residency following commencement. Hours vary based on participant needs and cycle timing.
3. Scope of Work
3.1 Career Translation and Storytelling
Coach interns to clearly articulate what they built the decisions they made the challenges they navigated and the skills they developed
Support development of interns/graduates professional narratives and clear explanations of technical and leadership contributions
Provide feedback focused on clarity credibility and alignment with employer expectationsnot polish alone
Help strong interns avoid underselling themselves or freezing in interview settings
3.2 Career Preparation
Support interns with career goal setting and planning
Support interns with resume refinement and framing using business and industry language (note: core career development curriculum will be facilitated by each citys Program Director or workshop sponsor/s) which we will continue to evolve based on the teams insights)
Guide LinkedIn profile optimization and utilization of hiring platforms (note: core career development curriculum will be facilitated by each citys Program Director or workshop sponsor/s) which we will continue to evolve based on the teams insights)
Conduct interview practice using realistic scenarios aligned to entry-level tech roles (note: core career development curriculum will be facilitated by each citys Program Director or workshop sponsor/s) which we will continue to evolve based on the teams insights)
Coordinate timing and emphasis with the Program Director so career work is sequenced appropriately and does not overwhelm interns during active project work
3.3 Job Search Strategy and Execution
Support interns to develop a focused job search strategy and identify roles aligned to their skills interest readiness and career goals
Support interns with applications networking outreach and interview preparation
Normalize job search timelines and variance
Support interns with decision-making and evaluation with respect to hiring opportunities
3.4 Interview Preparation and Debriefing
In collaboration with the Program Director organize cycle mock interviews and job shadows in alignment with industry standards (1:1 panel and group)
Prepare interns to research companies anticipate role-specific questions and speak confidently about their learning and growth
Debrief real interviews to extract learning adjust strategy and strengthen subsequent attempts
3.5 Offer Evaluation and Negotiation Support
Coach interns through offer comparison salary and benefits research and basic negotiation strategies
Reinforce intern agency and self-advocacy
3.6 Coordination and Handoffs
Coordinate closely with the Program Director to understand intern context readiness and growth and key career prep activities such as mock interviews and job shadows
In collaboration with the Program Director take lead on creating intern skills profiles in alignment with national expectations
Align messaging and expectations with other program staff
Support strong communications/information-sharing to the Residency Coordinator Program Director and citys program team
Use national program team tracking tools to capture data growth from your engagement with interns
4. Engagement Windows
The Career Development Coachs engagement is concentrated in specific periods aligned to the program cycle calendar. Hours are not uniform throughout the year.
Cycle | Engagement Period | Est. Hours/Week |
Cycle A | Late Feb July 2026 (Weeks 814 90-day residency bridge) | 10 |
Cycle B | Late June Nov 2026 (Weeks 814 90-day residency bridge) | 10 |
Cycle C | Late Oct 2026 Mar 2027 (Weeks 814 90-day residency bridge) | 10 |
Reporting: The contractor is expected to use national data tracking tools to track engagement and growth.
5. Role Boundaries
To set clear expectations the Career Coach is not responsible for:
Guaranteeing job placement or serving as a recruiter or employer matchmaker
Providing case management or therapeutic support
Making placement decisions on behalf of interns
6. Engagement Structure
Position Type | Independent Contractor (1099) |
Hours | 10 hours/week |
Contract Term | Month-to-month renewable in 3-month increments through December 2026. Either party may terminate with 14 days written notice. |
Work Setting | Hybridcombination of in-person coaching sessions and virtual engagement |
Reports To | Program Director (functional) |
Key Collaborators | Tech Fellow Technology Facilitator Residency Coordinator Corporate Relations Manager Program Director |
Compensation | $35 per hour |
Not to Exceed | $12000 per city for the full engagement period (JanuaryDecember 2026) |
7. Qualifications
Experience coaching early-career professionals or adult interns through job search and career transitions
Strong understanding of entry-level tech roles hiring processes and employer expectations
Ability to coach confidence without inflating readinesshelping interns see what theyve built clearly
Strong communication and feedback skills
Comfort holding boundaries and naming hard truths with care
Alignment with strengths-based effort-driven learning models
Existing network in the local tech ecosystem or a demonstrated ability to build one quickly
Familiarity with technical roles and project-based portfolios
Ability and willingness to learn
Preferred
Experience in workforce development or nontraditional education pathways
Experience coaching first-generation professionals
Knowledge of salary negotiation and early-career workplace dynamics
8. Indicators of Success
The following outcomes will guide performance evaluation:
Interns can clearly articulate their skills growth and contributions in professional settings
Strengthened career clarity and confidence between the week 9 and week 14 intern perception of learning and experience survey
Unemployed interns have a strategic job search plan and employed interns have a powerful entry plan for their new roles
100% of skills profiles are completed for each intern and accurately represent the skills theyve developed
9. Submission Requirements
Interested individuals should submit the following:
A brief statement of interest (12 pages) describing your career coaching philosophy and your experience and impact with nontraditional or early-career job seekers
A current resume or summary of relevant coaching and career services experience
The city or cities for which you are applying (Chicago Milwaukee or Kansas City)
Two professional references who can speak to your coaching effectiveness
Submit materials to: Dawn Foye Director of People Culture ()
Submission deadline: INSERT DATE
Questions may be directed to: Dr. Cheryl Camacho Chief Learning and Program Officer
10. Equal Opportunity
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.
reserves the right to modify suspend or cancel this RFQ at any time. This RFQ does not obligate to award a contract or to pay any costs incurred in the preparation of a response.
Required Experience:
IC
About Company
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 ... View more