Job Description

Job Description

Terms: Part-Time, 6-12 hrs/week - Contract

Rate: $29-$33/hr

Other Perks:

• Flexible hybrid work environment (one partial day in person required)
• WeWork membership
• Gym and fitness class access included

Summary:

As community builders, dignity is central to how we approach everything. We are looking for a multifaceted Life Coach who can inspire, guide, listen, and learn from our young men housed at Collective Chicago. We need leaders who can care for themselves, know proximity to hardship, and possess a heart for creating lasting life change in Chicago.

We are looking to fill this role in February 1 of 2026.

Our coaches manage varying coaching workload based on their unique availability. Coaches conduct anywhere from 4-8 coaching meetings per week and two internal meetings per week.

Coaches are expected to help residents navigate their internal landscape and progress in their healing journey. Beyond value work, coaches also provide help develop hard and soft skills related to employment, personal finance, and habit formation.

This role requires a strengths-based, trauma-informed approach. Priority will be given to candidates who have graduated from a comprehensive coaching program accredited by the International Coaching Federation (ICF) or who have Cognitive-Behavioral certifications or graduate degrees in therapy.

Responsibilities:

• Meet weekly with your dedicated coachee (resident), or more often if unemployed
• Make weekly dinner in-person on Monday night at 5:30-6:30pm and help residents cook once a month.
• Coach on the four cornerstones of Co-Active coaching.
• 1) People are naturally creative, resourceful, and whole
• 2) Dance in the moment — respond, don’t script
• 3) Focus on the whole person
• 4)Evoke transformation — rather than simply solve problems
• Upon move-in also assist residents with building resumes, and teaching job search tactics to acquire full-time employment
• Build relationships founded on mutuality and trust
• Communicate effectively via email and document meetings and progress notes in Salesforce
• Help organize and and attend bi-monthly volunteer or fun events (occasionally on evenings or weekends), and must be available mid November to help and attend with our Annual Celebration.
• Address infractions to resident agreements, and build performance plans — if unsuccessful despite many second chances — it may include dismissing a resident (worst part of the job)
• Assist with interviewing prospective residents
• Be available on occasion to make an errand run with or for resident related needs such as but not limited to: Aldi gift cards, weekly dinner ingredients, or for professional attire *all of which are reimbursed within 24 hours.

Qualifications:

• A comprehensive understanding of various mental health conditions and appropriate coaching strategies
• Excellent communication skills, empathy, and a safe curious space to build trust and gain mutual respect with residents
• Enrolled in therapy or willing to start
• Attentive to ego, with the ability to take a trauma-informed approach to de-escalate conflict
• Familiarity or proficiency with Google Drive Suite and Salesforce

Priority given to:

• Trauma-informed training and Co-Active coaching training preferred
• Personal experience with poverty, namely homelessness
• Priority will be given to those who can be on site at least once or twice a week

We look forward to meeting candidates who are passionate about community building and eager to make a meaningful impact disrupting homelessness with dignity in Chicago.

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