Employment coaching
One-on-one coaching tailored to participants' job-seeking needs.
One On One
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About One On One
In Chicago, One On One is a community services organization focused on helping people find meaningful employment. It connects participants one-on-one with employment coaches who provide tailored guidance and mentorship throughout the job-seeking process. Through partnerships, the organization helps participants access job opportunities and networks. Support can include preparation for specific work, such as a free two-week security training offered to one participant through a training academy. One On One works with business, university, community, and faith-based partners to provide opportunities and additional support. Its employment assistance is intended to help people pursue careers, while participants may also work toward personal goals related to savings, credit building, housing, and community involvement.
Disclosure: Profile information has been compiled from publicly available sources and has not yet been verified by the business.
Photos: business website. Taken from oneononechicago.com, shown to help you recognise the place.
At a glance
- Team
- Staff includes employment coaches and coordinators; co-founder Rebekah Kikama is executive director.
- Provides one-on-one coaching on a weekly cadence
- Hires 200 youth annually for partner-network employment
From oneononechicago.com, checked 22 Oct 2026. Only what the business states on its own website.
Services
- Adult Employment Services Weekly one-on-one coaching, career planning, employment goals, soft skills training, and job application support.
- Youth Employment Services Job support for youth ages 16–24, including transitional jobs with subsidized pay.
- Partnerships Supports small businesses and nonprofits with resources and funding opportunities.
As listed by One On One. Prices as published by the business and may change.
Services & specialities
Highlights
Career mentorship
Mentorship supports participants throughout their job search.
Partner networks
Partnerships help connect participants with job opportunities.
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