Youth Outreach Services

From Obligation to Opportunity: YOS Celebrates Redeploy Graduation

This February, Youth Outreach Services (YOS) proudly celebrated the graduation of participants in our Redeploy Program—an inspiring milestone that highlights the power of second chances and a supportive community. The Redeploy program offers youth involved in the justice system an alternative to incarceration. It is designed to provide structure, guidance, and meaningful opportunities for growth—support that helps […]

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A maroon background with the text "FY26 YOS RFP VOIP Communication Services" in yellow and white, next to an illustrated document labeled "RFP" with a checklist.

RPF Opening: VOIP Communication Services

General

Youth Outreach Services (YOS) is soliciting proposals from qualified Voice-over-Internet Protocol (VOIP) service providers to replace or upgrade its current telecommunications solution. Click to learn more about this RFP. Timeline: RFP Issued: February 12, 2026 Vendor Questions Due: February 25,2026 Submission Deadline: March 9,2026 Selection & Award: March 27,2026 Service Migration Start Date: May1, 2026

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A collage of photos from the "Art of Wine & Chocolate 2025" Youth Outreach event, featuring award presentations, group photos, and individuals holding certificates against branded backdrops.

The Art of Wine & Chocolate: A Night of Celebration, Recognition, and Gratitude

General

On November 13, 2025, Youth Outreach Services (YOS) proudly gathered supporters, partners, and friends at Allsteel for our annual Art of Wine & Chocolate fundraiser. The evening was filled with laughter, connection, and generosity, creating a warm and welcoming space for our community to come together in support of Chicago’s youth. Thanks to the incredible

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A smiling girl wearing traditional clothing stands outdoors holding a notebook and backpack, with a yellow school bus and colorful buildings in the background.

Meeting needs, one backpack at a time!

General, Success Stories

Feed the Children, a leading nonprofit dedicated to ending childhood hunger, partnered with Endeavor Health to provide Youth Outreach Services (YOS) with more than 140 backpacks for the young people we serve. Each backpack was thoughtfully filled with essential school supplies and hygiene items—practical tools that help youth feel supported, prepared, and ready to succeed

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Thank you for supporting YOS through Target Circle!

Fundraisers, General, Success Stories

This winter, Youth Outreach Services (YOS) was honored to be selected as a featured nonprofit in the Target Circle™ Community Giving campaign. Through this initiative, Target guests had the opportunity to redeem their Circle points by voting for participating organizations—allowing community members to directly influence how Target allocates charitable funds. Being included in Target Circle™

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A promotional flyer for a Youth Outreach Services 50/50 "Split the Pot" raffle fundraiser. Ticket prices are shown, along with a pot of gold, "Enter to Win" text, and the drawing date: November 13, 2025.

50/50 “Split The Pot” Raffle Tickets

Events

Purchase Raffle Tickets This is more than a fundraiser—it’s a celebration of transformation, hope, and community. Whether you’re reconnecting with old friends or meeting new allies in this work, we promise an evening full of purpose and joy. The gala features wine tasting, gourmet chocolates, raffles, and entertainment. Allsteel will host this year’s Art of

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YOS Podcast Feature with Prevention First

General, YOS Staff Highlights

We are excited to share a great opportunity we recently had with Prevention First! They invited Prevention Program Manager, Kaitie Panka, to be the very first guest on their new podcast series, Voices in Prevention. They remembered the YOS Prevention Team’s National Prevention Week activities that Kaitie highlighted during a past event and reached out to

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September Staff Spotlight – Samantha Mistar

General, Success Stories, YOS Staff Highlights

Building Pathways, Not Just Programs. As the Youth Intervention Pathways (YIP) Program Manager, Samantha Mistar is a passionate advocate whose personal commitment is helping transform a pilot program into a powerful, community-rooted force for change. Since joining YOS in May 2023, Samantha and her team have been at the forefront of building the YIP program, a voluntary service that

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Purchase Event Tickets

Events, Fundraisers

Purchase Art of Wine & Chocolate Event Tickets Join us for a delightful evening filled with wine, sweets, and delicious food. You’ll have the chance to mingle with our staff, board members, and leadership team while learning about how we assist over 3,000 young people every year. Your presence and contribution will significantly impact the

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