Season to Soar

06/02/2026

One of the most impactful parts of NBC News coverage never made it on air.

NBC Chicago came out to feature Season to Soar and KCC Academy’s work uplifting youth voices and addressing concerns around teen takeovers and youth trends. The story highlighted meaningful efforts from both organizations and gave young people a platform to share their perspectives.

But after the cameras stopped rolling, the impact continued.

What viewers didn’t see on camera was just as powerful. Reporter took the time to connect with youth in a genuine and engaging way by simply inviting them to ask him questions.

The students curiously and excitedly asked Randy question after question from what it’s like to be a reporter, to whether he would attend an “adult takeover” if one happened. (That one fried me lol)

Just by taking the time to engage with the youth, he created a meaningful and impactful moment. His willingness to engage openly, listen, and share his experiences provided them with insight into journalism, the news industry, and exposure to career pathways they may never have considered otherwise…and trust me, their answers to his original interview questions were on point, so I know that now that they see the possibilities, we might really have some future reporters in there :)

We are grateful to NBC Chicago not only for shining a spotlight on the work of Season to Soar and KCC Academy, but also for investing directly in our young people.

Thank you for helping amplify youth voices and for demonstrating what meaningful community engagement looks like. Experiences like this are ones that our youth will remember forever.

Thank you, Randy and NBC Chicago, for being a true community partner. We appreciate you!

Randy Gyllenhaal

05/31/2026

A huge thank you to NBC Chicago for covering Season to Soar and KCC Academy's work connecting with youth, reinforcing servant leadership, and promoting civic engagement at a time when teen trends and takeovers are on the rise and promoting positive values is needed most.

NBC NBC News

A “teen takeover” was seen at a Chicago beach late Friday as concerns rose about such gatherings escalating into violence. Randy Gyllenhaal reports.

05/31/2026

We are grateful for CBS Chicago's coverage that highlighted Season to Soar and KCC Academy's "Inside Takeover & Trends," a powerful conversation where youth shared their insights and perspectives on recent teen takeovers and trends.

We’re grateful for the platform and support in amplifying youth led dialogue.

We look forward to continuing to create spaces where young people lead the conversation and drive change.

Check out the full interview linked below.

https://www.cbsnews.com/chicago/news/teen-takeovers-conversation-south-side-discussion/

CBS News CBS

05/28/2026

Thank you to ABC 7 Chicago for covering tonight’s “Inside Chicago Teen Takeovers” conversation hosted by Season to Soar. ❤️

This youth-led community conversation was created to give young people space to speak for themselves about issues often discussed around them, including safety, accountability, social media influence, community impact, and solutions.

We believe real change starts with listening.

📍 460 E 75th St, Chicago, IL
⏰ Tonight | 5:00 PM to 6:00 PM CT

Read the story here:
https://abc7chicago.com/post/community-organization-season-soar-hosting-youth-centered-conversation-teen-takeovers-chicagos-south-side/19187556/

05/28/2026

What happens when we stop talking about youth, and start talking with youth?

Tonight, Season to Soar is hosting “Inside Chicago Teen Takeovers,” a youth-led community conversation centered around youth voices, safety, accountability, social media influence, community impact, and solutions.

This is an opportunity for young people to share their perspectives and experiences directly while creating space for real dialogue and community conversation.

📍 460 E 75th St, Chicago, IL
🗓 Thursday, May 28, 2026
⏰ 5:00 PM – 6:00 PM CT

Community members, parents, leaders, and media are invited to attend.
ABC 7 Chicago NBC Chicago CBS Chicago Fox 32 Chicago Fox News CNN People USA TODAY

05/27/2026

Season to Soar’s Global Leadership Youth Program has already been making an impact this year ❤️.

This program helps young people grow in leadership, entrepreneurship, financial literacy, and community impact while building confidence and real-world skills along the way.

Every student has their own story.
Their own challenges.
Their own dreams.

And they continue showing up ready to learn, grow, and lead.

We’re currently looking for speakers and mentors who would love to pour into the next generation and share their experiences with our students.

Programs like this remind us how important it is to invest in the next generation.

05/25/2026

As we gather with family and loved ones today, we reflect on the legacy of service and the meaningful moments we share. It’s a beautiful reminder of the community we build together and the future we are inspiring our youth to lead.

Wishing you and your family a safe, reflective, and beautiful holiday weekend from the Season To Soar family.

05/10/2026

To the moms who uplift, inspire, and lead by example: May this be your season to soar. Happy Mother’s Day!

04/29/2026

We’re growing our volunteer team at Season to Soar 💛

We’re looking for a Volunteer Recruiter (Remote) to help us bring in more amazing people who want to give back.

This role helps connect passionate volunteers to opportunities that support underserved youth facing real challenges every day.

✨ Flexible schedule
✨ About 5 hours per week
✨ Fully remote

If you love connecting people and want to make a difference, this could be a great fit.

https://www.indeed.com/cmp/Season-to-Soar-1/jobs #

04/05/2026

Fresh blooms, brighter days, and a spirit ready to soar. Wishing our community a beautiful and rejuvenating Easter Sunday.

How are you celebrating the start of the season today? Let us know below!