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Our Teen Coaching Program Overview
The Attitude Advantage Coaching Program is designed by teen experts to help Chicago teens build self‑esteem, confidence, grit, and resilience. As a major Midwestern city with top schools, competitive sports, and rich arts, Chicago teens face unique pressures—from academic demands to social expectations.
We offer two tailored coaching paths—one for teen girls and another for teen boys—each addressing gender‑specific challenges. We invest time to deeply understand your teen, then equip them with real, actionable tools to thrive academically, socially, and personally in Chicago.
Real Results from Decades of Experience
20,000+ hours coached
500+ parent/teen relationships repaired
50+ years of combined coaching experience
What’s Included in Our 12-Week Teen Coaching Program
12 week course
Our 12-week online teen coaching program is designed to set your Chicago teen on a path of self-discovery and success. All they need is access to a smart device with WiFi. Together, we’ll dig deep to get to the root of their
problems and equip them with the tools they need to overcome challenges and find success both inside and outside of school.
keynote speech
To kick off their time in our teenage coaching course, teens and their parents will get access to the talk that has inspired over 1 million teens to date – The Attitude Is Everything Keynote speech.
mentors
Research shows that having one consistent, caring adult in a teen’s life is one of the biggest factors contributing to their future success. Every single week, your teen will be introduced to inspirational and powerful mentors who are excited to connect with them and dedicated to preparing your teen for future success.
full parent access
Unlike traditional therapy, we give parents full access to everything that we are doing with their teens. The more parents participate, the better results we see in the lives of their kids.
weekly live coaching
Once a week, the teens in our program connect on a live Zoom session. Not only are these sessions incredibly valuable, but they’re also a lot of fun! Teens are taught a different life lesson each week and also get the opportunity to ask their questions live to our panel of teen experts.
daily texts
Through our daily text series, we engage both teens and their parents to make the program fun and educational. If kids aren’t having a good time, they aren’t going to participate. If they don’t want to participate, they aren’t going to get results.
success coach
Every teen is assigned their own personal Success Coach to work with during one-on-one coaching sessions. On these coaching calls we get deep with our teens, find the source of the problem, and then formulate a short and long-term game plan for success.
24/7 support
We want to be fully accessible to every teen in case they need something. They can contact their Success Coach through our app 24 hours a day, Monday through Friday. If we can’t connect them with one of our life coaches online, we will pull them in for a quick call.
guidebook
At the completion of the program, every teen will receive their own personalized guidebook. This 100-page physical book breaks down everything they’ve learned over the past 12 weeks and is a roadmap for everything they need in life to go from where they are to where they want to be.
teen experts
Throughout the program, teens and parents are given access to our panel of teen experts to help them navigate whatever situations they are dealing with.
Parent coaching
Each month, we host a one-hour coaching call for our parents. Parents are taught a powerful lesson on a topic related to raising teens. The lesson is followed by an open Q&A session, allowing parents to ask our top teen experts questions about whatever they are dealing with at home.
parent videos
Each parent will be asked to record a series of special videos that we will surprise their teen with at various times throughout the course of the program. These heartfelt videos help rebuild and grow the relationships between parents and teens.
MONEY BACK GUARANTEE!
We are so confident in our ability to turn your teen’s life around that if you and your teen actively participate in the program, we guarantee results.
If after 90 days, we don’t improve your child’s self-esteem, then we will return every dollar you paid – no questions asked. Plus, we will continue to give them on-going coaching until they get the results you are looking for.
Why Choose Our Teen Life Coaching Program?
- Expert Coaches: Trained in adolescent psychology and urban teen challenges
- Personalized Coaching: Custom-tailored plans based on each teen’s goals and personality
- Chicago-Centric: Proudly serving teens across Lincoln Park, Wicker Park, Evanston, Naperville, and the broader metro
Benefits for Teens
- Boosted confidence and self-esteem
- Greater emotional resilience and stress management
- Improved communication with family and peers
- Stronger motivation and coping skills
Parent Testimonials
Hear what parents in our program have to say!
“Thanks to The Attitude Advantage Program our 13 year old daughter is thriving. We wanted to equip her with the tools to be successful in school and life and we saw a huge transformation in just 90 days. She loved the program and we’ve seen her grow in so many ways! She has really found her passions, built so much more confidence and learned how to look at every situation as a new challenge that she has the power to overcome. I cannot recommend this program highly enough to other parents who want to give their teenager a boost and what we like to call ‘the attitude advantage’!”
Gia Wanewright
Parent
“Jesse and the rest of The Attitude Advantage Program coaches are amazing. They really helped build our daughter’s self-confidence and shaped her character. She knows she can always turn to them for help and support with whatever she is facing. Jesse always goes above and beyond to make sure things happen and achieves great results. They are really great people, and we strongly recommend them”.
Peyman Jamshidi
Parent
Hey, I just want to thank you so much – we appreciate what you’ve done for our daughter! She continues to blossom thanks to your support. You guys rock and your dedication to this work is truly remarkable!
Annalisa Cilone
Parent
Helping Chicago Teens Build Confidence and Life Skills
The Attitude Advantage Program (TAAP) is committed to helping Chicago teens grow into resilient, confident young adults. Through structured coaching and ongoing encouragement, your teen will emerge with clarity, purpose, and a strong sense of self.
Personalized Teen Coaching for Long-Lasting Growth
Every teen is unique. Our program is tailored to each teen’s personality, goals, and pace. Delivered online, we serve teens across Chicago-area neighborhoods—Lincoln Park, Hyde Park, Evanston, Skokie, and more—making quality coaching accessible citywide.
FAQs
Our program takes place over 12 weeks, with live weekly coaching sessions, additional one-on-one sessions with a Success Coach, and more.
The teen program at The Attitude Advantage focuses on helping teenagers improve their lives. Both boys and girls ages 13–19 can participate. Our program helps teens build emotional strength, confidence, and life skills in a structured, supportive environment.
The Attitude Advantage offers a proven 12-week course with group sessions, personal coaches, parent involvement, and daily encouragement. Our teen life coaching program is an expert-designed experience that helps teenagers develop skills like self-esteem, confidence, grit, and resilience.
During the 12-week teen life coaching program, your teen will be empowered to embark on a journey of self-discovery and success. Through unique content, we’ll meet your teen exactly where they are and help them develop the skills necessary to overcome challenges and succeed inside and outside of the classroom.
The Attitude Advantage is unlike any other teen life coaching program. Our holistic approach involves your teen, their parents/caregivers, and our coaches to create a well-rounded experience that everyone can benefit from. We don’t just coach teens — we bring parents in too. It’s a full-circle experience combining mentorship, parent partnership, and consistent structure.
Our program takes place over 12 weeks, with live weekly coaching sessions, additional one-on-one sessions with a Success Coach, and more.
Life coaches are unbiased, third-party mentors trained to reach teens where they are. Our coaches focus on building self-confidence, improving mental health, and encouraging teenagers to develop the coping strategies they need to overcome life’s biggest challenges.
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