YOLO

Young Opportunity Leaders Organization

This is your launchpad.

YOLO isn’t just another youth development program.

It’s a 12-week leadership experience built for ambitious high school students ready to level up—in confidence, communication, and real-world skills that matter.

Through interactive workshops, inspiring mentors, guest speakers, and real team projects, you’ll explore what it means to lead—starting with yourself, and growing outward.

Whether you want to:

  • Speak up with confidence

  • Build your personal brand

  • Lead initiatives that actually matter

  • Or just feel more sure of yourself as you step into the next chapter

YOLO is for you.

Goal Setting

Clarify your vision and create a plan to reach it.

What You’ll Learn

Public Speaking

Build confidence to speak up and connect with any audience.

Mentorship

Discover how to find, approach, and grow with mentors.

Personal Branding

Define your unique strengths and show up authentically—online and offline.

Time Management

Manage your energy and priorities to stay motivated and effective.

Networking

Learn how to build meaningful connections and find opportunities.

Build Lasting Connections

Create meaningful relationships with peers, mentors, and leaders that support your growth.

Meet Your Facilitators & Mentors

YOLO is led by a passionate team of mentors, educators, and professionals who bring years of experience working with youth, and who know what it takes to grow real confidence in the real world.


  • Founder & CEO, Straight Up Health

    Jen is a youth mental health expert and mentor specializing in public speaking, confidence-building, and leadership development. She equips young people with the tools to speak up, self-regulate, and lead with presence—on stage, in class, and in life.

    In YOLO, Jen will speak on self-leadership, confident communication, and mindset, offering practical strategies to manage nerves, find your voice, and connect with any audience.


  • Registered Psychotherapist (Qualifying); Client Care Coordinator, Straight Up Health

    Cali is a psychotherapist with a Master’s in Counselling Psychology and a passion for helping young people grow through self-awareness, emotional regulation, and meaningful reflection. She supports teens and young adults in building confidence, managing stress, and navigating life with clarity and compassion.

    In YOLO, Cali leads sessions on emotional intelligence, mindset, and communication, helping students understand themselves, strengthen relationships, and lead with empathy and intention.


  • Manager, Programs & Growth

    Hailey is a purpose-driven leader with experience across youth mental health, entrepreneurship, and program development. As Manager of Programs & Growth at Straight Up Health, she builds initiatives that help young people access care, build confidence, and thrive.

    In YOLO, Hailey teaches students how to build their personal brand, develop an entrepreneurial mindset, find and tap into mentors, and communicate their story with clarity and impact. As a published author, coach, and founder of a national nonprofit, she brings real-world insight and creative energy to help students lead with authenticity and confidence.

Stronger Leadership Mindset
Build the confidence and practical skills to lead yourself and others effectively.

Personalized Mentorship
Receive tailored guidance and support to overcome challenges and accelerate your growth.

A Supportive Peer Network
Connect with like-minded students who motivate and inspire you to keep leveling up.

Engaging Growth Challenges
Stay energized and accountable through fun, goal-driven activities with rewards.

Recognition & Influence
Earn your YOLO Ambassador certificate and gain opportunities to shape and lead future cohorts.

What Students Gain

Apply Now

Applications close September 5, 2025
Spots are limited for the Fall 2025 cohort.

Have Questions About YOLO?

We’re here to help!

Fill out our contact form and we’ll get back to you with all the details.