The Rebound Allstars Academy Portfolio
The Rebound Allstars Academy features our portfolio of ever-growing training programs. These courses can be combined with our partner's curriculum and even private-labeled into your LMS.
I. Online Self-Paced Learning Courses
(Available for White Label deployment)
Holding Up The Sky (HUTS): A Journey of Redemption,
Leadership, & Second Chances
Inspired by the acclaimed documentary, Holding Up The Sky, this transformational course follows the real-life story of Ed—an incarcerated man who became a master welder, entrepreneur, and mentor after serving time.
Built in collaboration with Khalil Osiris, who earned his degrees from Boston University while incarcerated, the HUTS curriculum is a powerful blueprint for personal growth and reinvention. This course is designed to empower returning citizens with the tools they need to rebuild their lives, reconnect with their purpose, and re-enter society as leaders.
Through immersive storytelling, interactive mastermind sessions, and practical lessons in Emotional Intelligence, career development, entrepreneurship, and financial literacy, students are guided through a step-by-step journey from surviving to thriving.
Whether you're just beginning your reentry journey or seeking to rise as a role model for others, Holding Up The Sky offers a path forward—grounded in dignity, leadership, and hope.
Customer Service Allstars
Customer Service Allstars (CSA) is the ultimate online course for aspiring and experienced independent freelancers and call center agents who want to excel in customer service. This program covers everything from industry best practices and communication skills to Emotional Intelligence (EQ) strategies that enhance customer interactions. Learn how to confidently handle calls, build rapport, and deliver top-tier service that sets you apart as a true all-star in the field.
This comprehensive training comes complete with quizzes for each module and a companion course, Customer Service Allstars Warm-Up, that is a free course that can be distributed to correctional facilities and reentry programs at no cost. The graduates of this primer course have the opportunity to get sponsored by one of our call center partners that are looking to expand in their area.
Allstar Mastermind Facilitator Pro
Allstar Mastermind Facilitator Pro (AMFP) is the essential training for aspiring leaders who want to guide transformative group experiences, build communities of growth, and launch income-generating mastermind programs. Whether you're leading personal development circles, entrepreneur cohorts, or team workshops, this course shows you exactly how to structure, manage, and facilitate mastermind sessions with professionalism and purpose.
You’ll learn the full system—from running high-impact meetings and supporting members' goals, to creating your own mastermind-based courses that build loyalty and generate multiple streams of income. Complete with live session strategies, facilitation scripts, and a launch framework, AMFP empowers you to lead with confidence and help others achieve measurable progress in both business and life.
Rebound Allstars Gig Economy
Rebound Allstars is a breakthrough online course designed to help justice-impacted individuals and aspiring independent professionals launch flexible careers in the gig economy. This program provides step-by-step training in nine of today’s most in-demand digital skill sets—from customer support and content creation to web design and virtual assistance.
Learners explore freelancing platforms, develop personal portfolios, and gain the knowledge and tools to secure consistent online income—without needing a traditional resume or degree. Whether you're starting fresh or building on existing experience, this course equips you with the ability to work remotely, serve clients worldwide, and grow a career rooted in independence, purpose, and sustainability.
The course is designed with reentry and underserved learners in mind, and includes a practical 90-day roadmap, AI-enhanced learning aids, and real-world assignments that prepare graduates to begin earning within months—not years.
II. Interactive Virtual Group Learning
(Add these to your existing Curriculum under our management)
Leading with the Answer: Communicate Efficiently and Confidently
Leading with the Answer is a powerful online course designed to help individuals at any stage of their personal or professional journey master the art of clear, confident communication. Developed by Khalil Osiris, this course equips learners with a practical framework for speaking with purpose, reducing misunderstandings, and building stronger connections across diverse settings.
Through step-by-step training, real-world scenarios, and reflection exercises, students learn how to express themselves with clarity and credibility—skills essential for leadership, reentry success, and career growth. Ideal for returning citizens, community leaders, and aspiring changemakers, this course lays the foundation for respectful, efficient, and values-aligned communication that drives results.
Using AI to Communicate with Impact: Master Modern Communication Tools
Using AI to Communicate with Impact is a practical course that teaches learners how to harness modern AI tools to enhance clarity, confidence, and connection in their communication. Created by Khalil Osiris, this training helps students use AI responsibly to generate content, refine messaging, and express ideas with greater precision—skills that are essential for today’s digital-first world.
Participants explore real use cases, practice crafting impactful messages, and develop the awareness to ensure their voice remains authentic in every interaction. This course is ideal for anyone seeking to improve professional communication, build credibility, and leverage technology as a tool for influence.
Giving Impactful Feedback: Communicate Like a Thoughtful, Caring Coach
Giving Impactful Feedback is a transformative course that teaches how to deliver feedback in a way that motivates, empowers, and strengthens relationships. Designed by Khalil Osiris, this program helps learners move beyond criticism to become thoughtful, caring communicators who inspire growth in others.
Through practical tools, real-life examples, and reflective exercises, students learn how to communicate with compassion and clarity—whether in leadership, mentoring, or peer-to-peer settings. Ideal for anyone looking to build trust, lead with empathy, and create positive change through meaningful conversations.
Tailoring Management Style
Tailoring Your Management Style is a dynamic course that teaches aspiring and current leaders how to adapt their approach to meet the needs of diverse teams. Created by Khalil Osiris, this program helps learners identify their core leadership style and develop the flexibility to manage with empathy, clarity, and effectiveness.
Students gain tools to assess team dynamics, build stronger relationships, and foster a culture of accountability and respect. This course is ideal for individuals preparing for leadership roles or those looking to enhance their management impact in any work environment.
Self-Mastery Program: A Comprehensive Resource for
Personal and Professional Growth
Psychology of Incarceration: Self-Mastery Program is a powerful self-paced course designed to help individuals reflect, grow, and build a foundation for lasting transformation—personally and professionally. Developed by Khalil Osiris during his 20 years of incarceration, this course reframes prison as a mindset and freedom as a daily choice.
Through guided introspection, practical tools, and powerful principles, learners uncover the beliefs that hold them back and replace them with habits that lead to self-leadership and success. Ideal for justice-impacted individuals, reentry programs, and anyone seeking purpose-driven growth, this program can also be enhanced with live coaching sessions for deeper impact.
This self--paced program can be combined with group coaching sessions.
Accelerator Guide for the Psychology of Incarceration Podcast Series
Accelerator Guide for the Psychology of Incarceration Podcast Series is a companion learning tool that helps listeners deepen their understanding and apply the core insights from Khalil Osiris’s powerful podcast episodes. This guided course reinforces key themes of personal accountability, mindset shift, and emotional growth—offering reflection prompts, practical exercises, and strategies for transformation.
Ideal for individual study or group facilitation, the Accelerator Guide helps learners translate inspiration into action and supports reentry programs looking to integrate meaningful self-development into their curriculum.
This training can be included as an exercise in a Mastermind Team sequence.