Cohort Spotlight: Jubileague Academy – Calvin Robertson

Charles Kearse • December 9, 2024

Cohort Spotlight: Jubileague Academy – Calvin Robertson

Cohort spotlight featuring Calvin Robertson, CEO of Jubileague, in a black and blue graphic.

For Calvin Robertson, the inspiration to start a business was deeply rooted in his love for his family. “My children were my inspiration,” Calvin shares. “I wanted to leave them an inheritance—not just financially, but something meaningful they could carry forward for generations.” While his professional expertise lay in enterprise software development, Calvin envisioned a venture that would be fun and engaging not only for himself but also for his children and grandchildren. His answer: video games.

Calvin’s journey began with volunteering to teach coding through game design, often bringing his kids along to share in the experience. During these sessions, he noticed a transformative effect on the students—they discovered a passion and career path they hadn’t previously considered. “So many young people didn’t even know game design was an option,” Calvin recalls. This realization led to the creation of Jubileague Academy, an innovative program designed to inspire and empower the next generation of game creators.

The cornerstone of Jubileague Academy is the Playmaker program, which equips middle school, high school, and college students with the skills to design, develop, and market their own games. By blending STEM education with storytelling, creativity, and collaboration, the program fosters critical thinking and teamwork while preparing students for diverse career paths. “Games are more than entertainment,” Calvin explains. “They’re a gateway to skills like communication, decision-making, and even entrepreneurship.”

However, the road to success was not without challenges. Calvin faced significant doubt, both from others and within himself. “There were peers who dismissed my ideas and colleagues who undervalued my contributions,” he recalls. “But those moments taught me resilience.” Calvin realized his greatest successes came in environments that valued his unique talents—a realization that inspired him to create such environments for others through Jubileague Academy.

Today, Jubileague Academy is thriving. The Playmaker program has partnered with local schools and youth tech hubs to expand its reach, with plans for scalable models to integrate the program into more educational institutions. Student ambassadors and collaborations with educators have been pivotal in driving growth.

A defining moment for Calvin came during an early workshop when students presented their games to friends and family. “One student, who didn’t want to be there on the first day, ended up being one of our top contributors by the last day,” Calvin shares. “Seeing his transformation reminded me why I started this.”

Calvin credits The Boost Pad as a key factor in his success. “The Boost Pad gave me the tools, mentorship, and community I needed to move forward. The weekly sessions provided timely instruction to refine my business plan, and the encouragement from my peers kept me motivated. My ability to pitch the Playmaker program and communicate its value has significantly improved because of this experience.”

Calvin’s vision is clear: to cover the world with “playmakers,” turning consumers into creators and showing the power of play as a tool for learning and innovation. Through Jubileague Academy, he’s proving that games aren’t just fun—they’re transformative.

Founder Stories & Startup Wins — The Boost Pad

By Mark Babaran • September 24, 2026
There's a particular kind of energy in a room full of people who've decided to bet on themselves. On Wednesday, September 16, 2026 , that energy filled Do Greater Charlotte as 17 founders officially kicked off Cohort 13 of The Boost Pad Accelerator the beginning of a 14-week journey that will challenge them, stretch them, and ultimately transform how they think about the businesses they're building. We Build Entrepreneurs First. Businesses Follow. That phrase isn't just a tagline at The Boost Pad it's the whole philosophy behind everything we do. Before founders ever touch a financial model or a marketing plan, we ask them to slow down and answer a harder question: why does your business deserve to exist? That's the spirit Module 1 was built around Know Your Why and it set exactly the right tone for everything ahead. Because here's the truth every founder in that room learned on day one: purpose comes before product. Products evolve. Strategies shift. Markets change. But a founder who is clear on their purpose, their vision, their mission, and their values has a foundation that holds steady through all of it. When your why is clear, every decision who you serve, how you market, who you partner with, how you grow gets easier. A Team Fully Invested in Their Success This cohort isn't walking into the next four months alone. Founders were introduced to the full Boost Pad team who'll be alongside them at every stage from Executive Director Steven Lewis, to Entrepreneurs in Residence Harold Hughes and Charles Kearse guiding them toward stronger, more scalable businesses, to the operations, marketing, and program support team making sure nothing falls through the cracks. Add in a roster of experienced mentors and guest experts, and it's clear: no founder in Cohort 13 will be figuring this out solo. Introducing CoachMax: A Learning Experience Built for Founders One of the most exciting parts of Kick Off was introducing this cohort to their new digital home for the program: Thinkific , powered by CoachMax , our AI coach available on demand. Every module is already built and waiting founders log in, work through the week's content, submit their assignments, and track their own progress in real time. It's a structured, always-available layer of support that means learning doesn't stop when the session ends; it continues all week, every week. Building Toward Pitch Night, One Week at a Time Perhaps the most exciting part of this journey: founders won't wait until the final week to build their pitch. Starting this week, every founder began constructing their investor-ready pitch deck one slide at a time Title Slide first, then Problem, Solution, Business Model, and onward alongside a weekly 60-second elevator pitch video that gets sharper, tighter, and more confident with every submission. By the time Cohort 13 reaches Pitch Night on January 6, 2027 , every founder will walk on that stage with a complete, polished, investor-ready presentation built week by week not thrown together the night before. A Cohort as Diverse as Charlotte Itself What already stands out about this group is the range seventeen founders, seventeen different businesses, spanning technology, wellness, consumer products, event services, education, and more. It's exactly the kind of mix that makes a cohort strong: founders learning not just from mentors and EIRs, but from each other, across industries they'd never otherwise cross paths in. Delivered in Partnership with the Do Greater Foundation Cohort 13 is proudly delivered in partnership with the Do Greater Foundation two organizations united around the same outcome: expanding access for founders who've historically been underserved by traditional capital, and opening more doors, relationships, and rooms to the entrepreneurs building Charlotte's future. "Progress Comes Through Consistency, Curiosity, and Action." That's the standard this cohort committed to on day one show up, participate, ask questions, support each other, and apply what they learn. It's a high bar. It's also exactly why Boost Pad graduates go on to build real, sustainable businesses. Grateful for This Cohort Thank you to every founder who showed up ready to build, to our EIR team for leading the way, and to the broader Boost Pad and Do Greater Foundation community that makes a night like this possible. Cohort 13 has only just begun and we can't wait to watch these 17 founders discover their why , sharpen their pitch, and walk across that Pitch Night stage in January.
The Boost Pad and UNC Charlotte launch the Student Innovation Program, with group photo and blue branding.
By Mark Babaran • September 24, 2026
Partnerships Create Possibilities: The Boost Pad & UNC Charlotte Launch the Student Intern Program
By Mark Babaran • September 24, 2026
Good support starts with good listening. That's the idea behind our latest Strategic Partner Network collaboration on Thursday, September 17, 2026 , The Boost Pad partnered with Apparo to host a virtual listening session focused on one question: is technology helping small businesses run, or making it harder? A Session Built Around Real Voices For more than 20 years, Apparo has helped organizations use technology more effectively through practical, accessible guidance and support. Now, they're exploring whether that same kind of support could benefit small, owner-run businesses and rather than guessing at the answer, they wanted to hear it directly from business owners themselves. That's exactly what this session was for. Small business owners joined us virtually to talk openly about the technology they deal with day to day from CRM and customer management to accounting systems, marketing tools, Google Workspace and Microsoft 365, cybersecurity and data protection, and AI and automation. No pitch, no sales agenda just a genuine conversation about what's working, what's not, and where the real friction points are. What We Heard The conversation did exactly what it was meant to do. As Apparo's Director of Technology Engagements, Jennifer Ray, put it afterward: the discussion helped confirm assumptions about the value Apparo might bring to the small business community. In other words the challenges business owners described lined up with what Apparo suspected, and now there's real, firsthand insight to help shape what comes next. Didn't Make It? You Can Still Weigh In For anyone who registered but couldn't attend live, Apparo shared a recording of the session along with a short follow-up questionnaire so more voices can still be part of shaping this work: 🎥 Watch the Session Recording → Grateful for the Partnership A big thank you to Jennifer Ray and the Apparo team for bringing this idea to us and trusting our community enough to ask hard questions and actually listen to the answers. And thank you to everyone who showed up, shared honestly, and helped shape what smarter technology support could look like for small businesses across Charlotte. Join the Strategic Partner Network This session is one small example of what's possible when organizations like Apparo choose to invest their expertise in Charlotte's entrepreneurs. The Boost Pad's Strategic Partner Network brings together Alumni Partners , Professional Partners , and Community Partners each contributing knowledge, mentorship, networking, or industry guidance, for a commitment of just five hours per cohort cycle. If your organization has expertise to offer technology, finance, marketing, legal, or otherwise we'd love to talk about what a partnership could look like. Become a Strategic Partner → Practical technology. Real business challenges. Your voice.
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