Cohort Spotlight: Calvin Robertson of Jubileague – Designing the Future of Learning Through Play

Rachel Rowell • April 30, 2025

From Visionary Dreamer to Impactful Innovator: Calvin Robertson's Journey with Jubileague and The Boost Pad

Cohort spotlight of Calvin Robertson, CEO of Jubileague. Portrait with blue and black graphic design.

At The Boost Pad, we believe that innovation is not just about solving problems—it’s about reshaping possibilities. That spirit is embodied in Cohort 9 alumnus, Calvin Robertson, the visionary founder behind Jubileague, a gaming company that’s redefining how kids learn and create through play.


From Building for Big Brands to Building for the Next Generation

Before launching Jubileague, Calvin spent years crafting digital experiences as a product designer, software developer, and design leader. His work has touched household names like Hallmark, Lowe’s, and Best Buy—but deep down, Calvin knew he was called to build something of his own. Something with purpose. Something that could plant seeds of creativity and confidence in young minds.


That seed became Jubileague—and its flagship platform, Playmaker, is a revolutionary tool designed to teach kids the art and science of game design. It’s hands-on, imaginative, and rooted in the idea that kids learn best when they’re having fun. Calvin calls it the “Montessori of game design,” and it’s already making waves.


Finding Fuel in the Fire: Calvin’s Boost Pad Journey

For Calvin, joining The Boost Pad wasn’t just about getting a leg up—it was about finding a community of builders who believe.

“I joined The Boost Pad because I know that success needs company. What I received was a community,” Calvin says.

Throughout his cohort experience, he found something deeper than business acumen—he found accountability, mentorship, and encouragement. He learned to clarify his message, refine his model, and build a company that could scale while staying true to its mission.

“That guidance has been instrumental in turning my ideas into a winning, executable strategy.”

At The Boost Pad, we watched Calvin take raw creativity and sharpen it into a polished, purposeful business. It’s the kind of transformation that happens when great ideas meet great support.


A Word from Calvin to Fellow Dreamers

To every entrepreneur wondering if it’s worth it, Calvin offers this:

“You don’t have to go through this alone. If you’re building something bold, The Boost Pad is where you’ll find people who genuinely understand your vision and want to see you succeed. We celebrate each other’s wins while pushing each other to be great.”
“The Boost Pad is about building belief. If you believe in your vision, they will believe with you.”

We’re proud to spotlight Calvin Robertson and Jubileague—a company turning curiosity into creativity, and play into powerful learning.


To learn more or support his work, visit jubileague.com


Connect with Calvin on LinkedIn & Instagram


Interested in joining a future Boost Pad cohort and finding your people? Let Calvin’s story be your invitation.


Founder Stories & Startup Wins — The Boost Pad

By Mark Babaran April 28, 2026
What happens when The Boost Pad, a Charlotte-based nonprofit, joins forces with two remarkable interns from different universities across our region? Something powerful begins to take shape. Fresh ideas meet meaningful purpose. Innovation meets impact. And everyone involved grows in the process. That’s exactly what we’ve experienced with Colette Dwyer (Davidson College) and Nevyn Brown (UNC Charlotte) —two emerging leaders whose work is already translating into real-world results. πŸš€ Founder Win: Nevyn Brown | FundU Execution creates opportunities—and Nevyn is a clear example of that in action. Nevyn recently secured 1st place at UNC Charlotte’s 49-Minute Pitch Competition, earning $8,000 in funding for his startup, FundU. FundU is a mobile platform that enables nonprofits to raise money by partnering with local businesses—transforming everyday purchases into a scalable fundraising engine. At the same time, it helps small businesses generate consistent customer demand. What made FundU stand out wasn’t just the idea—it was the clarity behind it: A clearly defined problem across two markets A solution that creates value for both nonprofits and businesses Early traction with pilot partnerships A model designed to scale across campuses and cities Beyond his venture, Nevyn contributes to The Boost Pad through marketing, social media, and technical strategy—bringing a data-driven and execution-focused mindset to everything he builds. With a launch planned for late May, FundU is already moving from concept to real-world impact. 🌱 Founder Win: Colette Dwyer Impact isn’t only built through ventures—it’s also built through research, communication, and the ability to translate ideas into meaningful action. Colette, a student of Biology and Hispanic Studies at Davidson College, recently presented her original research at the Association of Southeastern Biology Research Conference—an experience that sharpened both her scientific thinking and her ability to communicate complex ideas with clarity. Her work focused on prairie restoration practices and their application to sustainability. Through a year of independent research, she established baseline findings that contribute to future environmental studies and sustainable interventions. By tracking emerging trends and presenting them to the Davidson Biology Department and conference judges, Colette demonstrated both analytical depth and clarity in storytelling. Her work was recognized with the Best Poster Presentation Award , a testament to both the quality of her research and her ability to translate technical insights into compelling narratives. At The Boost Pad, Colette has extended these same strengths into storytelling and collaboration—contributing to newsletter and blog creation while helping build an alumni network alongside Nevyn Brown. Her ability to connect research, communication, and community-building reflects the kind of multidimensional leadership we aim to cultivate. πŸ”‘ Where Mindset Becomes Action These moments reflect something deeper than individual wins. They represent the shift we focus on every day at The Boost Pad: From ideas → execution From learning → application From vision → measurable progress This is where entrepreneurs stop asking “What should I build?” …and start proving “Here’s what I’m building—and why it matters.” ⚑ Building What’s Next From expanding partnerships to developing new talent, everything we’re doing is centered on one goal: Creating real pathways for entrepreneurs to build, grow, and succeed. What we’ve seen with Colette and Nevyn is exactly what The Boost Pad is built for. Bringing together talent, opportunity, and real-world execution to create meaningful outcomes—for founders and for the communities they serve. ο»Ώ And if this is only the beginning, we’re excited to see what they build next. The Boost Pad Team Building entrepreneurs. Strengthening communities.
By Mark Babaran March 23, 2026
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By Mark Babaran December 30, 2025
2025 was shaped by people. Join us as we thank our community and look ahead to what’s next at The Boost Pad.
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