The Business Game

Nonprofit Founder: THIS Is How You Scale For Good

The Business Game Season 3 Episode 5

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Robby Cobbs, founder of Tech My School, joins The Business Game to break down the founder mechanics behind scaling a nonprofit. 

After moving to Puerto Rico, Robby discovered schools operating without libraries, computers, or modern systems. What started as helping one school quickly turned into helping dozens. 

But scaling a nonprofit creates a unique challenge for founders. Demand grows faster than funding, every new school adds cost, and relying entirely on donations can create long term instability. 

In this episode we discuss: 

• The moment Robby realized the system was broken 
• How Tech My School scaled from one school to dozens 
• The fundraising realities of running a nonprofit 
• Why donations alone cannot sustain growth 
• Building service based revenue alongside the mission 
• Leadership lessons from running a lean mission driven team 
• The systems required to modernize education 

If you're building a nonprofit, social enterprise, or mission driven organization, this episode breaks down what it actually takes to scale impact sustainably. 


Contact Robby
LinkedIn - linkedin.com/robertcobbs
Website - techmyschool.org


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