# From selling candy on the playground to building and selling multiple seven-figure companies

Page: https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760/from-selling-candy-on-the-playground-to-building-and-selling-multiple-seven-figure-companies
Text version: https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760/from-selling-candy-on-the-playground-to-building-and-selling-multiple-seven-figure-companies.md
Podcast: [Do Small Business Like a Big Boss Podcast](https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760)
Published: 2025-12-26T02:17:53+00:00
Episode link: https://api.riverside.com/hosting-analytics/media/34cd6339f1c2738090c466f0b1eb1a0736d725bbbeafaf0a8f1e56110c081e3d/eyJlcGlzb2RlSWQiOiJkZDMzNzViNS01ZjdmLTQ4NTAtYTlhNy1mZmQ5MmIwMjMwNGIiLCJwb2RjYXN0SWQiOiIwN2NhY2I0Mi03YzBmLTQ0ZDQtODg0ZC04YmUyMzA0MzEyNGUiLCJhY2NvdW50SWQiOiI2ODdhZjZjNWY1MjhmYzVlMDY2ZTc2ZmQiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjk0ZGYwOTQ1Y2FiZGQ5YWY3ZGFjMzIzL2Fpc2hhLW1hc3NlbmdpbGxzLXN0dWRpby1jb21wb3Nlci0yMDI1LTEyLTI2X18zLTE5LTAubXAzIn0=.mp3
Audio file: https://api.riverside.com/hosting-analytics/media/34cd6339f1c2738090c466f0b1eb1a0736d725bbbeafaf0a8f1e56110c081e3d/eyJlcGlzb2RlSWQiOiJkZDMzNzViNS01ZjdmLTQ4NTAtYTlhNy1mZmQ5MmIwMjMwNGIiLCJwb2RjYXN0SWQiOiIwN2NhY2I0Mi03YzBmLTQ0ZDQtODg0ZC04YmUyMzA0MzEyNGUiLCJhY2NvdW50SWQiOiI2ODdhZjZjNWY1MjhmYzVlMDY2ZTc2ZmQiLCJwYXRoIjoibWVkaWEvY2xpcHMvNjk0ZGYwOTQ1Y2FiZGQ5YWY3ZGFjMzIzL2Fpc2hhLW1hc3NlbmdpbGxzLXN0dWRpby1jb21wb3Nlci0yMDI1LTEyLTI2X18zLTE5LTAubXAzIn0=.mp3
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JSON: https://stenobird.com/v1/public/podcasts/do-small-business-like-a-big-boss-podcast-7627760/episodes/from-selling-candy-on-the-playground-to-building-and-selling-multiple-seven-figure-companies
Duration seconds: 2589

## Resource

Episode Title: From Selling Candy on the Playground to Building and Selling Multiple Seven-Figure Companies Podcast: Do Small Business Like a Big Boss 🎧 Episode Description In this episode of Do Small Business Like a Big Boss , host Aisha Jorge Massengill , Founder and Principal Attorney at Sedgwick Andrews Legal & Consulting, LLC , sits down with Cheryl Perez , a seasoned entrepreneur and business coach, to talk about what it truly takes to scale a business from scratch. Cheryl shares her journey from corporate employee to building and selling multiple seven-figure companies, breaking down the mindset shifts, systems, and resilience required to grow sustainably. This conversation covers the real-life lessons behind building a business from the ground up—what worked, what didn’t, and what every aspiring entrepreneur needs to hear. 🎧 What You’ll Learn in This Episode: The difference between working IN your business versus ON your business—and why both are required to scale How to know when it’s time to hire your first team member (even when the numbers feel scary) Why lead generation systems are the most overlooked investment for new entrepreneurs How Cheryl uses a six-step meditation practice to make million-dollar decisions without burnout ⏱️ Episode Timestamps: Guest introduction: Cheryl Perez 06:35 – Knowing when you’re truly “done” with playing small 27:59 – Why capacity limits revenue 38:57 – Stepping into Big Boss energy 👤 About the Guest: Cheryl Perez is a seasoned entrepreneur and business coach who has built and sold multiple seven-figure companies. Through her coaching and educational services, she helps entrepreneurs transition from corporate careers, build scalable systems, and create freedom-driven businesses rooted in clarity, preparation, and resilie…

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