{"podcast":{"title":"Do Small Business Like a Big Boss Podcast","slug":"do-small-business-like-a-big-boss-podcast-7627760","podcast_index_feed_id":7627760,"rss_url":"https://api.riverside.fm/hosting/OoLlOizM.rss","website_url":"https://sedgwickandrews.com/","image_url":"https://hosting-media.riverside.com/media/podcasts/07cacb42-7c0f-44d4-884d-8be23043124e/logos/e9430cc7-f608-4e67-906f-49a9804b50f7.png","author":"Aisha Massengill","episode_count":17,"summary":"Ready to take your small business from basement startup to Big Boss success? Welcome to Do Small Business Like a Big Boss! where we prove that with the right strategy, any up and coming business owner can compete with the big guys. Hosted by Aisha Jorge Massengill, founder of Sedgwick Andrews Legal & Consulting, a seasoned employment attorney who's advised large publicly traded companies for over two decades, this podcast is your courtside seat to business transformation. Just like that fearless 13-year-old girl shouting \"\"I got next!\"\" on Bronx basketball courts, successful entrepreneurs don't just wait their turn—they prepare for it. They study the game, assess the competition, and build the skills they need to win when opportunity calls. What You'll Discover: Real Success Stories: In-depth interviews with business owners who've successfully scaled from side hustles to legitimate enterprises Strategic Frameworks: Proven systems and structures that help small businesses compete like industry giants Legal & HR Insights: Employment law guidance that protects your growing team while fostering company culture Risk Management for Entrepreneurs: Smart ways to minimize liability while m…","last_synced_at":null,"page_url":"https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760"},"episode":{"title":"The Bootstrapped EdTech Playbook: Offshore Teams, DIY PR, and 20K Users","slug":"the-bootstrapped-edtech-playbook-offshore-teams-diy-pr-and-20k-users","published_at":"2026-05-20T12:30:00+00:00","page_url":"https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760/the-bootstrapped-edtech-playbook-offshore-teams-diy-pr-and-20k-users","show_page_url":"https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760","url":"https://api.riverside.com/hosting-analytics/media/612b5a09b27fd8a7ee0aed274178cf3505604e1600d22c671ada6e7af38b20ed/eyJlcGlzb2RlSWQiOiJkZmQyYjVkMy0wMGUwLTQwNTctYjI3Yi02YWMwMTRjNDBmNTEiLCJwb2RjYXN0SWQiOiIwN2NhY2I0Mi03YzBmLTQ0ZDQtODg0ZC04YmUyMzA0MzEyNGUiLCJhY2NvdW50SWQiOiI2ODdhZjZjNWY1MjhmYzVlMDY2ZTc2ZmQiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwY2IwMTdiOTZmN2YyMjIyZTI3ZDIzL2Fpc2hhLW1hc3NlbmdpbGxzLXN0dWRpby1jb21wb3Nlci0yMDI2LTUtMTlfXzIwLTQ2LTQ3Lm1wMyJ9.mp3","audio_url":"https://api.riverside.com/hosting-analytics/media/612b5a09b27fd8a7ee0aed274178cf3505604e1600d22c671ada6e7af38b20ed/eyJlcGlzb2RlSWQiOiJkZmQyYjVkMy0wMGUwLTQwNTctYjI3Yi02YWMwMTRjNDBmNTEiLCJwb2RjYXN0SWQiOiIwN2NhY2I0Mi03YzBmLTQ0ZDQtODg0ZC04YmUyMzA0MzEyNGUiLCJhY2NvdW50SWQiOiI2ODdhZjZjNWY1MjhmYzVlMDY2ZTc2ZmQiLCJwYXRoIjoibWVkaWEvY2xpcHMvNmEwY2IwMTdiOTZmN2YyMjIyZTI3ZDIzL2Fpc2hhLW1hc3NlbmdpbGxzLXN0dWRpby1jb21wb3Nlci0yMDI2LTUtMTlfXzIwLTQ2LTQ3Lm1wMyJ9.mp3","summary":"In this episode of Do Small Business Like a Big Boss , host Aisha Jorge Massengill sits down with Regnault Drake Sanders, founder of School Economy Inc., to talk about building an EdTech company from scratch with no outside funding. Starting with just $2,000 in Amazon gift cards, Regnault built a platform that rewards K-12 students for academic engagement and now serves over 20,000 active students across New York, Atlanta, and Dallas. This conversation dives into validation, partnerships, grassroots growth, AI automation, and what it really takes to build a mission-driven business that also generates sustainable revenue. 🎧 What You’ll Learn in This Episode: How to validate a business idea before investors or partners Why non-technical founders need a technical ally How AI tools like Zapier and N8N streamline operations How major partnerships and relationships drive growth Building mission-driven revenue with repeatable sponsorships ⏱️ Episode Timestamps: 00:02 – Intro & guest welcome 01:25 – Origin of School Economy 03:20 – Mission behind the business 06:52 – How the platform works 09:25 – Referral & growth system 11:25 – Sponsorship ROI model 12:05 – Starting with $2,000 12:58 – Scaling to 20,000 users 16:16 – Building partnerships 17:40 – First 50 users via outreach 20:03 – Tech companies as people businesses 21:04 – Managing offshore dev teams 24:25 – Bootstrapping without VC 26:10 – Scaling with AI automation 27:47 – DIY PR & media coverage 32:08 – “Do Small Business Like a Big Boss” 33:04 – Where to connect 👤 About the Guest : Regnault Drake Sanders is a serial entrepreneur and EdTech founder based in Atlanta, Georgia. He is the founder of School Economy Inc., a platform that rewards K-12 students for academic achievement with redeemable prizes and inc…","meta_description":"In this episode of Do Small Business Like a Big Boss , host Aisha Jorge Massengill sits down with Regnault Drake Sanders, founder of School Economy Inc.,…","key_points":[],"chapters":[],"topics":[],"duration_seconds":1795,"processing_state":"not_requested","actions":[{"name":"request_transcript","method":"POST","url":"https://stenobird.com/v1/public/podcasts/do-small-business-like-a-big-boss-podcast-7627760/episodes/the-bootstrapped-edtech-playbook-offshore-teams-diy-pr-and-20k-users/transcription-requests","description":"Idempotently request low-priority transcript generation for this episode."},{"name":"read_markdown","method":"GET","url":"https://stenobird.com/podcast/do-small-business-like-a-big-boss-podcast-7627760/the-bootstrapped-edtech-playbook-offshore-teams-diy-pr-and-20k-users.md","description":"Read the agent-friendly Markdown representation of this episode resource."}]}}