Do Small Business Like a Big Boss Podcast
Today: #97 in Business on our combined chart.
Today: #196 in Business, Canada on our combined chart.
Chart positions today · Australia
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Ranking history · Australia
Latest episodes
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Don't Play Small: Brand Voice and Confidence for Founders | Do Small Business like a Big Boss
October 22, 2026 · 36 minLearn how to find a brand voice that sounds like you, and how to ride the ups and downs of business ownership without panic. Becky Freemal spent 25 years as an Emmy Award-winning broadcast journalist before launching Market Exec, a…
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PR for Small Business: Why Hyperlocal Beats Forbes
October 14, 2026 · 47 minIn this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Nicole Blake Baxter, founder of The Blake Agency, to discuss how small businesses can use public relations (PR) to build visibility…
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The $300K Mistake That Taught Him You Can’t Buy Trust
October 7, 2026 · 42 minIn this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Marcus Smith, CEO of Cloud Trailz, a Salesforce support, management, and strategy firm, to talk about the systems and strategies that helped…
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The No-Code Playbook for First-Time Founders
September 30, 2026 · 49 minIn 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 Dan Hafner, founder of Dapper No Code, to talk about building a…
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Why Digital Literacy Is the New Small Business Skill | Do Small Business like a Big Boss
July 29, 2026 · 47 minThinking about turning your side project into a nonprofit or small business? Ian Kimble breaks down exactly what to lock in early — starting with the two moves most founders put off too long. Ian Kimble is the co-founder and executive…
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From Corporate Dropout to 6-Figure CEO: How Shan Thomas Built on Her Own Terms
July 22, 2026 · 43 minIn 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 Shan Thomas, founder of Credible Visibility Media, to discuss how…
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How to Know When to Outsource
July 15, 2026 · 54 minIn this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Brad Stevens, founder and CEO of Outsource Access, to talk about knowing when it's time to outsource and how to build a team that helps your…
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Outsmarting the Big Guys: Building a Challenger Brand Agency from Scratch
July 9, 2026 · 37 minIn this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Justin Bajan, Co-Founder and Creative Director of Familiar Creatures, to talk about leaving a six-figure career to build an award-winning…
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From Engineering to Landscaping COO: Recurring Revenue, Smart Hiring & Systems That Scale
July 1, 2026 · 29 minIn this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Doug Bonnell, Owner and COO of True North Landscaping, to talk about his journey from automotive engineer to leading and scaling a successful…
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Building Six-Figures Organically: Social Media, Government Contracts & Community
June 24, 2026 · 48 minIn this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Myown Holmes, Owner and Senior Strategist of Socially Polished and Founder of The Prism Effect, to talk about building a six-figure business…
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If You Don't Have a Client Plan, You Have a Time Bomb
May 27, 2026 · 34 minIn this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with David Cassel, co-founder and CTO of 4V Services, to talk about the realities of growing a consultancy, scaling a team, and building a business…
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The Bootstrapped EdTech Playbook: Offshore Teams, DIY PR, and 20K Users
May 20, 2026 · 30 minIn 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…

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