business
Hosted by Aisha Massengill · business · EN · 27 episodes
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 enterprisesStrategic Frameworks: Proven systems and structures that help small businesses compete like i
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Contact path
Verified email
Booking probability
31%
Guest openness
Selective
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Signup to Generate a PitchReady 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.
Do Small Business Like a Big Boss Podcast is hosted by Aisha Massengill. The show has published 27 episodes to date.
Recent episodes include "PR for Small Business: Why Hyperlocal Beats Forbes" (14 October 2026, 47 minutes), "The $300K Mistake That Taught Him You Can’t Buy Trust" (7 October 2026, 42 minutes), and "The No-Code Playbook for First-Time Founders" (30 September 2026, 49 minutes).
Do Small Business Like a Big Boss Podcast publishes roughly weekly, with episodes averaging 40 minutes across 27 episodes.
Booking probability for Do Small Business Like a Big Boss Podcast is 31%, and the host is rated Selective on guests. Do Small Business Like a Big Boss Podcast requires a Pod Score of 80 or higher. Do Small Business Like a Big Boss Podcast's contact route on record: verified email.
The strongest fits for Do Small Business Like a Big Boss Podcast are Business & Management Consulting. Do Small Business Like a Big Boss Podcast has a business audience.
Aisha Massengill hosts Do Small Business Like a Big Boss Podcast, a business show with 27 episodes published.
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
Do Small Business Like a Big Boss Podcast
In 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...
Do Small Business Like a Big Boss Podcast
In 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...
Do Small Business Like a Big Boss Podcast
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 Dan Hafner , founder of Dapper No Code , to...
Do Small Business Like a Big Boss Podcast
Thinking 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...
Do Small Business Like a Big Boss Podcast
In 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...
Do Small Business Like a Big Boss Podcast
In 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...
Do Small Business Like a Big Boss Podcast
In 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...
Do Small Business Like a Big Boss Podcast
In 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...
Do Small Business Like a Big Boss Podcast
<p>In 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...
Do Small Business Like a Big Boss Podcast
<p>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...
Do Small Business Like a Big Boss Podcast
<p> In this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with George Ennis, founder of EAG Advertising, to talk about how small businesses can stop wasting money on marketing that...
Do Small Business Like a Big Boss Podcast
<p>In this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Joy L. King, founder of Lifestyles by Joy and Sweet Life Business Coaching, to talk about building intuitive...
Do Small Business Like a Big Boss Podcast
<p>In this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Jordie Kern, founder of 7 Eagle Group, to explore what it really takes to build and rebuild businesses from the ground...
Do Small Business Like a Big Boss Podcast
<p>In this episode of Do Small Business Like a Big Boss, host Aisha Jorge Massengill sits down with Stephen Spence, Managing Director and Co-Owner of Project MAPIT, to talk about his unconventional journey from a...
Do Small Business Like a Big Boss Podcast
<p>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 Stephen Conti, Founder and CEO of Tocar...
Do Small Business Like a Big Boss Podcast
<p>In this episode of Do Small Business Like a Big Boss, host <b>Aisha Massengill</b>, Founder of <b>Sedgwick Andrews Legal & Consulting, LLC</b>, sits down with <b>Bala Vishwanath</b>, Founder and CEO of <b>Novo...
Do Small Business Like a Big Boss Podcast
<p>In this episode of Do Small Business Like a Big Boss, host <b>Aisha Jorge Massengill</b>, Founder of <b>Sedgwick Andrews Legal & Consulting, LLC</b>, sits down with <b>Tonya Thomas</b>, founder of <b>Team...
Do Small Business Like a Big Boss Podcast
<p>In this episode of Do Small Business Like a Big Boss, host <b>Aisha Massengill</b>, Founder of <b>Sedgwick Andrews Legal & Consulting, LLC</b>, interviews <b>Gregory Weiss</b>, Managing Partner of <b>Action Staffing...
Do Small Business Like a Big Boss Podcast
<p>In this episode of Do Small Business Like a Big Boss, host <b>Aisha Jorge Massengill</b>, Founder of <b>Sedgwick Andrews Legal & Consulting, LLC</b>, sits down with <b>Carter Schoenberg</b>, Chief Cybersecurity...
Do Small Business Like a Big Boss Podcast
<p>In this episode of Do Small Business Like a Big Boss, host <b>Aisha Jorge Massengill</b>, Founder and Principal Attorney at <b>Sedgwick Andrews Legal & Consulting, LLC</b>, sits down with <b>Richard Yep</b>, Vice...
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