Jordan Brown

The First Dollar Podcast

Business EN ↓ 5 episodes

Every business has a first dollar. This channel is dedicated to the real stories behind how small businesses actually get started. Not the highlight reel, but the early days. The risks, the mistakes, the first customers, and the moments that almost made them quit. We sit down with everyday entrepreneurs from local shops to growing brands and break down how they went from nothing to something. If you’ve ever thought about starting something of your own, this is where it begins.

Author

Jordan Brown

Episodes

Building a Linkedin Content Agency in the Age of AI | Christian Di Bratto 02.06.2026 32:35

In this episode, I sit down with entrepreneur and content marketing expert Christian Di Bratto to discuss what it really takes to build and scale a successful Linkedin content Agency in today's digital world. Christian shares his journey from university student to founder, revealing how he built a thriving content agency from the ground up. Along the way, he breaks down the strategies that helped...

Why He Left Clio to Build a Legal Startup 23.04.2026 37:50

Daniel Steinberg shares his entrepreneurial journey from working at Clio to founding lawbrokr. This episode includes insights on fundraising, building a team, pivoting business models, and effective marketing strategies in the legal tech space. 00:00 Introduction and Purpose of the Podcast 00:02 Daniel's Journey to Law Broker 04:38 The Initial Steps of Starting Law Broker 07:11 Finding a Co-Founde...

From a basement startup to a multi-million dollar agency 15.04.2026 42:41

In this episode, Daniel Di Loreto shares his entrepreneurial journey from sales to building a multi-million digital marketing agency, Ubiweb. Discover practical insights on starting lean, building a resilient team, and adapting to AI advancements in marketing. 00:00 The Birth of Ubi Web: A Journey Begins 09:11 Taking the Leap: Entrepreneurship and Risk Management 21:22 Scaling Up: From Cold Calls...

From Full Time Lawyer to Legal Tech Startup 11.04.2026 24:46

In this episode, Matt Canzer shares his journey from traditional lawyer to founder of Butterfly Legal, highlighting the importance of creative freedom, strategic partnerships, and authentic content in building a legal tech startup. 00:00 Introduction to the Journey 00:16 Early Days and Transition to Entrepreneurship 04:24 Building Butterfly Legal: The First Steps 07:56 First Customer Experience an...

How to Start a Tree Removal Business from Nothing 09.04.2026 21:55

In this episode, Myles Clark shares his entrepreneurial journey from starting with a simple tree removal service to building a thriving business. He talks about the importance of starting small, reinvesting profits, and leveraging online reviews and local marketing to grow. 00:00 The Journey Begins: From Industrial Climber to Entrepreneur 02:23 Building the Business: First Steps and Early Challeng...