5 Lesser-Known Top YouTubers Sharing Their Business Journey for Small Business Owners

5 Top YouTubers Sharing Their Small Business Journey | Underdog Digital

For small business owners, learning from the experiences of others can be incredibly valuable. While many high-profile entrepreneurs share their success stories, there are numerous lesser-known YouTubers who provide genuine, relatable insights into their business journeys. These creators often focus on the day-to-day challenges and triumphs of running a small business, offering practical advice and inspiration. Here are five lesser-known YouTubers that every small business owner should follow.

5 Top YouTubers Sharing Their Small Business Journey | Underdog Digital

1. Roberto Blake – Create Awesome

Channel: Roberto Blake – Create Awesome

Why Follow: Roberto Blake is a creative entrepreneur and marketing expert who shares his journey of building a successful online business. His channel covers topics like content creation, personal branding, and social media marketing. Roberto’s insights on leveraging different platforms and creating compelling content are invaluable for small business owners looking to stand out online.

Must-Watch Video: How to Grow a YouTube Channel in 2023

5 Top YouTubers Sharing Their Small Business Journey | Underdog Digital

2. The Honest Entrepreneur Show – Tom Ross

Channel: The Honest Entrepreneur Show

Why Follow: Tom Ross, the founder of Design Cuts, shares his honest and unfiltered experiences of running a business. His channel covers a wide range of topics, including marketing, mental health, and productivity. Tom’s candid approach provides valuable lessons for small business owners looking for real, actionable advice.

Must-Watch Video: The Real Struggles of Being an Entrepreneur

5 Top YouTubers Sharing Their Small Business Journey | Underdog Digital

3. Shelby Church – Shelby Church

Channel: Shelby Church

Why Follow: While Shelby Church initially started her channel with lifestyle content, she has since shifted to focus on her journey as an entrepreneur. Shelby provides insights into the business side of being a content creator, including monetization, brand deals, and managing multiple income streams. Her practical tips are beneficial for anyone looking to turn their passion into a profitable business.

Must-Watch Video: How I Make Money on YouTube with a Small Channel

5 Top YouTubers Sharing Their Small Business Journey | Underdog Digital

4. Casually Explained – Business and Marketing – James C.

Channel: Casually Explained – Business and Marketing

Why Follow: James C. combines humor with insightful business advice on his channel, making complex concepts more accessible and entertaining. His content ranges from marketing strategies to personal development tips, all aimed at helping small business owners succeed. The unique presentation style ensures that learning about business is both fun and informative.

Must-Watch Video: Marketing 101: How to Market Your Small Business

5 Top YouTubers Sharing Their Small Business Journey | Underdog Digital

5. Smart Passive Income – Pat Flynn

Channel: Smart Passive Income

Why Follow: Pat Flynn, though not entirely unknown, remains a hidden gem for many small business owners. His channel is dedicated to sharing his journey of building passive income streams through various online businesses. Pat’s transparent and detailed approach provides a roadmap for entrepreneurs looking to create sustainable, passive income sources.

Must-Watch Video: How I Built a Six-Figure Online Business


These lesser-known YouTubers offer valuable insights and practical advice for small business owners. By following their journeys, you can gain inspiration and learn strategies that can be applied to your own business. Whether you’re looking for marketing tips, productivity hacks, or personal development advice, these channels have you covered.

HOW UNDERDOG DIGITAL CAN HELP YOU

At Underdog Digital, we understand the power of storytelling and the impact it can have on your business. Our team specializes in helping Founders, CEOs, and entrepreneurs create and execute their own YouTube channels, establish a strong presence on social media, and develop compelling stories that resonate with their audience. By leveraging the strategies shared by these YouTubers and combining them with our expertise, you can effectively grow your business and build a loyal following.

Happy watching, and here’s to your business success!

5 Top YouTubers Sharing Their Small Business Journey | Underdog Digital

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