45. Lessons from a Millennial CEO with Octavia Gilmore

Leadership — SECRETS OF THE CORPORATE GAME — EPISODE 45

Generational stereotypes and labels, have always existed. Yet, Millennials have shaken off their entitled reputation and set off to conquer the business world by tackling challenges that had previously been unheard of. Dive into the entrepreneurial journey of a lifetime with Kendall Berg and our special guest, Octavia Gilmore, known as “the Millennial CEO.”

In this episode, Octavia shares her inspiring transition from the corporate world to entrepreneurship, revealing the secrets behind her success. Discover how authenticity, self-development, and strategic marketing can transform your business. Learn from her experiences with challenging clients and bad hires, and get actionable advice on resilience, continuous learning, and self-belief. 

The Crucial Lessons Every CEO Must Learn About Hiring

Kendall Berg chats with Octavia Gilmore, the Millennial CEO, about the hard-hitting realities of making bad hires. Octavia recounts her experience in 2021 when her business hit a million in revenue and quadrupled in size, necessitating a rapid hiring spree that led to significant challenges. She emphasizes that making a bad hire is one of the tough lessons every CEO must learn, as it can cost time, money, and energy, and potentially tarnish the brand’s reputation. Octavia shares her journey of rebuilding her team and redefining her company’s culture, highlighting the importance of being intentional about who you bring on board and the clients you work with. She also touches on the costly mistake of ignoring red flags during the sales process, ultimately leading to a miserable work environment.

The Self-Development Journey Every Entrepreneur Must Undertake

Continuing our deep dive with Octavia Gilmore, the Millennial CEO, this episode focuses on the vital self-development journey every entrepreneur must undertake. Octavia shares how crucial it is for entrepreneurs to continuously learn and adapt. From mastering SEO to becoming a skilled marketer, Octavia highlights the importance of personal growth in driving business success. She discusses how she honed her leadership skills, learned the financial intricacies of her business, and understood the vital role of operations. Octavia emphasizes that no one starts with all the answers, but taking “messy action” and learning from mistakes is key to progress.

Key Takeaways

🎨 Entrepreneurial Journey and Corporate Mismatch

• Octavia Gilmore, “the Millennial CEO,” shares her personal story of transitioning from the corporate world to entrepreneurship.
• The importance of recognizing when the corporate environment isn’t the right fit and taking the leap towards pursuing one’s passion.

💼 Building a Successful Business

• Key strategies for building a successful business, including marketing, leadership, and hiring.
• Insights into how authenticity and self-development play crucial roles in business growth.
• Octavia’s experiences with difficult clients and bad hires, and how she overcame these challenges.

🚀 Entrepreneurial Lessons and Advice

• Valuable lessons on resilience, continuous learning, and the significance of believing in oneself.
• Practical advice for aspiring entrepreneurs on starting their journey, focusing on self-improvement, and taking small steps forward.
• Actionable items to help listeners take immediate steps towards their entrepreneurial goals.

Watch on YouTube

About Octavia Gilmore

As Octavia Warren Gilmore, also known as The Millennial CEO, I am the Founder and Chief Creative Officer of Creative Juice. My journey in graphic design began at the age of 14, leading me to earn a BFA in graphic design from the Savannah College of Art and Design. Launching Creative Juice at the age of 23, I transformed it from a one-woman venture into an award-winning multicultural marketing agency in Atlanta. Beyond my role as a creative entrepreneur, I am a Power 30 Under 30 award recipient, showcasing my commitment to excellence. When not immersed in leading Creative Juice, I indulge in global travel, explore local restaurants, listen to e-books, and cherish moments with friends and family.

Website: itscreativejuice.com

Instagram: https://www.instagram.com/themillennial_ceo/

That Career Coach

Want to know more about Kendal Berg, that career coach?

Follow her on Instagram: @thatcareercoach_

Check out her courses on the website: https://thatcareercoach.net/

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