Dixie Bagley’s entrepreneurial journey is a testament to the transformative power of resilience and determination. Starting with negative $1,500 in her bank account as a single mom of two, Bagley defied the odds to build a business empire that includes a wedding planning service, a dessert shop, and the Southern Wedding Collective, an online directory for wedding vendors in the South. In this Side Hustle Q&A, Bagley shares insights into her remarkable journey, from the humble beginnings of her side hustle to becoming a successful business owner.
Starting the Side Hustle
Day Job to Dream Job
Bagley’s journey began while she was working as a personal trainer. In 2008, she and her husband purchased a unique European-style barn with the intention of transforming it into their home. However, fate had other plans when Bagley hosted a wedding as a favor to an acquaintance during the barn’s remodeling. The positive feedback from this event planted the seed for her future endeavors in the wedding and event planning industry.

Taking the First Steps
Bagley’s entrepreneurial spirit led her to take bold steps to kickstart her side hustle. Despite initial setbacks, including a failed wedding show, Bagley turned to social media, leveraging platforms like Facebook to showcase the venue and attract clients. Through perseverance and innovative marketing strategies, she successfully booked her first weddings and laid the foundation for her burgeoning business.
Navigating the Road to Success
Public Opinion
One of the biggest challenges Bagley faced was learning to navigate the public’s opinions and expectations regarding the barn’s transformation into a wedding venue. Balancing the preservation of local history with her vision for the space required tact and resilience in the face of conflicting viewpoints.
Achieving Work-Life Balance
Maintaining a healthy work-life balance proved to be another hurdle for Bagley. In the early years of building her business, she found herself consumed by work, neglecting her personal time. Overcoming this challenge required introspection and a conscious effort to set boundaries and prioritize self-care.

From Side Hustle to Business Empire
Consistent Growth
Despite the initial challenges, Bagley’s side hustle began to see consistent monthly revenue within six months. By offering limited packages at a minimal investment, she managed to book approximately $100,000 in the first year alone, laying the foundation for future success.
Expanding Opportunities
As her first business gained traction and respect within the industry, Bagley seized opportunities to expand her entrepreneurial endeavors. Through careful consideration and alignment with her existing business model, she diversified her portfolio, eventually owning multiple successful companies in the wedding and event planning sector.

Advice for Aspiring Entrepreneurs
Patience and Perseverance
Bagley’s journey is a testament to the importance of patience and perseverance in the entrepreneurial world. She advises aspiring entrepreneurs to have patience with themselves and their clients, recognizing that success is a continuous learning process filled with challenges and opportunities for growth.
Honesty and Integrity
Above all, Bagley emphasizes the importance of honesty and integrity in business dealings. Being transparent about one’s capacity and abilities, while maintaining a commitment to delivering quality service, lays the foundation for long-term success and client satisfaction.
Dixie Bagley’s journey from single mom to business mogul serves as an inspiration to aspiring entrepreneurs everywhere. Through grit, determination, and a commitment to excellence, she has transformed adversity into opportunity, proving that with perseverance, anything is possible in the world of entrepreneurship.
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