5 Movies and Shows Every Aspiring Entrepreneur Should Watch Part 2

Aspiring entrepreneurs often seek inspiration in many places, and entertainment can be a powerful source of motivation. Movies and shows that focus on ambition, innovation, and perseverance offer valuable lessons for navigating the entrepreneurial journey. Here are five must-watch titles—and a bonus pick—that capture the spirit of entrepreneurship.

1. Sweet Magnolias

This heartwarming series on Netflix follows three best friends who support one another as they balance family, relationships, and their shared business venture, The Corner Spa. The show highlights the importance of community, teamwork, and perseverance, offering valuable lessons in collaboration and turning passion into purpose. For entrepreneurs dreaming of starting something with friends, Sweet Magnolias is both inspiring and relatable.

2. Joy (2015)

Starring Jennifer Lawrence, Joy is based on the real-life story of Joy Mangano, the inventor of the Miracle Mop. The film showcases Joy’s journey from struggling single mother to successful businesswoman. It’s a testament to resilience and determination in the face of countless obstacles, including naysayers, financial challenges, and unexpected betrayals. Aspiring entrepreneurs will resonate with the relentless drive and problem-solving skills Joy exhibits to achieve her goals.

3. Self Made: Inspired by the Life of Madam C.J. Walker

This Netflix limited series chronicles the life of Madam C.J. Walker, the first self-made female millionaire in America. Played by Octavia Spencer, Madam Walker’s story is an inspiring tale of overcoming adversity, breaking barriers, and using innovation to create opportunity. Entrepreneurs will be captivated by her ability to grow her haircare empire despite societal and personal challenges.

4. The First Monday in May

A documentary about the Met Gala, The First Monday in May provides an inside look into the world of high fashion, branding, and event planning. Highlighting Anna Wintour’s leadership, the film shows the power of vision, attention to detail, and collaboration in creating iconic moments. Entrepreneurs in creative fields will especially appreciate the insights into branding and execution.

5. Insecure

Issa Rae’s Emmy-winning series blends humor and heart as it follows Issa Dee navigating her personal and professional life. As Issa works to build a nonprofit that supports underserved communities, the show portrays the highs and lows of starting from scratch, maintaining authenticity, and taking bold risks.

*Bonus: Riches (Amazon Prime)

This gripping drama follows a British-Nigerian family managing their cosmetics empire after a sudden loss. Riches explores family dynamics, business competition, and what it takes to protect a legacy while scaling success. Entrepreneurs will enjoy the mix of ambition and strategy showcased throughout.

Whether you're seeking motivation, strategy tips, or a glimpse into the realities of running a business, these films and shows offer something for every aspiring entrepreneur. Pop some popcorn, take notes, and get inspired to chase your dreams!