An arrangement of vintage and modern television sets displaying cityscapes, with overlaid text about top 20 business roles in movies and sales inspiration from The Uplift Partnership.

🍿 It’s movie time!

Here’s is our countdown of the top 20 all-time business roles in movies...

A woman in a black blazer sitting in an office environment, holding a coffee cup, with a quote that reads '10,000 copies first run.'”

#20 – Margaret Tate, The Proposal (2009)

Margaret (Sandra Bullock) exemplifies high-calibre business acumen, effortlessly navigating the complexities of corporate strategy, and cross-border negotiations. Her razor-sharp decision-making, and capacity to forge mutually beneficial partnerships highlight her skill in sales, and business development.

By consistently translating high-stakes challenges into opportunities for growth, Margaret demonstrates that strategic vision, and decisive leadership are essential for driving success, and fostering long-term business relationships.

The Proposal (2009) - IMDb

A man in a suit is on a phone call in a busy office, surrounded by colleagues, with a quote overlay: 'You know how hard I worked to get where I am?'

#19 – Chris Varick, Boiler Room (2000)

Chris Varick (Vin Diesel) has a raw, powerful energy that perfectly captures the high-stakes, fast-talking world of sales. His rapid-fire pitching, and relentless drive turn every conversation into a thrilling race against the clock. He beautifully showcases the art of persuasion in a style that’s as educational as it is entertaining.

Varick’s no-holds-barred approach demonstrates that in the heat of the sales battle, a combination of hustle, boldness, and quick thinking can make all the difference. We are reminded that success in sales is about seizing every moment, and always being ready to close the deal — even if it means taking a few wild risks along the way.

Boiler Room (2000) - IMDb

A woman with brown hair tied back, wearing a white blazer and a white top, sitting in an indoor setting with a desk lamp and bookshelf in the background. She appears engaged in a conversation. Text overlay says '#18' in the top right corner, and a quote at the bottom reads, 'I'll call you when I have something for you to do.'

#18 – Jules Ostin, The Intern (2015)

Anne Hathaway plays Jules — the founder of a thriving e-commerce company, juggling leadership, innovation, and self-doubt with grace. Her journey from micromanager to empowered leader is both inspiring and relatable, showcasing the importance of delegation, and customer focus.

The Intern is a heartwarming comedy about finding balance, and Jules is its emotional core. Her ability to trust her team, and prioritise customer needs teaches us that empowering others is the secret to long-term success — and that it’s okay to ask for help, even from a 70-year-old intern.

The Intern (2015) - IMDb

A middle-aged man with short hair, wearing a white shirt and orange tie, is on the phone at a vending machine in an indoor area. There are green columns and a window in the background.

#17 – Ray Kroc, The Founder (2016)

Ray Kroc (Michael Keaton) is the ultimate embodiment of persistence and innovation, turning a humble burger stand into a fast-food empire with a mix of unyielding ambition, and a dash of showmanship. His character is a whirlwind of energy, proving that the key to business development is a relentless drive to transform any opportunity into a golden chance.

Kroc’s humorous determination to convince the world that fast food could be an art form is both entertaining, and inspiring. For salespeople, his journey teaches that success comes from a combination of visionary thinking, and sheer persistence.

The Founder (2016) - IMDb

A woman with blonde hair styled in an updo, sitting in a bright room with large windows, raising her eyebrows and slightly smiling, with a black box in the upper right corner labeled #16, and a quote in blue text that reads, 'They made billions, and billions on their 2% fee they got for selling each of these bonds.'

#16 – Margot Robbie, The Big Short (2015)

Playing herself, Robbie delivers a quirky, unexpected cameo, breaking down complex financial concepts like mortgage-backed securities with wit and clarity. Her ability to simplify jargon and make it engaging is a masterclass in communication.

The Big Short is a wild ride through the 2008 financial crisis, and Margot’s scene is a standout moment. Her knack for clear communication teaches us that making complex ideas relatable is essential for winning trust and closing deals — especially when your audience is as confused as a hedge fund manager in a recession.

The Big Short (2015) - IMDb

A man in a suit holding a briefcase stands with a boy who is holding a device emitting a bright light. The city skyline and a bridge are in the background, with a quote at the bottom that reads, "You got a dream, you gotta protect it." The number 15 is in the top right corner in a black box with white text.

#15 – Chris Gardner, The Pursuit of Happyness (2006)

Gardner’s journey is a masterclass in turning adversity into opportunity, all delivered with a smile and a relentless spirit. His grit in the face of hardship shows that every “no” is just another step closer to a “yes” – and his tenacity in selling his ideas is as inspiring as it is heartwarming.

Gardner teaches salespeople that resilience and optimism are the ultimate sales tools. His humorous perseverance, even when life throws him curveballs, reminds us that in sales, as in life, sometimes you’ve just got to keep pushing forward – because every pitch is a chance for a breakthrough, no matter how many times you’re knocked down.

The Pursuit of Happyness (2006) - IMDb

#14 – Tess McGill, Working Girl (1988)

Tess McGill (Melanie Griffith) is the embodiment of scrappy ambition, and smart hustle, seizing a window of opportunity to turn sharp insight into a boardroom-ready deal. Equal parts prep, grit, and charm, her character is a whirlwind of initiative, proving that the key to business development is spotting unmet needs, packaging them into a crisp story, and asking for the meeting.

Tess’s witty, quietly rebellious climb - from ignored assistant to idea-seller - is both entertaining and inspiring. For salespeople, her journey teaches that success comes from selling the vision, doing the homework, building allies, and persisting until the door opens.

Working Girl (1988) - IMDb


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