Does AI perpetuate the boy’s club in startups?

If AI learns from human behaviour, does it also adopt human bias, or does it simply repackage it in a more polished form?

Featured faculty: Li Hongfei
Written by Pan Jingyi

Childhood friends Queenie Fan and Day Lau started their handbag brand, Cafuné, a decade ago in Hong Kong. The label has grown its retail footprint across Asia, yet success did not shield Fan from the kind of scepticism many women founders know well.

“When you start your own business at a young age, people are not always willing to take you seriously, especially in the leather industry, which is typically more traditional and male-driven,” Fan said in an interview.

Her story is far from unique. Katherina‑Olivia Lacey, a co-founder of a Singapore‑based tech startup Quincus, had investors question her role during a seed funding round. A 2025 report by the Organisation for Economic Co-operation and Development also found women are 25 per cent less likely than men to receive bank loans to fund their businesses.

“Different ways of asking questions change the way AI defines successful entrepreneurs.”

Professor Li Hongfei

The myth of the hard-charging leaders who win through aggression and swagger, typical masculine traits, is still alive and prevalent in modern culture. An artificial intelligence (AI) model trained on a myriad of stories and human writing to converse and answer questions, called a large language model, may learn and accept that skewed worldview.

However, Li Hongfei, Assistant Professor in the Department of Decisions, Operations and Technology at the Chinese University of Hong Kong (CUHK) Business School, discovers that AI can be wiser than humans.

“Our study found that large language models generally exhibited a balanced gender perception of entrepreneurship, with a slight preference for feminine traits. However, algorithms may show a notable bias towards masculinity in specific scenarios, or when you use a different approach to ask the questions.”

AI advocates gender equity

In a study titled Detecting gender stereotype biases against women entrepreneurs in large language models, Professor Li, along with Cao Xian of Illinois State University, Xu Qingyu of the City University of Hong Kong, and Zhu Ruoqing of the University of Illinois Urbana-Champaign, asked ChatGPT, a major language learning model, to describe characters of successful entrepreneurs from selected words: dominance, forcefulness, aggressiveness, assertiveness, warmth, sensitiveness, emotiveness, and expressiveness.

The results are encouraging. Rather than choosing purely masculine traits, such as dominance and aggressiveness, the model consistently selects three words for both successful men and women entrepreneurs, namely assertive, expressive, and warm. While assertiveness is traditionally seen as masculine, the other two are closer to feminine traits.

“This contrasts with historical and popular literature that overwhelmingly portrays successful entrepreneurs with stereotypically masculine traits,” Professor Li says. “This pattern might reflect programmed efforts by ChatGPT to minimise unethical gender bias in descriptions of successful entrepreneurs.”

AI companies have used several methods to prevent their systems from repeating sexist ideas, such as filtering out biased content and adding more examples of women in leadership roles. OpenAI, for instance, runs fairness tests to see how ChatGPT responds to a question when the user’s gender or name changes, ensuring its neutrality.

Women entrepreneurs win sometimes

In another experiment, Professor Li and the team fed ChatGPT with texts highlighting masculine traits, feminine traits, a mix of both, and neutral traits to subtly put the model in different mindsets. They then asked it to evaluate a business proposal from a gender-neutral founder to see whether exposure to certain traits would change how AI judges the proposal.

As in earlier results, AI shows little evidence of gender stereotyping. More specifically, ChatGPT does not undervalue feminine traits in general business evaluations and explicitly points out that the entrepreneur’s gender doesn’t affect the outcomes.

To make the test more realistic, the team asked AI to evaluate actual entrepreneurial ideas from Reddit, and it still doesn’t exhibit gender biases. In fact, the algorithms even give higher marks to ideas written in a warmer, more collaborative and people‑focused style, as in a more feminine tone.

When bias finally appears

The picture shifts when ChatGPT was asked to behave less like a conversation partner and more like a venture capitalist analysing investment opportunities.

In the last experiments, ChatGPT was assigned to weigh different personality traits and detailed business ideas, then determine an investment outcome. This test is closer to how AI is used in real life for screening applications, scoring founders, and ranking business opportunities using financial calculations.

Here, the result changes. ChatGPT favours more assertive, risk-embracing, and affirmative pitches that reflect masculine character. In other words, once the AI is pushed to think more technically, masculine traits carry more weight.

“Different ways of asking questions change the way AI defines successful entrepreneurs,” Professor Li says. “When being asked to behave like a data analyst or investor to calculate an investment score using a formula rather than simply ranking an idea, AI doesn’t ‘realise’ it is dealing with a gender question and treats the task as a mathematical exercise.”

Human involvement is crucial

As AI becomes a bigger part of entrepreneurial life — helping with everything from business plans to funding decisions — understanding its strengths and limitations is key. Large language models take the women’s side when describing success or rating ideas in a straightforward way, but when asked to behave like an investor analysing with formulas, AI quietly tilts towards a stereotypical pattern.

“We still need more research, using different methods, to really understand when large language models copy unfair biases and when they help challenge them,” says Professor Li.

For women founders like Fan, Lacey, and others building their ventures, AI can be a useful sounding board that does not automatically downgrade them for being women or for using a more collaborative and emotional tone. However, the study also reminds us that AI outputs should not be treated as completely impartial.

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“When using AI to screen applications or analyse pitches, adding human oversight is still important to avoid unintentional prejudice,” Professor Li adds. “When you ask AI to help you make a decision, you need to understand what the rationale behind its decision is.”

Ultimately, given that gender bias is historically prejudiced human-generated data on which AI is trained, the discerning judgment of humans remains paramount. This vital insight reinforces the indispensable role of humans in ensuring that technology elevates fairness rather than perpetuates inequities.