Leveraging AI to craft a pitch
To work on a pitch with AI, you’ll need to enter questions or commands known as prompts. Examples include, “Write a one-paragraph pitch for my company’s product based on this document” or, “Here’s a description of what my company does. How would you word this as a pitch to investors?”
Then, chat with the AI to refine the pitch.
George Burgess, founder and CEO of Modern Day Talent, says that AI has been especially useful in writing pitches. That’s because George is a solo founder. “I often treat AI almost as a second person, and I can then brainstorm with it. I can go back and forth and think about different ideas and try different things really quickly,” he says.
Burgess has gotten the best results when he asks the AI for multiple options, then tells it which ones he likes or dislikes and why. “I'll say, ‘Come up with ten ways I could describe this in a succinct manner.’ It'll give me ten, and I might say, ‘Okay, try ten that are more creative.’ Or, ‘I like this angle,’” he says.
Burgess sometimes rewrites a pitch himself, then asks the AI to improve on his wording. For example, an AI-generated pitch to customers included the phrasing:
"We connect you with South Africa's top 0.1% of talent, rigorously selected to build remote teams for Europe's fastest-growing companies. Enjoy the benefits of superior skills, English fluency, and alignment with European time zones."
Burgess rewrote that in a more conversational style:
“We build remote teams in South Africa for Europe’s fastest-growing companies, saving them 30-40% on payroll. We hire just 0.1% of applicants, ensuring you get the very best. Why South Africa? It’s English-speaking, and in a European time zone.”
He then asked the AI to polish it and got this output, which emphasizes how the customer benefits:
“We assemble elite remote teams in South Africa for Europe's fastest-growing companies, offering a 30-40% payroll saving. By hiring only the top 0.1% of applicants, we guarantee exceptional talent for your business. Why South Africa? With its English-speaking workforce and convenient European time zone, it's an ideal choice.”
Oliver King-Smith, CEO of smartR.AI, recommends feeding the AI lots of documentation on your company so it can help you distill that material into a pitch. “More information is good, and you don't need to worry about being too wordy,” he says.
Try out a few AI tools to see which ones you prefer. Available platforms include:
ChatGPT. OpenAI’s chatbot took the world by storm in late 2022, and regular updates have expanded its capabilities with different formats like audio and images.
Gemini. Google’s AI model works with a variety of inputs (including images or handwriting) and is designed to be able to explain its reasoning.
Claude. This AI assistant from Anthropic touts its ease of chat and safeguards against harmful content.
Perplexity. This search engine draws from current information online to answer research queries and presents the results in prose format, with citations.
Personalizing the pitch
To be effective, a pitch should be tailored to the person you’re talking to. While it’s hard for one founder or a small team to make time for extensive preparation before each pitch, an AI can speed up the process.
Yuri Cataldo, co-founder and general partner at Athenian Capital, suggests asking AI to analyze an investor’s past moves. “You can have it do some research on the individuals and say, ‘I'm pitching to this person.’ Let's just say it's Reid Hoffman. ‘What types of startups does he have a tendency of investing in? And so what words should I bring up?’” he says.
King-Smith gives an AI model information about prospective clients, then asks it to incorporate the details into a LinkedIn outreach message. “We want to get it relatively short, but super specific to what their needs are,” he says. When prospects see a personalized pitch instead of a generic greeting, they’re more likely to agree to a call and continue the conversation.
Bob Bilbruck, CEO of Captjur, says AI can help startups escape the “operational time suck” of customizing pitches. Presenting an individualized pitch is especially crucial when approaching investors, because they all evaluate startups from different angles. “It has to speak to the levels of investments that they may be making,” he says. “If a VC is a pre-seed to early-stage investor company, then the elevator pitch has to speak to that. If it's a family office, it might be a totally different pitch because a family office is usually involved in investing in longer-term type investments.”