
AI Without The Ick: Thoughtful Ways to Use AI in Sales

So I’m a bit of an “Anti Sales AI” kinda dude.
Most applications of AI people tend to use for sales involve using AI to replace their calls, emails, and thoughtfulness with watered down generic AI drivel.
Which is the exact OPPOSITE of what buyers want.
But working with several of my students I have found a pretty reliable way to use it to PROMPT thoughtfulness vs. replacing it.
Here’s how I do that.
Train Your GPT
First off, train your ChatGPT to better understand your solution/value prop/problems you solve, give it links and documents so it has a full understanding of your ICP, their challenges, and your solution.
Now your ChatGPT has a better understanding you can begin to ask it questions to prompt ideas.
Ideas For Outbound Prospecting Triggers
If you want to find new ways to prioritize or target accounts that will also allow you to hypothesize that a problem is happening in your cold outbound messaging you can ask ChatGPT to suggest signs/triggers that make an account more likely to struggle with a problem.
Ideas For Discovery Questions
If you’re having a hard time coming up with insightful questions to ask in your discovery process then prompt ChatGPT to suggest questions that align with your preferred Sales Methodology (Gap Selling in this case)
Prospect Research / Call Prep
If you have a key account try dig up a document of theirs (like a plan, investor report, or financial 10k), input it into ChatGPT and ask it what issues the account could be facing that tie to your solution. This will allow you to arrive to the call or write a cold email that includes a well researched hypothesis.
It’s Prompting You, Not The Other Way Around
The goal of these types of exercises isn’t to take what it says and use it all.
Rather it might come up with a trigger, question, or observation that you may have missed while also speeding up your prospect research.
Control the AI, don’t let it control you.