In case you missed it, I’ll be releasing a new course, “Prompts to Revenue: An Actionable Guide for B2B Sellers to Sell with AI” on Thursday June 26th, 2025.
To join the waiting list, sign up here:
Last week we talked about why AI for sales is mostly noise and what actually matters is building deeper human connections. Because if you’re asking about what prompts to use, you’re NGMI.
Credit: Signull
Prompts are a means to an end. As Signull puts it - it’s a dialogue. It’s having a resource that not only makes you more efficient, but a lever to help you sharpen your thinking in a more effective way or ask deeper questions on highly complex topics.
So today we’re going to be covering ways to use prompts to drive a dialogue that produces an effective sales strategy, along with tactics to execute against it:
Creating Strategy and Workflows
Clear, Concise Communication
Synthesize Information
Modifying daily workflow or sales approach
“What’s the path of least resistance in order to achieve quota attainment and how should I approach my target account list in order to hit/exceed my number?”
“How would you add to, or modify, existing signals that I’m using in order to tier and prioritize my prospects in order to streamline sales cycle velocity?”
These few questions evolved into a “dialogue” that drove valuable insights and a plan of attack for prospecting and quota attainment. With it, I can continue to provide inputs, evolve it, and be flexible amidst changes and real world feedback - all rolling up to answering how to hit quota.
You can even take historical outbound activity and map it back towards your quota to get a benchmark of what daily activity might look like. Creating daily, weekly, and monthly systems that you can implement and modify based on outcomes.
Clear, Concise Communication
Being able to write well is a super power. And great writing is an outcome of clear thinking. Clear communication doesn’t need to be reinvented - it can be repurposed.
From a strategy lens, you can take the learnings from the exercise above and apply it to your overall messaging strategy. Tactically, you can use outbound messaging frameworks that you have, your company has, or leverage other frameworks:
Credit: Tech Sales Guy
There’s more folks in this space who have great content on message market fit and outbound frameworks, like Kellen Casebeer, Anthony Natoli, Brian LaManna, or Kyle Asay.
With AI, you can have dialogues that incorporate your approach, their approaches, or a combination. Adding in your prospecting strategy and business POVs, you’ll be able to create clear, concise messaging.
You can apply this to high impact communications as well. For example, maybe you need to clarify a question about a proposal, or multi thread to other C level personas in your sales cycle - you can edit and refine what you’re trying to get across and tune it to brevity and tone.
Synthesize Information
The highest lever AI provides is being able to quickly consume, understand, and synthesize information. These are tools that not only strengthen your skillset but also help you think critically about next steps.
Aggregating multiple data points (ie Gong, CRM, LI, financial and recent event news) to prepare better for discovery calls.
Uploading gong transcripts to get feedback on how to further solidify a business case or next steps. Maybe even get feedback on questions you’ve missed.
Condensing learning curves for ramp or interview prep: this is a dated post but here’s how I used ChatGPT to help me better understand my company’s product and use cases.
Leveraging company documentation and subject matter expert knowledge: Making it easier for you to relay info to a customer or take the heavy lifting out of an RFP:
Credit: Pipeline Guy (and highly recommend his cohort which I endorse)
These are all ways of thinking so that you can prompt and have valuable dialogues to truly leverage AI as a seller.
We’ll cover this in depth when Prompts to Revenue: An Actionable Guide for B2B Sellers to Sell with AI is released on June 26th.
If you have any questions on this topic or thoughts, shoot me a DM or email to andrew@hackingsales.xyz.
As always, thanks for reading and see you all next week.
-Andrew K
PS - if you liked this article, feel free to give a “like”, “comment”, or “share” with your network
Some really solid points in here. Overusing AI in sales is a fast-track to failure, the deeper trust and connection always remain top priority.