For Business Development

40 Questions Business Development Managers Should Ask Before Trusting AI Prospect Research

Your instinct about which deals matter comes from years of reading people and markets. When Apollo.io flags a prospect or ChatGPT writes your outreach sequence, you need to know whether the AI has actually found a real opening or simply assembled plausible patterns. These questions help you separate useful AI outputs from confident nonsense.

These are suggestions. Use the ones that fit your situation.

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Prospect Research and Context

1 When Apollo.io identified this prospect, did it find evidence of a business problem they actually have, or just keywords that suggest they might?
2 Does the AI research explain why this person moved to their current company, or just confirm they work there now?
3 Has the AI noted any recent company restructuring that might affect who owns the decision you're chasing?
4 Does the prospect research include evidence of budget allocation or buying behaviour, or only job title and company size?
5 When you read what the AI found about this person's background, does it suggest they would care about your solution, or does it just prove they exist?
6 Has the AI identified any mutual connections or shared experiences that might create actual credibility with this prospect?
7 Does the research show whether this prospect has bought similar solutions before, or is that information missing?
8 Has the AI research captured any public statements or interviews from this person that reveal how they think about problems in your space?
9 Does the output explain the relationship between the person you want to reach and the actual budget holder, or does it assume they are the same?
10 When the AI compiled this research, did it distinguish between a prospect who fits your ICP and a prospect you actually have a reason to call?

Outreach and Messaging

11 When ChatGPT wrote this outreach sequence, can you identify a specific insight about this prospect's situation, or does the copy work for almost anyone in their industry?
12 Does the AI-generated email reference something real about this person or company, or only general pain points that apply to hundreds of prospects?
13 Would you be willing to attach your name to this opening message as written, or would you edit it to sound more like you?
14 Does the proposed sequence account for the fact that this prospect might already be aware of your solution, or does it assume they have never heard of you?
15 When the AI drafted your call script, did it include a reason for the prospect to talk to you right now, or just a description of what you sell?
16 Has the AI suggested a specific business outcome you can promise, or only generic benefits that your competitors also claim?
17 Does the outreach message match the voice and approach that has actually converted deals for you in the past?
18 Did the AI consider your prospect's current priorities based on recent company news, or does the sequence assume their situation is static?
19 Does the proposed messaging explain why you are calling this person specifically, rather than someone else at their company?
20 When you read this AI-written copy, does it create genuine curiosity, or does it feel like a template that has been personalised at surface level only?

Opportunity Assessment

21 When Salesforce Einstein flagged this deal as high probability, did it identify the actual compelling event that might make them buy, or just correlate it with deals that closed before?
22 Does the AI assessment explain who in this organisation might lose credibility if they don't solve this problem, or does it only quantify the business impact?
23 Has the AI analysis confirmed that your prospect has a process for buying something like this, or is it assuming they will create a buying process for you?
24 When you compare the AI's opportunity score to your own sense of the deal, where do you disagree, and what does that disagreement tell you?
25 Does the AI assessment include evidence that the prospect is actually ready to move forward, or only that they fit your customer profile?
26 Has the system identified any technical or political obstacles that might block this deal, or is it projecting only the upside?
27 Does the AI analysis distinguish between a prospect who is exploring options and a prospect who has already decided to move, or does it treat both the same?
28 When the AI estimated deal size, did it account for how much budget this prospect would actually allocate, or did it assume your standard contract value applies?
29 Has the opportunity assessment included any red flags about this prospect's organisation or history, or only the factors that suggest they should buy?
30 Does the AI prediction account for your own track record with prospects that initially scored the same way, or is it applying a generic probability model?

Relationship and Negotiation

31 When LinkedIn Sales Navigator suggested an outreach angle based on shared interests, have you actually verified that this person cares about that topic, or only that they followed a relevant account?
32 Does the AI research reveal anything about how this prospect prefers to be approached, or only the professional channels where they are visible?
33 Has the system identified any previous failed attempts to reach this prospect or their company that you should know about?
34 When the AI suggests a partnership strategy, does it account for the reality of how decisions actually get made at this company, or is it building strategy on incomplete information?
35 Does the AI analysis include what this prospect might ask you in return, or only what you want from them?
36 Has the system identified whether this prospect operates as a relationship builder or a transactional operator, and adjusted your approach accordingly?
37 When Perplexity compiled information about this person's company, did it surface any recent departures or internal conflicts that might affect your negotiation position?
38 Does the AI suggest a price or terms position based on this specific prospect's leverage, or just your standard model?
39 Has the system identified any secondary relationships at this company who might influence the decision in your favour?
40 When you evaluate the AI's assessment of this relationship, can you distinguish between what the system knows and what it is guessing about how this person actually operates?

How to use these questions

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