'Unlocking Customer Willingness: Surprising Insights on Pricing Strategies from a VP Product Management Interview'

Published Monday, November 10, 2025
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INTERVIEWER

Interviewer

Thinking about your prep for this, for this interview, and, and in this case I'm talking about this interview at a company that you should now select in your mind, but don't name them, uh, pick, pick anyone, it doesn't matter who it is, but you know, uh, what is the most surprising thing you've learned about their customers?

CANDIDATE

Candidate

OK. Um, I think for a second. Uh The most surprising thing I've learned about their customers. Well, one company that uh that I am looking at, I was surprised. That I was surprised that people would be willing to make a jump in their pricing from um their kind of low tier to their middle tier. It was like a very large jump and, and You know, I, I, when I talk to them, I, I mean to dig into um Why they have such a large jump from sort of free to paid. And, and where, where that, where that came from, and whether that uh is something that they're still kind of testing out or, or is it, is it something that um That uh they found to be effective. Um, it just struck me when I was going through their website, and I, I said, you know, let me take a look at the pricing, how they're gonna, how they're gonna do this. And, um, you know, so, you know, sometimes there's sort of an, an, an easy on-ramp to paying for things. And, um, this one looked like a little bit of a, of a, of a large step function. So, That, that was the most curious thing that popped out to me um in, in the research that I've done so far. I'll probably do more research to try to understand the customers better, but that, that one sticks in my mind.

INTERVIEWER

Interviewer

OK. And so, Uh, was it? I'm gonna skip that question. I don't like the way that one was worded. Sometimes, sometimes I'm like, I don't like that. OK, so, um, I don't like that one either. I'm, I'm just gonna skip over both of these. All right, this is. It's shame on me. I should have done better with this particular question, but that, that's fine. Um, let's, let's, I'm gonna, I'm gonna, uh, freewheel it here. So, um, in looking at this large price jump, right, uh, and you're surprised that they That they have customers that are willing to do that. I, I think you're making an implicit assumption that customers are willing to do that and that this company is optimized. Let's assume that's true, OK? Um, why would you, what, what hypotheses do you have, or why would you speculate? That they're willing to do this.

CANDIDATE

Candidate

Uh, I think that Um, there are, there are a couple of reasons that I would speculate. One, that, um, The the feature set that they offer. At the very next tier is, you know, if you look out across the alternatives that their customer has, um, if you want to get that feature set, perhaps you cannot find it at a lower price. And it is, um, you know, it is competitive, competitively priced, um, uh, for that reason. Um, and it's just a matter of, you know, what, uh, what, what alternatives are available if you want. That functionality and those features at that tier. Uh, that's, that's the most, uh, obvious reason. I think the, the other one, could be that, um, there is no, uh, There's no kind of comparable um for, for what they're doing. And, uh, you know, The essentially this, this is what customers would be willing to pay um based on research or something that, um, you know, uh, wouldn't break the bank, but also, you know, establishes that they're, they're buying something premium. Um, those would be my like top two things is that there are no alternatives um at a lower price and then, you know, this is something that, uh, Mentally, they're just willing, willing to pay because they're, they've made the mental choice that this, they're switching to, to like the premium version of this. And um uh most, they have their money available, you know, uh, so, uh, I guess that's a better way to put it is that they have the money and they, and they see the value.

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