This is a good topic for the later part of the interview, after the stakeholder has relaxed a bit. Sometimes the anxieties will be things you can help with, such as worries that the product won’t have the right functionality. In other cases, the worries may point out organizational weaknesses you need to be aware of. While engineers always worry that there won’t be enough time to build the product the way they’d like to (and they’re always right), listen for truly unrealistic expectations. You may hear concerns beyond the usual level of grumbling that one part of the company is not up to doing what it needs to. If you hear that the marketing team is largely inexperienced in the product development world, you may be able to help by educating as you go. If it appears the engineering team is less capable than most, you’ll either need to suggest some additional engineering resources if you’re in a position to do so, or you’ll need to be fairly conservative in your design.