Do you trust your 23 yr old daughter's judgement? The most important thing is if she likes him, who cares if he isn't your favorite person? And remember, many women are attracted to men similar to their dads. Not in a perverted way, I'm speaking of personality traits. And sometimes 2 similar guys don't get along too well at first.
I would recommend you not ask too many questions and let the sister and mom ask away. Just sit back and observe the conversation. Don't get too engaged with him, just be even keeled and don't rush to judge.
Talk it over with Mom alone after the evening and get her take. Most women have a decent gut about these things and guys tend to "size up" the other guy and miss the important stuff.
I like you're asking here. And I'm sure there will be many offers of how to intimidate. My offering is one way to accomplish said task.
