There are dozens of highly impressive and clever questions that you can — and should — ask the hiring manager throughout your job interview. Remember: It is a two-way street, after all.But some should be asked at the beginning, others should be held till the end ... and a few should come somewhere in between.Lynn Taylor, a national workplace expert and the author of "Tame Your Terrible Office Tyrant: How to Manage Childish Boss Behavior and Thrive in Your Job," says that timing can be everything when it comes to asking the hiring manager questions.She says:"By starting with lighter topics that encourage the interviewer to further describe their objectives, for example, you help create a positive flow. In contrast, if you start off with more specific questions and they seem out of left field, it may suggest that you're being too intrusive, aggressive, or too focused on a particular tangent."Taylor says that job candidates should always ask the following four questions — but only once you have a comfortable flow of conversation established."Depending on how friendly and receptive your interviewer is, however, that may only take five to 10 minutes," she says.Here are the four brilliant questions to ask once you're comfortable with the hiring manager:'How would you define success in this role?'You don't necessarily want to kick off the interview with this question, but you also don't want to hold it until the end.You'll want to inquire about the types of accomplishments and skills sets that are viewed as most valuable so you have a better idea of what to focus on when talking about your own experiences throughout the interview."This question is impressive to most hiring managers because it demonstrates your keen interest in succeeding," Taylor says. "It also suggests you're savvy enough to evaluate the match, too — which is only fair."'How much collaboration is there in this position?'Again, wait until you have a nice conversation before asking this one. But ask it early enough so that you can spend some time talking about your teamwork and leadership skills, should you learn those things are important and highly valued in this role.Says Taylor:"This is an admirable question, because it suggests you're a team player. Few jobs today have little interaction with anyone in the office. And it's not uncommon to have teams work together on just about everything. Just be careful to indicate that you can also work independently, as needs require."'Can you describe the work culture at this company?'Knowing what the culture is like may determine the questions you ask later on in the interview and the things you look out for during your office tour, so don't wait too long to ask this one.Taylor says:"This is deemed a great question by hiring managers because adapting well to a new work environment will play into your success. If they ask you to be specific, you can inquire about their approach to meetings, preferred methods of communication, use of cross-functional work teams, etc. The interviewer may offer more once you've kick-started the discussion."'It seems that your company is moving in X direction. Is that an accurate assessment?'You want to prove that you've done your homework, but don't ask this one too early in the conversation. Wait until you've had a chance to discuss the specific role, why you'd be a great fit, and the culture before you begin talking about the future of the company.Says Taylor:"It's always impressive to interviewers when you demonstrate knowledge of timely news or trend information about the company. Scour their website 'News' section, but find what's been written about them externally, even in blogs if helpful. Initiating a discussion on positive company news or a strategy they've openly discussed shows that you think like a manager (big picture); are genuinely interested; and tend to make the extra effort."