Interviewing Podcast Guests: How to Get Engaging Content | Brian Wolf | Skillshare
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Interviewing Podcast Guests: How to Get Engaging Content

teacher avatar Brian Wolf, Communications and Public Speaking

Watch this class and thousands more

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Taught by industry leaders & working professionals
Topics include illustration, design, photography, and more

Watch this class and thousands more

Get unlimited access to every class
Taught by industry leaders & working professionals
Topics include illustration, design, photography, and more

Lessons in This Class

    • 1.

      Interviewing: A Skill You Must Learn

      1:55

    • 2.

      Learn by Doing: Create an Interview Question List

      3:53

    • 3.

      Planning & Preparation: What to do Before the Interview

      7:57

    • 4.

      Connection & Environment: Getting Your Subject to Share

      7:55

    • 5.

      The 3 Question Types: Building Blocks for a Great Interview

      7:59

    • 6.

      Strategies & Delivery: Skills That Add Something Extra

      7:59

    • 7.

      Follow Up & Active Listening: How to Respond to Answers

      7:59

    • 8.

      Interviewing: A Skill You've Learned

      1:00

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About This Class

If you are looking to start a podcast featuring guests or simply want to fine-tune your interview skills, this class is for you!

Brian has spent years learning interview techniques and putting his knowledge to the test with all types of interview subjects and in all kinds of environments. He’ll share his tips and tricks for thorough preparation, creating a warm environment that makes your subject want to share, and how to keep the interview entertaining.

In this class you’ll learn:

  • How to research and educate yourself before the interview
  • How to prepare your interview subject
  • How to build connection with your interview subject in order to draw out engaging content
  • The three types of questions: open ended, closed ended, and leading — and when to use them
  • Strategies and delivery techniques to use during the interview
  • Active listening skills to keep the interview on track and the good stories coming

You’ll create:

  • A question list for your first (or next) podcast guest. Or, if you don’t have a guest lined up yet, a question list for interviewing a close friend about their greatest accomplishment

Even if you’ve never conducted an interview, by the end of this class, you will have the confidence and know-how to draw out entertaining stories and information from any interview subject.

Meet Your Teacher

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Brian Wolf

Communications and Public Speaking

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Hello, I'm Brian.

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Transcripts

1. Interviewing: A Skill You Must Learn: To really entertain podcast listeners to keep their attention for an hour and leave them wanting more. You need to be able to create engaging brain tickling content that they want to listen to. Your starting a podcast, you've researched what equipment you need and what software might work best. Maybe you've even considered a posting schedule. But beyond those technical details, you really haven't given much time and consideration into how to create conversations that people want to listen to. In this class. We're gonna do just that. My name is Brian Wolf and I've made a career centered around asking questions. I was a criminal attorney who examined witnesses in court every day. I was an FBI agent who interrogated sophisticated criminals. I was an attorney at a top national law firm that represented the country's biggest financial institutions. We're going to take the skills I've learned over a decade, questioning all types of people, tear filled victims, children, hardened criminals, and scientific experts. And the tips I've learned, interviewing them in all types of environments, offices, courtrooms, jails, and vehicles. We're going to take those skills and we're going to use them to enhance every episode of your podcast. We'll go over all the mechanics of a good interview so that you can have the knowledge and confidence to interview any subject about any topic. We'll go over planning and Preparation will discuss the different question types and when to use them. And we'll see how Active Listening and follow-up questions will entice your subject to share more and enrich their story. If you're ready to start asking questions that creek focused and engaging content, I hope you'll meet me at less than one. Planning and Preparation 2. Learn by Doing: Create an Interview Question List: Let's put pen to pay to start practicing a bit of what we've learned so far. For your class project, you're going to create an interview question list to be used for your first podcast interview. If you're already underway, you can use this question list for your next podcast guest. Or if you don't have a Podcast subject in mind yet, you can use this list for a hypothetical interview of your best friend on any topic. I suggest that you draw out the story of their greatest accomplishment. Feel free to use the Question List Template as a base. You're going to start by identifying your primary objective for your interview. Next, you're going to break the interview out into sections to go over different topics with your interview subject. Remember, the first section is normally used for background information. That is background about your subject or background about the topic that you're going to be discussing. Remember to use all three question types, open-ended questions, closed-ended questions, and leading questions. Make sure you include some follow-ups below each main question. When it makes sense, use a parenthetical that describes what information it is hoping to draw out from the subject. So for instance, if you were interviewing Michael Jordan and you are discussing his time playing basketball in school, you might include in parentheses that you want to hear about how he did not make his varsity basketball team. At some point, you might get a little bit of writer's block and have a hard time coming up with questions. Remember to refer back to your primary objective for the interview that should serve as a source of inspiration to keep you going and coming up with more questions. Also, the tried-and-true who, what, when, where, why can be helpful? And while those questions are a little boring on their own and maybe shouldn't be used as standalone questions. They can be used to help illuminate new paths to explore. Who were you with when this was going on? When did this first happen? Why did you want to do that? Where were you when this was going on? When did you first think this could be possible? Who believed in you? Anybody? Hypotheticals are another great tool in your arsenal. If you could start over today knowing what you know now, how would you do things differently if money was not an issue at all? How would things look? If you weren't in this business? What could you see yourself doing? And don't forget about your emotion questions. These are questions that go beyond the simple facts that we know we have to draw out in the interview. Your subject was feeling and thinking and what impacted them. Those are the things that are really going to enrich the conversation. How did that make you feel? Is that what you expect it to happen? What do you think it is that they were most worried about? For this assignment, aim to have at least five discussions sections. Your first one is gonna be your background and foundational information. Then let's shoot for at least three Substantive sections of conversation. And last, your final section will be some sort of conclusion and wrap up section. In each section, try to have at least five main questions, not including follow-up questions. So that's five sections with five questions in each section, that'll be 25 main questions. Submit your question list in the Project Gallery for me to review and give feedback. And of course, ask any questions that you might have. But most of all, be proud of where you are. You've done a lot of work and this is a tangible step in creating your podcast. All the preparation Up until this point was to support you getting here, coming up with these real question that you can deliver to go congratulations 3. Planning & Preparation: What to do Before the Interview: This lesson, we're going to talk about planning and Preparation. That is, the work you do leading up to the interview of your subject. The first thing you're gonna need to do is identify your primary objective for the interview. Now, your podcast in general probably has a purpose, education, entertainment, Something like that, but that's not enough here. Here what we mean is a specific purpose for this interview of this subject on this day within the context of your podcast, let's say you have a parenting podcast and your overall goal is to educate parents. Well, that's great for your overall podcast. We need a specific primary objective for each episode or interview. So maybe you're interviewing a neurosurgeon who works with children. And your specific goal is to educate parents so that they can make informed decisions on current issues that are coming up, concussions in youth sports, the use of red dye in foods. We're going to talk about things today with this specific person and we're going to form a primary objective based on those things. Your primary objective is going to act as a guide to make sure you're accomplishing what it is that you want to accomplish. So something you're gonna do early on is formed questions. And as you're drafting these questions, you're going to continually be asking yourself, are these questions aimed at accomplishing my primary objective? Some good examples of a primary objective would be to educate your audience on a certain topic, to persuade your audience that a certain position is correct, or maybe to attack a certain position and explain to your audience why it has no merit. A general primary objective can be entertainment, but we should really fine-tune that a little bit more. Within entertainment is your primary objective to make your audience laugh? Is it to make your audience cry? Is it maybe to inspire and motivate and encourage? Let's really be specific again. So when we're crafting our questions, crafting questions that were aimed back at our primary objective. After you've identified a primary objective, the next thing we're gonna do is organize your interview into sections. Now we haven't crafted any specific questions yet. Right now. We're just moving the pieces around, creating big blocks of topics of discussion that we want to explore. Ordinarily, your first section is gonna be your background section. And I suggest that your first section B, this background foundational type type section. What you're gonna do in this section is you are going to probably get the background of the subject that you're interviewing. And you might also get some background information on the topic that you're going to discuss after that background section, what I call the Substantive section. So this is the meat and potatoes, what it is you really want to talk to your subject about. And you're going to organize this and a handful of sections. And last your final section ordinarily should be some sort of conclusion or wrap-up type section. This is where you're going to give your subject the opportunity to say anything maybe that you didn't ask them or get the final word and give a little bit of nice tying of a bow and conclusion to the interview. The next thing we're going to discuss under planning and Preparation is research. Now, the primary goal of doing research is gonna be to help you craft your interview questions. But it's also going to help you save some embarrassment. You need to get some background information on your subject and on the topic they're going to discuss. So you don't ask stupid questions. For instance, if you're interviewing a subject and you ask them, Oh, do you spend a lot of time with your mom? And you didn't do so much research to even realize that their mom died two weeks ago. That could be an awkward part of the interview. Those are the kinds of things we're wanting to avoid. We're going to start by researching your Guests. Now, not every interview subject is going to have a biography available on bookstore shelves. If you're guest house one though you should read it. It's perfectly fine to start with Google and Wikipedia to get some foundational information. Next, again, leading into researching the topics that you're going to discuss. If you're going to talk about youth sports and concussions, let's get up to speed on what's going on in that topic. Find some current articles so that you're sensitized to what's going on. Now, I understand the subject of research could be a little bit daunting. How much research should you do? Should you spend days, weeks, months for each interview that you're going to conduct? That would probably be a lot. But here's a good rule of thumb that I can say suggests for how much research you should do. You should do enough so that if something comes up that you did not know, it's perfectly reasonable and acceptable for you to not know that information. So you're interviewing our brain surgeon, Dr. And you didn't know where he went to school, you probably should have done a little bit more research. If you didn't know that he was a specialist in concussions amongst youth, probably should have done a little bit more research. I think most reasonable people would agree. You look a little silly not knowing that about your interview subject. Now, if that brain surgeon, Dr. Sites, some obscure case study from 100 years ago that you didn't know and you're saying, oh, really, I didn't hear about it. I think most people would agree. Of course, you didn't hear about that. That's totally acceptable. It's totally fine that you're surprised and hearing about it for the first time. Alright, after research, we're going to move on to creating our outline. Now remember we've already broken our interview into sections. Creating an outline is going to provide just a little bit more detail. Alright, it's going to help keep us organized. It's gonna be our roadmap for our later step, which is crafting our actual questions. So in this outline again, you're going to create a little bit more detail. You're going to start with your sections. Now you're going to add a little bit more, a few more lines within each section of things that you want to cover. Think of your outline as a high level view of what you're going to talk to your interview subject about. We're not getting granular and we're not creating questions yet. But again, this is gonna be our roadmap for when we do start creating those questions. The last phase of your planning and Preparation is gonna be practice. Now, I don't want people to be intimidated by this, but it's important that I tell you, conducting an interview is public speaking. And I understand a lot of people have a fear of public speaking, but it's important that you know that so that we can conquer those fears, that we can really put forth the best interview possible. And what do all great public speakers do? They practice? We're going to say our questions out loud. We're going to record ourselves in video if we want, or we're going to record the audio and we're going to really listen to how we sound. We're going to pay attention to ourselves in a mirror and see, are we moving the way we want to or mannerisms projecting what it is that we want to project are we created me impressions on our interview subject in our audience that we want to also think about how you want to feel during the interview. You want to feel relaxed. You want to feel relaxed so that your personality and your charm and your charisma can come out. Not only does your audience when you hear that, can help your interview subject being engaged and also be relax and be more willing to share. Now, how is it that you get relaxed? What we don't want, we don't want you so nervous over your questions that you're looking over them and fumbling over your notes and wondering about what's the next, next part. We're not going to be worried about our questions because we've practiced them. We're not gonna be worried about where our interview is gonna go because we've practiced it and we know where it's going to go. You go to work on the things that we've discussed here and planning and Preparation. And the best of you is sure to come out. Next. We're gonna move on to the importance of connection 4. Connection & Environment: Getting Your Subject to Share: This lesson we're going to talk about the importance of connection and Environment. And there's an idea that I want you to ingrain in your mind. A comfortable subject is a productive subject. We're going to talk about four different time periods that we're going to build connection with our subject. We're going to build connection in our preliminary interactions. That is when we first reach out and we're setting up the, the logistics of the interview. We're going to talk about building connection. Moments before the interview starts, you've sat down, you're in the room, but you haven't quite hit record yet at your last moment to really build connection before that red light turns on. We're going to talk about building connection during the interview, you're alive and you're going to keep your subject comfortable and producing good, engaging conversation. Last, we're going to talk about building connection. Post interview. How do we keep the conversation and good vibes going? Let's start with our preliminary interactions. You're going to start building connection from the very start. That is your introduction, whether your introduction beat over the phone, text message, email. This is your first chance to start building a connection with your subject. So far I've only outlined the four time periods that we're gonna be building connection and we're going to continue through those time periods. But I haven't told you yet what it is that we do to create connection. Well, the first element of connection and something that's going to have to come through in your introduction is competence. Your interview subject wants to know that you're competent, that your professional, that they can trust you with their information and trust you with their time. Communicate clearly, demonstrate a little bit in knowledge or awareness of the topic and a little knowledge and awareness about your subject. Be timely. These are all things that you're gonna do in those introductory moments with your interview subject. The second element of connection, Empathy. You want to put yourself in the shoes of your interview subject. You're saying, Brian, how do I demonstrate empathy in these preliminary interactions will again put yourself in the shoes of your interview subject. You're being asked, Hey, do you want to conduct this interview? You might have some nerves about submitting yourself to an interview and it's gonna be recorded. And where's this going to end up? Let's put some of those things to rest. Let your interview subject know, hey, this is what I'm going to use this for. Maybe there are nervous about what are you going to ask me? Tell them? You're going to have prepared a question list, and that's something we're going to talk about in a later lesson. Give them the questions up front, let them know. Oh, I see. He wants to talk to me about my work and, you know, brain brain development in pediatrics or something like that. No one wants to be a victim of gotcha journalism. And that's not a tactic that I suggest you employ in interviewing your Podcast Guests. Another element of connection and is gonna be one that's gonna be really big and you're gonna do it through all the phases. Build commonality. Everyone wants to feel like they have something in common is maybe you're from or visited the same place. Maybe you have similar interests in sports or hobbies. It might just seem like small talk or chatter, but it's not, it's Building a bond and bonds make people comfortable going to build this relationship beforehand. And it's going to create a comfort in your interview subjects so that they're willing to share. We're moving on from our preliminary interactions. We're getting closer to our interview. How do we build connection moments before the interview? Okay, we're in the interview room. Let's think about our environment. We want to make sure that it's warm and inviting in an environment that is going to cause your interview subject to want to share. They're uncomfortable. They're going to want to get up and leave. So make sure they're sitting in a place that's comfortable. Of course, the obvious things check the temperature. I always suggest you have something to offer your interview subject that could just be water or a beverage. Give them a chance to ask any questions and prompt that some people might be shy. They may not come up with questions or be bold enough to ask them, Hey, you got any questions before you have any questions for me before we start? You have any concerns. How about this? Is there anything that I can do to make you more comfortable or is there anything that I can do to make you feel better about this interview? We're really excited to conduct this interview today. Again, we haven't hit record yet. This is all Building connection so that your interview subject is comfortable and that they're willing to share. And we're moving along full speed ahead. How are we going to build connection during the interview? The most important thing that you're gonna do during the interview to build connection is listen. I know you've got a lot going on. You've got a lot of thoughts in your head, but we've practiced. We're going to listen to our interview subject. This is gonna do a couple of things. It's going to allow you opportunities for follow-up questions, but it's going to demonstrate to your interview subject that you're interested in, that you care. Going to cause them to want to share more. No one wants to talk to someone who's looking down at their notes or checking their phone, are already thinking about the next question. They want to know that you're listening and hearing them. I'll tell you a silly example of something I saw a lot of times that used to happen in tribal court. A new attorney would be at talking to a witness and maybe they say, Oh, could you please introduce yourself to the jury? And the witness would say, Oh, I'm Brian Wolf. I worked for The New York City Police Department. I've worked there for 20 years and the attorney is not paying attention. They're looking at their next question and they say, Oh, and where do you work? If you were listening, you would've heard he just said he worked for The New York City Police Department, but you are too worried about your next question to hear that he already answered that question. That is a connection killer. In addition to listening, we're going to be honest and authentic. No one wants to be around someone who's faith and certainly no one wants to continue a conversation with someone who's being disingenuous or deceptive. So what that means is you may not agree with every single thing that your subject says. Here's something else. A little disagreement, again is going to enrich your conversation. So be honest and authentic. That creates this impression that you're trustworthy. And trustworthy means that your subject is going to be more willing to share. Again, we're going to talk about competence. We're talking about during our interview. We want to demonstrate our competence, our knowledge. Now, there's a fine line here. What we're not trying to do is impress our subject or show off to our subject. Again, those are qualities that people don't enjoy. No one wants to talk to a know-it-all, but we do want to show that were professional. We want to show that we understand. We want to show that we have awareness for the subject and also the topic. Lastly, during the interview, we're going to pay attention to nonverbal cues. Is your subject seeming uncomfortable? Did they chug their bottle of water in the first minute and maybe they need something more to drink. Do they need to use the restroom? Are they sweating? Pay attention to these things and show a level, level of care for your subject. You're gonna do whatever it takes to help your subject feel comfortable so that they're willing Share. I've talked about building connection during our preliminary interactions. We've talked about building connection moments before the interview and building connection during the interview. Now we're moving to post interview. How are we going to keep the conversation in this good relationship going? Well, of course, I'm going to suggest a good old-fashioned thank you note. Now that doesn't have to be handwritten. A simple e-mail saying that you really enjoyed the conversation and you greatly appreciate them offering their time really goes along way. You may have this person on your podcast again, or they may refer other potential podcast guest to you. People talk and they're going to want to hear how you treated them. So keep the good vibes going. Post interview. Alright, we've talked about the importance of building connection and our last lesson, we talked about planning and Preparation. We're moving ahead. Next, we're going to talk about the three Question 5. The 3 Question Types: Building Blocks for a Great Interview: Alright, we've talked about planning and Preparation and the importance of connection. Now it's time for a little bit of performance. The part that everyone's going to see him here. The questions. In this section we're going to talk about the three question types, open ended, closed ended, and leading questions. Your questions are the tool you use to get Your Subject to talk. Think about your interview, like a pinball game. In pinball, you get the ball up into scoring territory bouncing around. That's like your subject telling these great stories that you and your audience want to hear. Sometimes when the ball's coming back down, you've got to use the flapper to bump it back up into scoring territory. That's like your interview subject finishing the answer to a question, you got to hit them with another question and get them back up there talking and talking about things that everyone wants to hear. Sometimes the ball is starting to go off to the side, to an area where there's no points to be had and so you hit it with that side flap or to kinda bring it back into the action of the game. That's like your interview subject getting off track or off topic talking about some nonsense. Maybe that really wasn't the question that you are asking you to hit them with a follow-up question, get them back into scoring territory. The goal is to get your interview subjects speaking in that sweet spot, a conversation, keeping those thoughts, opinions, stories that you and your audience want to hear. Now, you may be very charming and occasionally you might have a great story are thought to share. But remember, the primary focus should be on your interview subject. We want to hear about their story, their thoughts, their opinions, their feelings. Keep the focus on your subject. The way you're really going to shine is not by yammering on about your own thoughts and opinions. It's about having masterful questions that draw out great content from your interview subject. Get those clear, concise questions out of your mouth and get your subject going. One more thing before we move on to the three Question Types, we need to differentiate between main questions and follow-up questions of a main question as though if it was answered perfectly by your subject, it would cover everything that you are hoping that they would cover. A follow-up question supports a main question because quite often when we ask them main question are Subject doesn't say every single tidbit that we are hoping to hear. The main thing that I want you to know for now is that the three Question Types we're going to discuss can be used for both main questions and follow-up questions. Would that out of the way it Let's talk about the three question types. Open ended, closed ended, and leading questions. These are your bread and butter, three different pinball flappers to use and all different kinds of situations and keep your subject in scoring territory. First, we have open-ended questions. Open-ended questions require a narrative response from your interview subject. Not a simple yes or no. Because of that, there normally broad questions and they're great for introducing a new topic of discussion. A nice open-ended question is gonna give your interview subject to chance to hit it out of the park and cover all the material that you are hoping that they'll cover. Remember, if they miss a thing here too, it's gonna be okay. We're going to hit them with a follow-up question. Some good phrases to start out, open-ended questions or things like, tell me about what was it like? What do you think about how these types of questions we're not going to ask, where did you grow up? We're going to ask, tell me about growing up. These invite a nice narrative response from our subject. Second, we're going to talk about closed ended questions as a pre-planned main question. A closed ended questions should be used to draw short, punchy responses that are gonna be very interesting, even though they're short or only require a yes or no. Now, it is very helpful to use these types of questions if you already know what the subjects answer is going to be some examples of closed ended questions that are going to have interesting responses even though they're short, or you only shower once a month. Are you a world record holder? Have you never eaten meat in your entire life? Did you qualify for the Boston Marathon? These questions have short answers, but in contexts they can be very interesting. They also provide a little bit of change of rhythm and change of pace. Just like music needs a little bit of variation. A little variation can go along way to help your interview. Closed ended questions are also great follow-up questions. Let's say you're rolling off a nice answer from a very broad, open-ended question. You asked your subject about growing up, but they forgot to mention that they didn't graduate from high-school. You're going to use a closed ended question to draw out that really interesting piece of information. Use a follow-up question like, is it true you drop that a high school, I say, yeah, then maybe from there, you move back into an open-ended question. Well, what led to that decision in this way, your questions are like combinations of punches that a boxer might use. We're going to keep mixing things up. Third, we have leading questions. Now, you may have heard you should never use leading questions. That's not true. You should use leaning questions, but you should use them intentionally and appropriately. Trial attorneys in court will use leading questions on cross-examination. Cross-examination is when the attorney is questioning the witness who isn't on their side because they're not on there his side and they may be reluctant to answer or they might try to weasel out of questions. Attorneys are allowed to use leading questions. A leading question is essentially when you're giving the witness or in your case, the interview guest, the answer, and you're simply asking them to agree, you stole from these people. Isn't that you, on the surveillance video? With a little bit of inflection, these statements become questions and you're simply asking the subject to agree. But here's the thing. Leading questions don't have to be confrontational like an attorney questioning a criminal defendant. There are certain instances where it's very beneficial to use leading questions and it's not at all adversarial. You can use leading questions for clarification. That is, your interview subject maybe gave a statement that was vague or their opinion was unclear. And so you're going to come in and you're going to tighten up there question a little bit. You would agree that the amount of calories in and the amount of calories burned is all that matters when it comes to weight loss. That's a leading question. You're simply asking your interview subject to agree with that statement. We can also use leading questions for increased precision. Maybe you're talking to your interview subject about a running race and he says, Yeah, you were in a four-minute mile. Well, you want to really hone in on his precise time and add a little bit of drama. So you might say his time was 3 min and 43 s, right? That's a leading question. You're getting more precise and simply having your interview subject agreed. Here's another great instance. You might use a leading question. There are times you're guests might be reluctant or hesitant to give an answer for really kind reasons. They might be humble or they're nervous about coming off as arrogant. They don't want to be bragging about their accomplishments. And so you kinda have to pull these stories, are these facts out of them. You might say something like, you were the youngest winner of the scripts spelling bee. And they were a little hesitant to say that at first, but you're going to pin them down and you're going to draw out this great fact where you might say something like these people wouldn't be alive if it wasn't for you. Someone might be a little hesitant to gloat about how they were the hero of a story. And so you're going to use a leading question to really just pull out the hard hitting facts, even if they're positive facts. Sometimes we inaccurately assume that people are boring. In reality, they have wonderful thoughts, opinions, and stories to share. It just requires masterful questions to draw them out. Paired the three Question Types with what we learned in planning and Preparation. Use all three question types when drafting your interview question list. We're going to keep that pinball up in scoring territory and we're going to draw out great engaging content from our interview subjects. Next up, we've got strategies and Delivery 7. Follow Up & Active Listening: How to Respond to Answers: This section we're talking about follow Up and Active 8. Interviewing: A Skill You've Learned: You're now ready to really retain your podcast listeners. You're going to keep their attention for an hour more and leave them wanting more. You have the tools to conduct an excellent interview, one that creates a warm relationship with your interview subject and entices them to share more of their rich thoughts, opinions, and stories. In this class, you'll gain the skills that took me a career to understand and develop. Let's look back at what we talked about. We talked about planning and Preparation, the importance of connection, the three Question Types and when to use them. We went into specific strategies and ways to deliver our questions. We talked about how Active Listening and follow-up questions. We'll keep the conversation going. You're now ready to start asking questions that generate focused and engaging content. And I can't wait to hear