Where Are We Going?

We'll talk while I drive, and you'll be my backseat “Uber” passenger.

1. You Pick Where We're Going

• When: Choose a date and time that works for you.

• Pickup: Tell me where to pick you up.

• Destination: Choose somewhere you'd like to go. If you're unsure, I'll suggest a popular nearby landmark.

• Drop-off: Tell me where you'd like to finish.

• Conversation: What would you like to talk about?

The drive determines the show's length. A 30-minute trip each way gives us approximately one hour together.

2. How It Works

1. I'll pick you up in my car. You'll sit in the back seat, directly behind me.

2. I'll attach a small microphone to your clothing. Cameras will record our conversation.

3. We'll drive, talk, and see where the conversation takes us. We'll record the show inside the car.

3. It's a Conversation, Not an Interview

No scripts. No prepared questions. No pressure.

We'll talk about your life, interests, experiences, or whatever comes up. You can ask me questions, too. Almost anything is fair game. It's a PG show, but we can talk about you, me, life, love, religion, politics, sports, the weather, or something neither of us expected.

You don't have to answer anything you're uncomfortable discussing. Just be yourself. I'll handle the rest.

4. Before We Meet

• Wear comfortable clothes without noisy jewelry.

• Silence your phone.

• Allow enough time for the entire drive, including the return trip if applicable.

• Let me know if you have any questions or concerns.

5. What Happens Next?

I'll edit our conversation into an episode of Where Are We Going? and publish a video, a written blog, and shorter social media clips. My goal is to share our conversation as authentically as possible while making it enjoyable for people to watch and listen to.

Never seen an episode yet? You can watch the show here.

More About Where Are We Going?

Why I Created This Show

I've been Uber driving since February 2020. Over nearly seven years, I've completed more than 16,000 trips and met thousands of people from all walks of life. Some rides are quiet. Some are filled with small talk. And sometimes, a complete stranger gets into my car, and we have a conversation I'll remember for the rest of my life.

I've talked with passengers about nearly everything imaginable: work, relationships, money, faith, family, politics, and what makes life worth living. Sometimes we agree. Sometimes we disagree. Sometimes the conversation is funny, and sometimes it's deeply personal. But there's something special about sharing a little piece of your life with someone you might never see again.

Eventually, we reach our destination. The passenger gets out, the door closes, and we go our separate ways. I'll probably never know what happened to that person. Did they get the job they were interviewing for? Did their relationship work out? Did they accomplish the thing they were so excited about? I'll probably never know, but for a little while, our lives intersected.

Those conversations have become one of the most meaningful parts of my work. I created Where Are We Going? to share that experience with the world.

Why a Car?

Think about the last time you took an Uber or a taxi. You probably didn't know the driver, and the driver didn't know you. You're sitting together in a relatively small space, moving through a city, watching the world pass by. Neither of you is responsible for entertaining the other, and you probably won't see each other again.

There's a certain freedom in that anonymity. You might tell a stranger something you've never told your closest friends. You might discover something in common with someone whose life is completely different from yours. And because you're not sitting across from each other, staring into each other's eyes, the conversation can feel remarkably natural.

That's the experience I want to recreate. The cameras and microphones are there to capture the conversation, not change it. I want you to feel like you've gotten into an Uber and started talking with your driver, except this time we're sharing the experience with an audience.

And there's another reason the car matters. Autonomous vehicles are coming. Someday, getting into a stranger's car and having an unexpected conversation might become a thing of the past. I don't know exactly when that will happen, but I'd like to preserve something of this experience while it still exists.

Why Are We Going Somewhere?

A destination gives our conversation a beginning and an end. It also gives you some ownership of the experience. Maybe there's somewhere in your city you'd like to show me. A neighborhood where you grew up, a place you used to work, a landmark you've never visited, or somewhere that brings back memories. Maybe you just need to get somewhere. That's fine, too.

We don't have to accomplish anything particular by the time we arrive. Sometimes we'll reach our destination and still have plenty to talk about, so we'll keep driving. Other times, the conversation will reach a natural conclusion just as we arrive. The point isn't necessarily where we're going, but what happens along the way.

Of course, the title has a second meaning. Where are we going? Not just geographically, but personally. Where have you been? Where are you now? Where do you hope to go next? I don't necessarily know the answers to those questions about my own life, but I enjoy exploring them with other people.

Who Are My Guests?

People. That's really the only qualification.

You don't need to be famous, wealthy, successful, or particularly accomplished. You don't need to have overcome tremendous adversity or experienced some extraordinary event. Maybe you’re an Uber driver. Maybe you're an entrepreneur. Maybe you're retired. Maybe you're raising children, learning a trade, or figuring out what you want to do with your life. Maybe you're 20 years old. Maybe you're 80.

I'm interested in your experiences, your perspective, and how you see the world. I don't think we spend enough time listening to people whose lives are different from our own. We tend to pay attention to celebrities, politicians, business leaders, and people with large audiences, but millions of people have experiences just as interesting.

You've lived a life nobody else has lived. You've met people I'll never meet, visited places I've never been, and experienced things I know nothing about. You've learned lessons, made mistakes, and developed opinions based on those experiences. That's interesting to me, and I suspect other people will find it interesting, too.

What If I'm Not a Good Talker?

Don't worry about it. I'm not looking for polished speeches or perfectly constructed answers, and you don't need to be funny, inspirational, or particularly articulate. You can take your time answering questions, change your mind mid-sentence, or admit you don't know something.

There may be moments when I talk a lot, and moments when you do. Sometimes we'll laugh, sometimes we'll discuss something serious, and sometimes the conversation will wander completely away from what we originally planned. That's part of the experience, and I don't want you worrying about whether you're giving me a good interview.

I've spent thousands of hours talking with people in my car. I'm comfortable having conversations with strangers, and I'm genuinely interested in learning about people. You don't need to carry the show. We'll figure it out together.

What Can We Talk About?

Just about anything. Maybe you have an incredible story you've been wanting to tell. Maybe you're passionate about your work, or you've learned something important about marriage, parenting, money, or relationships. Maybe you have an opinion about something happening in the world. Or perhaps you're curious about my experiences driving Uber.

I welcome your questions as much as your answers. I'm not trying to conduct a formal interview or lead you toward a predetermined conclusion. I'm interested in what you think, why you think it, and the experiences that shaped your perspective.

We don't have to agree. In fact, sometimes the most interesting conversations happen when we don't. I only ask that we treat each other with respect. This is generally a PG show, but that doesn't mean we have to avoid serious, controversial, or uncomfortable subjects. If there's something you don't want to discuss, just tell me.

I don’t edit the shows, but I can cut something out if you want it to be cut.

Why Do We Stay in the Car?

Nearly the entire show is recorded inside my car. That's partly because the car is central to the experience, but also for practical reasons. Recording in public places creates challenges involving background noise, copyrighted music, and people who haven't agreed to appear on camera.

The car is a controlled recording environment. I've got cameras, microphones, and other equipment set up to capture our conversation while we're driving. Once we're outside, recording becomes much more complicated, and I don't want production concerns getting in the way of our conversation.

That doesn't mean we can't stop somewhere interesting, take a break, or enjoy the scenery. We certainly can. But the show itself takes place inside the car, and that's where we'll spend most of our time together.

What Happens to the Recording?

After we finish, I'll edit the footage into an episode of Where Are We Going? Depending on the conversation, that might be a relatively short episode or something lasting an hour, two, or three. I'll also create shorter clips and highlights for social media, and I may write about our conversation on my website or in my newsletter.

My goal is to preserve the authenticity of our conversation while making it enjoyable for people to watch and listen to. That means I might remove long pauses, technical interruptions, repetitive sections, or portions that don't contribute to the finished episode. I may also create shorter versions that focus on a particular story or topic.

I retain editorial control over the final production, but I'm not interested in deliberately embarrassing you or misrepresenting something you've said. If you have concerns about something sensitive or personal, please talk with me as soon as possible. I'll consider reasonable requests, although I can't guarantee specific edits or removal of material that's already been published.

We may publish the recording on YouTube, my website, social media, and other platforms. We'll also handle any necessary recording permissions or a guest release agreement before filming.

What If I Need to Cancel or Reschedule?

Life happens. If something comes up and you need to change our plans, just let me know as soon as possible. I travel to different cities specifically to record these conversations, so scheduling and travel arrangements matter, but I understand that circumstances change.

If you have any questions before we meet, you're welcome to call, text, or email me. I'd much rather answer a question beforehand than have you worrying about something when I arrive.

A Final Thought

Someday, cars may drive themselves, and the experience of getting into a stranger's car and having an unexpected conversation might become a thing of the past. I don't know exactly when that will happen, but I know the thousands of conversations I've had while driving have changed how I see the world. They've made me more curious about people, challenged some of my assumptions, and reminded me that nearly everyone has something interesting to say if we're willing to listen.

I want Where Are We Going? to capture a little bit of that experience. I want people to hear stories they might otherwise never encounter, discover perspectives they hadn't considered, and maybe recognize something of themselves in someone whose life looks completely different from their own.

That's really all this is. Two people sitting in a car, going somewhere, and having a conversation. We don't know exactly where the conversation will take us, and that's part of what makes it interesting.

Thank you for being part of it. I look forward to seeing where we go. ❤️