In today’s world, where remote work is becoming the norm, I’ve found a way to make $5,000 per day as a digital nomad closer. My story is not typical—I wasn’t born with a silver tongue, I wasn’t an extrovert, and English isn’t even my first language. But through trial, error, and learning to overcome my fears, I discovered a technique that allows me to close high-ticket deals without having to be pushy or convincing. In this blog, I’m going to share the exact system I use to let potential clients close themselves. If you're like me—shy, introverted, or someone who doesn’t see themselves as a ‘salesperson’—this is for you.

When I first started, I wasn’t the confident closer I am today. My first sales call was a disaster. I was sweating, my voice was shaky, and I was clinging to a sales script I had prepared in my Swiss-accented English. The result? Rejection. I remember thinking, “I knew it! This just confirms my belief that I’m not cut out for sales.”

Self-sabotage crept in, and I began making excuses—sales wasn’t for me, I wasn’t a people person, and my past bad experiences with pushy salespeople convinced me that selling was evil and unethical. But looking back now, I realize how wrong I was.

It took years of struggling and wasted time before I realized that selling didn’t have to be a sleazy, high-pressure experience. Together with my business partner Sam, we discovered a system that would let people close themselves.

We used to rely on long, scripted pitches, fighting an uphill battle with objections and rejections. I remember reading a quote in a sales book that hit me hard: “The person who explains the most and tries to convince has already lost the negotiation.” That was exactly what we were doing—talking too much and listening too little.

Sam and I decided to experiment. What if, instead of trying to explain and convince, we just asked the right questions and let the prospect do the talking? It was a radical shift in thinking. No more eight-page scripts, no more trying to sell, just asking questions and listening.

I was skeptical at first, but I gave it a try. On my next sales call, I asked the first question and listened. Then, I asked a second question, and again, stayed silent. To my surprise, the prospect signed up for a $3,000 coaching program right on the first call! He sold himself on the idea without me having to convince him. I couldn’t believe it, but that moment changed everything for me.

So, what exactly happened? Why did this approach work when the traditional sales scripts failed?

The key lies in human psychology. We value autonomy and dislike being pushed into decisions. People love buying things, but the moment they feel pressured to buy, resistance sets in. Asking open-ended questions gives prospects the freedom to express themselves. It makes them feel in control, which is critical in the decision-making process.

Over time, we refined our questioning technique into a system we now call the Wealthy Nomad Questioning Technique. This approach allows us to guide the prospect to a buying decision without pushing, convincing, or doing the majority of the talking.

Here are the five types of questions that form the backbone of the Wealthy Nomad Questioning Technique:

These questions help set the tone for the conversation. They give you control while letting the prospect feel like they’re leading. An example might be, "What made you interested in this call today?" It’s open-ended, and it immediately shifts the conversation to focus on the prospect's needs.

These questions help the prospect articulate their challenges. By asking something like, “What’s your biggest bottleneck in achieving [goal] right now?” you allow the prospect to reflect on their current struggles. This builds awareness and highlights the urgency of finding a solution.

These are designed to uncover the pain of not solving the problem. For example, “What happens if this problem doesn’t get fixed in the next six months?” This taps into the emotional impact of the problem, making the prospect more motivated to seek a solution.

Next, you want to get the prospect thinking about the future. Ask, “What would your life or business look like if this problem were solved?” This shifts the conversation from focusing on the problem to envisioning the benefits of taking action.

Finally, commitment questions help the prospect make a decision. These questions guide the prospect toward taking the next step without feeling pressured. A simple example is, “What would it take for you to feel confident moving forward with this solution?”

Using the Wealthy Nomad Questioning Technique, I don’t have to convince anyone to buy. The process feels natural, and the best part is, the prospect feels like they made the decision themselves. Since I started using this system, I’ve closed deals worth $5,000 or more on a daily basis, all while traveling the world as a digital nomad.

I’m no longer the shy, introverted person I used to be. This system has given me the confidence to hop on any call, ask the right questions, and guide the prospect through the conversation to the point where they feel ready to buy.

One of the biggest changes I’ve experienced since learning this technique is overcoming my fear of rejection. I used to dread sales calls, worrying that I wasn’t good enough, that I didn’t have the right personality, or that my English wasn’t fluent enough. But after closing my first $3,000 deal in less than 45 minutes, everything changed.

Now, instead of fearing rejection, I see every call as an opportunity to help someone. I’ve come to realize that closing is about guiding someone toward a transformation that will improve their life or business. If they don’t buy, they miss out on that opportunity—and it would be my fault for not helping them see the value.

If there’s one thing I’ve learned, it’s that closing isn’t about being pushy or manipulative. It’s about helping people make decisions that will positively impact their lives. Once I understood that, I felt a deep sense of responsibility to become the best closer I could be.

With the Wealthy Nomad Questioning Technique, I’m able to help people transform their lives by guiding them to make the right decision for themselves. And because of that, I now make $5,000 per day while living life on my terms as a digital nomad.