How Going On 3 Dates A Week Improved My Sales Skills

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As I entered my 20s in early 2021, I decided to move out of my parents’ house. I wanted to start over socially and move somewhere far from home. Six months later, I successfully moved from Atlanta, Georgia to Provo, Utah. When I came to Provo, I had no friends. Even though there are two major universities down the street, I realized that I had to push myself and meet new people.

To do this, I set out to meet two new people a day. This not only allowed me to make new friends, but naturally I ran into people I was compatible with. Some of these people, I asked them on dates.

Keep in mind that growing up, I never dated, so I had no dating experience. But after meeting two new people a day, I not only started dating, but ended up improving my sales skills by accident as a result. Here are three important things I learned from my experience:

Related: Take your sales skills to the next level with these 5 simple steps

1. It all comes down to timing

One of the first lessons I learned from going on three dates a week is that it all comes down to timing. Not just time like getting ready for a relationship or marriage, but also when it comes to juggling time between school, work, family, travel, and many other factors.

This is why I am obsessed with email marketing. Email marketing sounds boring and old, but it takes advantage of one key thing: catching people at the right time. This is why weekly email blasts are so powerful.

Someone not interested today might be ready to buy six months from now. You just have to be constant and catch them at the right time. Because of this information, I have spent a lot of time learning how I can maximize email marketing within my business. Once I get the hang of email marketing, I’ll start looking into other advanced methods of retargeting.

2. Not everyone is interested

In the last year, I was able to meet over 3000 people individually (both guys and girls) due to my goal of meeting two new people every day. This includes learning their name and talking to them for at least 2-3 minutes.

After interacting with so many people in my age range, I quickly learned that not everyone is going to like me. When it comes to finding people you’re compatible with, you have to play the numbers game until you find someone you like.

I realized that everything becomes easier when you find people who really like you for who you are. This is not only true with dating, but with just about everything else, including sales. All of my best clients came from people who were genuinely interested in what I had to offer. Some of them required a back push to help them make the jump, but they were interested.

Related: 6 Tried and Tested Methods to Improve Your Sales Skills

3. How to ask good questions

One thing dating has taught me is how to ask good questions. Icebreaker questions are nice, but after going on 100+ dates in the last year, you start to crave deeper, more meaningful interactions.

You want to understand people’s past and how it shaped them into the people they are today. You want to understand their thought process, how they handle conflict, etc. He slowly begins to appreciate the internal more than the external.

To discover inner attributes, you must learn to ask good questions and become a good listener. All my first dates are meaningful dates in coffee shops where we learn about each other’s life stories. Some of the questions I love to ask are:

  • Why did your last relationship end, what did you learn from it? How has it made you the person you are today?

  • What are the red/green flags you look for when dating?

  • How is your relationship with your family?

  • What is your defining moment?

  • What are your obstacles?

  • How do they handle conflicts?

Learning to take the time to understand someone and to ask the right questions has really helped me improve my sales skills exponentially. It allowed me to understand the customer’s pain point and provide them with the best solution that will fix their problem.

Related: The 3 Most Important Skills in Sales

As someone who has never dated before, going on three dates a week for the past year has taught me a lot. Not only did I develop a lot of relationship building skills, but I was also able to greatly improve my sales and social skills as a bonus.

However, I do not recommend going on three dates a week. It’s emotionally and financially draining, but luckily I was able to learn a lot from it. What you should do is try to meet new people as often as you can. Doing so will teach you the importance of timing, help you understand and accept that not everyone is interested, and allow you to ask better questions as your selling skills improve.

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