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IAM2055 – CEO Empowers Travel Organizers by Simplifying Booking Platform

Podcast Interview with Darrien Watson

In this episode, we have Darrien Watson, the CEO of Squadtrip, as he delves into his entrepreneurial journey and the creation of his travel tech company.

Darrien shares how Squadtrip was born out of personal frustration with organizing trips for friends, leading to the development of a platform designed to simplify the process for both casual and professional travel organizers.

With 1.5 million in funding and over 7 million in travel sales under his belt, Darrien discusses how Squadtrip supports community building and meaningful connections through travel, offering a robust suite of tools for travel organizers to expand their businesses.

The platform aims to make trip planning accessible to all by providing an easy-to-use interface and dedicated support.

Darrien also emphasizes the importance of being passionate about one's work and adapting to the market's needs to achieve success.


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Darrien Watson Teaser 00:00

The way the platform is built out. It's easy to use and there's a step-by-step trip builder. So if you haven't thought about some of these steps.

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Based on how you interact with the platform, we're going to help you and our team beyond the software is there and able and willing to help you out.

Intro 00:20

Are you ready to hear business stories and learn effective ways to build relationships, generate sales, and level up your business from awesome CEOs, entrepreneurs, and founders without listening to a long, long, long interview?

If so, you've come to the right place. Gresh values your time and is ready to share with you the valuable info you're in search of. This is the I Am CEO podcast.

Gresham Harkless 00:48

Hello. Hello. Hello. This is Gresh from the I Am CEO podcast. And I have a very special guest on the show today. I have Darrien Watson. Darrien, excited to have you on the show.

Darrien Watson 00:56

I'm excited to be here.

Gresham Harkless 00:58

Yes, absolutely. And you're doing so many awesome things. So before I jumped in, I want to read a little bit more about Darrien. So you can hear about some of those awesome things.

Darrien, travel tech innovator and the dynamic CEO of Travel Squad Trip has a dedicated mission to foster community and meaningful connections through travel experiences. With a remarkable record, Darrien has successfully secured 1. 5 million in funding generated over 7 million in travel sales and expertly facilitated 6, 000 trips.

And in 2022 funded, he founded Squad Trip, an automated booking platform designed to empower travel organizers by providing a robust site of professional tools, enabling them to expand and flourish within their businesses.

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His achievements speak volumes in the travel technology and commerce space. And I congratulate him a little bit earlier on his recent marriage and super excited that he's been able to celebrate and achieve that, but he's a serial entrepreneur. I'm going to call him. And he has a really cool story, I was listening on how and why he started Squadtrip.

Which I'm sure we're going to dive into. But one of the things that he said that really stuck with me in one of the interviews is said, you have to be clear and steadfast with the vision, but flexible with the details.

And I think so many times when we have dreams and aspirations, we get stuck on the how instead of the why. And I love that you're really stuck on that.

So Darrien, excited to have you on the show. Are you ready to speak to the I Am CEO community?

Darrien Watson 02:19


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