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Strawberry Letter

Follow Your Passion: He followed his path and not his parents and launched his business idea in his dorm room.

Strawberry Letter

iHeartPodcasts

Relationships, Society & Culture

4.51.7K Ratings

🗓️ 27 January 2026

⏱️ 25 minutes

🧾️ Download transcript

Summary

Two-time Emmy and Three-time NAACP Image Award-winning, television Executive Producer Rushion McDonald interviewed Ryan Wilson. 


Purpose of the Interview

The interview aimed to:

  • Highlight Ryan Wilson’s entrepreneurial journey as co-founder and CEO of The Gathering Spot (TGS).
  • Showcase how TGS fosters collaboration, networking, and empowerment for African Americans and minorities.
  • Discuss business growth strategies, fintech integration, and community building.
  • Promote the Atlanta Business League’s 90th anniversary and its role in supporting Black-owned businesses.

Key Takeaways

  1. Vision and Persistence

    • TGS was conceptualized in 2013 and launched in 2016 after years of planning.
    • Ryan faced 97 rejections before securing the first investor for \$3M in funding.
    • Quote: “We really were seeing something that the market couldn’t see.”
  2. Atlanta as the Hub

    • Chose Atlanta for its culture, leadership, and creative ecosystem.
    • Quote: “Atlanta is an incredibly special place… what we export more than anything else is our culture.”
  3. Community and Networking

    • TGS offers event spaces, dining, and workspaces designed to celebrate Black culture.
    • Membership spans ages 21 to 91, emphasizing connection across industries.
    • Quote: “My job each and every day is to try to figure out how to introduce people that ordinarily would not have met one another.”
  4. Fintech and Financial Empowerment

    • TGS integrates financial technology solutions to improve community financial health.
    • Quote: “We realized that we didn’t actually have the tool… we could talk about money, but we needed the ability to bank and provide resources.”
  5. Atlanta Business League Leadership

    • Ryan serves as Chair of ABL, advocating for Black-owned businesses.
    • Focus on growth, partnerships, and practical advice through programs and panels.
    • Quote: “Do you really want to win or look good losing?” (on DEI challenges)
  6. Expansion

    • Physical locations: Atlanta, Washington D.C., Los Angeles.
    • Connected cities: New York, Chicago, Detroit, Houston, Charlotte.

Notable Quotes

  • “I didn’t want to have any regrets about not trying.”
  • “We need to have a place where we feel comfortable.”
  • “It’s in everybody’s interest that Black-owned businesses grow and scale.”

#BEST

#SHMS

#STRAW

See omnystudio.com/listener for privacy information.

Transcript

Click on a timestamp to play from that location

0:00.0

This is an IHeart podcast.

0:02.6

Guaranteed Human.

0:04.6

Hi, I'm Roshan McDonnell.

0:06.4

I host a weekly Money Making Conversation Masterclass show.

0:09.3

The interviews and information that this show provides are for everyone.

0:12.8

It's time to stop reading other people's success stories and start living your own.

0:17.3

If you want to be a guest on my show, please visit our website, Moneymakingconversations.com,

0:23.4

and click the be a guest button. Press submit and the information will come directly to me.

0:28.6

Now let's get this show started. My guest on Money Making Conversation Masterclass is Ryan Wilson.

0:34.2

He's the co-founded and CEO of the Gathering Spot, a private membership network

0:38.9

that serves as a hub for collaboration and business connections for African Americans and minority.

0:44.9

The Gathering Spot opened in Atlanta in 2016 and has expanded nationally,

0:50.1

creating the most significant fintech and community platform for blacks and minorities with a

0:55.2

combined, collaborating business community of over one million people. Please welcome the money-making

1:00.6

Conversation Masterclass, Ryan Wilson. How you doing, Ryan? I'm doing well. Thanks for having me.

1:05.6

Tell us about the gathering spot, 2016. I had to start before that with a dream, with an idea. Who pushed

1:12.4

that idea and how did it happen? So it did start before 2016. I like to say that a lot of

1:18.8

times folks think that businesses start overnight, but our process was truly at night.

1:23.6

I started writing about TGS in 2013. And my plan growing up was to be an attorney. So I was in law

1:29.5

school in D.C. and came up with the idea to really rethink or reimagine the private city

1:35.5

club experience. Sent the idea to my college roommate. And we worked for about three years before the

1:40.9

first gatherings brought open in March of 2016. Now, that sounded really simple, Ryan. Okay. You know, you, you, you, you, you, you, you, yeah, you, you, you, you, you, you, you, you, you, yeah, all of a sudden, it happened. Because we know it didn't happen, because people push back on great ideas, especially when it's not normal, especially when it's not part of a community that that experience

...

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