4.8 • 3.3K Ratings
🗓️ 12 May 2025
⏱️ 6 minutes
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In this week’s First $1,000 story, learn how a personal touch and organized virtual events enabled one community manager to surpass the $1,000 mark while fostering a supportive space for solopreneurs.
Side Hustle School features a new episode EVERY DAY, featuring detailed case studies of people who earn extra money without quitting their job. This year, the show includes free guided lessons and listener Q&A several days each week.
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0:00.0 | Lemonada. A community host boosts engagement and retention. And she also gets paid for it, of course. |
0:16.1 | Welcome to Side Uswell School. My name's Chris Gillebeau. In this week's first $1,000 story, |
0:20.6 | you're going to learn how a personal touch with organized virtual events enabled one community manager to surpass this $1,000 mark while fostering a supportive space for solopreneurs. What am I talking about? I'm talking about the story of Ariel. She had an idea, well, she has been hosting online events. |
0:39.5 | She's all about building community, responding to comments, getting people talking about |
0:44.4 | different topics and so on. And she turns this into a business. She was an administrative |
0:48.7 | of assistant. And then she decided to kind of strike out on her own with this side hustle. |
0:53.5 | And she goes on to earn a lot more than $1,000. |
0:55.7 | But in this feature, we focus on how someone goes from idea to income, how they in fact get going. |
1:01.8 | So without further ado, let's let Ariel tell us the story. |
1:05.2 | I'll come back at the end with a few words of wrap up. |
1:23.3 | I'm Lena, and my side hustle revolves around hosting an online community for aspiring entrepreneurs. |
1:24.6 | Before this, I worked as an administrative assistant at a startup accelerator, where I watched |
1:29.3 | how founders thrived when they had constant peer support. But I also saw how easily they felt |
1:35.2 | isolated once a program ended. Around that time, a friend asked if I could help manage an online |
1:40.6 | membership group she was starting for solopreneurs. The pay was low, but I jumped in, excited by the prospect of helping people feel more connected. |
1:49.2 | I was invited to moderate a Slack community, welcome new members, and handle basic customer |
1:54.0 | support, like lost passwords or billing questions for the monthly membership. |
1:58.8 | I also hosted weekly virtual check-ins where folks shared |
2:02.1 | progress updates and asked for feedback. Since the community had fewer than 30 people at |
2:07.1 | first, it felt manageable. But soon, more entrepreneurs joined through word of mouth. I quickly |
2:13.2 | found myself organizing live workshops, coordinating guest speakers, and even mediating occasional |
2:19.2 | disagreements in the chat. Every time a new member joined, I messaged them personally. |
... |
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