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Digital Social Hour

Digital Hustle Secrets from a Top Creator | Jenna Lee DSH #1313

Thu, 10 Apr 2025 13:00:00 -0000

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Unlock the ultimate secrets to thriving in the digital hustle with top creator Jenna Lee! πŸ“ˆ On this episode of the Digital Social Hour Podcast with Sean Kelly, Jenna spills the tea on her nine-year journey as an OG content creator, her groundbreaking strategies for building confidence, and how she turned challenge after challenge into millions. πŸ’‘ From navigating the stigma of her industry to balancing safety, mental health, and independence, Jenna’s insights are as real as they get. Discover how she carved her own path, why confidence is the ultimate game-changer for anyone, and her take on dating, relationships, and redefining success in today’s world. 🌍 Whether you’re looking for motivation, tips for creating passive income, or just an honest conversation about life in the digital age, this episode has it all. Don’t miss out! Tune in now and join the conversation. πŸ™Œ Watch now and subscribe for more insider secrets. πŸ“Ί Hit that subscribe button and stay tuned for more eye-opening stories on the Digital Social Hour with Sean Kelly! πŸš€ CHAPTERS: 00:00 - Intro 00:29 - Jenna Lee on OnlyFans 04:51 - Women Using OnlyFans Statistics 06:36 - Defining Too Much Money 10:00 - Lumati Red Product 11:32 - Fan Meetups Experience 12:40 - Anxiety and Agoraphobia Discussion 18:00 - Getting Married Insights 19:44 - Elon Musk and Andrew Tate Discussion 22:06 - Overcoming TikTok Brain 23:30 - Mom's Reaction to OnlyFans 26:25 - Understanding Property Taxes 29:30 - Quitting for Money Considerations 30:28 - Weirdest Fan Request Stories 31:46 - Million Dollar Offer Discussion 34:44 - Interest in Feet Explained 36:38 - Dating a Vegan Perspective 40:49 - Andrew Tate Insights 41:40 - Virginity Statistics for Men Under 25 43:30 - Do Women Prefer Short Guys? 45:00 - Dealing with Hate Online 48:04 - Finding Jenna Lee Online APPLY TO BE ON THE PODCAST: https://www.digitalsocialhour.com/application BUSINESS INQUIRIES/SPONSORS: [email protected] GUEST: Jenna Lee https://www.instagram.com/jennalee SPONSORS: PROLON: http://prolonlife.com/DSH LUMATI: https://www.lumati.com/dsh LISTEN ON: Apple Podcasts: https://podcasts.apple.com/us/podcast/digital-social-hour/id1676846015 Spotify: https://open.spotify.com/show/5Jn7LXarRlI8Hc0GtTn759 Sean Kelly Instagram: https://www.instagram.com/seanmikekelly/ #socialmediamarketing #digitalmarketing #contentcreation #contentmarketing #mentalhealthawareness

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Chapter 1: Why did Jenna Lee start her OnlyFans journey?

31.505 - 50.223 Host

Thank you so much for having me. I'm excited to be here. Yeah, it's going to be an interesting one. You've been busy lately? I'm always busy. I'm an OG OF girl. How long you been in the... Well, since the inception, 2016. Wow. Yeah. That's the longest I've heard, actually. It's the longest that's possible. What sold you on it so quick? Because a lot of girls I felt like joined late.

0

50.922 - 73.535 Host

Right, because they were about the money. When COVID hit, they just wanted to make a quick buck. I pretty much graduated from college and got a nine to five and had never been more depressed in my entire life. I worked in an office full of men. Some of the men were even younger than me and they were getting promotions. And one of the VPs was making like hundreds of thousands of dollars a year.

0

73.595 - 93.02 Host

And he was literally 20 years old. And I was like, it was so misogynistic in there. I was like, I'm never going to get a promotion here. So why don't I just go take their money elsewhere? You know what I mean? So that's when I thought I could do this. And it just like popped off immediately when I joined. Damn. Because I didn't know if they had the user base back then.

0

93.3 - 118.168 Host

So I did, because before OnlyFans, that was actually a different platform that I was on called Findro, a super old platform. And I had built a fan base on there in 2014. So for two years, I was accumulating fans. So when OF dropped, I just shifted them all over. Got it. And back then, was the stigma as bad as it is now? Worse. It was worse. Oh, it was worse, yeah. But back then I treated it.

0

118.188 - 120.568 Host

Do you remember Tumblr? Yeah, I never used it, but I know.

120.608 - 142.657 Host

It used to be just me like with my coffee, very like wasn't even showing any nudes. So people thought I was really shy and I was. I kind of grew up with them. So I wasn't even doing nudes for like two years straight. So when I even like dropped a nip slip, the first nip slip I dropped, boom, I made like 20K that day. What? So I was like, what if I drop both nips out? Would that be 40K?

143.097 - 146.098 Host

And then it just escalated from there. I feel like that's how it progresses.

146.849 - 164.875 Host

Some girls like start out and go full throttle immediately. And that's just the wrong play. You're going to be full of regret and you're not going to leave anything to the imagination. So my entire business model was leave as much to the imagination as possible. And I was really able to like harness that and monetize it that way. What stage are you at now? Are you doing full on?

165.035 - 172.598 Host

I'm not at full throttle yet. I got that in my back pocket still for a rainy day. Okay. Uh-huh. Wow. And it's been nine years. So you're really holding out.

Chapter 6: Why is confidence crucial for success in content creation?

21.161 - 45.298 Host

Really? Oh, yeah. Okay, guys, in Austin with an OF content creator, Jenna Lee. Thanks for hopping on today. Thank you so much for having me. I'm excited to be here. Yeah, it's going to be an interesting one. You've been busy lately? I'm always busy. I'm an OG OF girl. How long you been in the... Well, since the inception, 2016. Wow. Yeah. That's the longest I've heard, actually.

0

45.718 - 50.223 Host

It's the longest that's possible. What sold you on it so quick? Because a lot of girls I felt like joined late.

0

50.922 - 73.535 Host

Right, because they were about the money. When COVID hit, they just wanted to make a quick buck. I pretty much graduated from college and got a nine to five and had never been more depressed in my entire life. I worked in an office full of men. Some of the men were even younger than me and they were getting promotions. And one of the VPs was making like hundreds of thousands of dollars a year.

0

73.595 - 93.02 Host

And he was literally 20 years old. And I was like, it was so misogynistic in there. I was like, I'm never going to get a promotion here. So why don't I just go take their money elsewhere? You know what I mean? So that's when I thought I could do this. And it just like popped off immediately when I joined. Damn. Because I didn't know if they had the user base back then.

0

93.3 - 118.168 Host

So I did, because before OnlyFans, that was actually a different platform that I was on called Findro, a super old platform. And I had built a fan base on there in 2014. So for two years, I was accumulating fans. So when OF dropped, I just shifted them all over. Got it. And back then, was the stigma as bad as it is now? Worse. It was worse. Oh, it was worse, yeah. But back then I treated it.

118.188 - 120.568 Host

Do you remember Tumblr? Yeah, I never used it, but I know.

120.608 - 142.657 Host

It used to be just me like with my coffee, very like wasn't even showing any nudes. So people thought I was really shy and I was. I kind of grew up with them. So I wasn't even doing nudes for like two years straight. So when I even like dropped a nip slip, the first nip slip I dropped, boom, I made like 20K that day. What? So I was like, what if I drop both nips out? Would that be 40K?

143.097 - 146.098 Host

And then it just escalated from there. I feel like that's how it progresses.

146.849 - 164.875 Host

Some girls like start out and go full throttle immediately. And that's just the wrong play. You're going to be full of regret and you're not going to leave anything to the imagination. So my entire business model was leave as much to the imagination as possible. And I was really able to like harness that and monetize it that way. What stage are you at now? Are you doing full on?

Chapter 7: How has Jenna Lee's career impacted her views on relationships?

Chapter 8: What are Jenna Lee's strategies for building confidence and independence?

1012.623 - 1028.371 Host

I know I have everything I need to do done that I could just literally throw it away and like everything's fine. That's solid. Yeah, I'm at about eight, nine hours a day, which is pretty crazy. That's like almost the whole day you're up. Yeah, mine's seven. I've never heard of anybody higher than mine. Well, I'm working though. So that's my excuse.

0

1028.511 - 1047.3 Host

No, me too. Yeah, I'm not. Well, scrolling is work. I have to keep up with the trends. No, scrolling's work for us because I'm looking for guests. I'm looking for trending topics. Yeah, if you don't scroll on your phone all day, don't you start itching? Yeah, no, I literally- I'm like fiending to scroll a little bit. I'm like refreshing Twitter. I'm refreshing TikTok.

0

1047.42 - 1061.782 Host

Yeah, Twitter's been down today and I'm like- Oh, it's down today? I'm like, damn, Twitter's my favorite right now. My Twitter is all just, like, people fucking, and I don't know how to get off the algorithm. Oh, I can't get rid of that on my Twitter. How do I get that off my algorithm? You have to start liking other shit. I know. Yeah.

0

1061.902 - 1077.993 Host

Yeah, but I have to post my sexy shit, so it never gets on what I actually want it to be. Yeah, because they let you post whatever on Twitter. Yeah. I don't get that side of Twitter at all. Well, you're not posting your butt cheeks, so I don't imagine you would. I mean, what would happen if you did?

0

1078.874 - 1101.184 Host

I'd make a lot of money, but it wouldn't be worth it. I'm about to get married. She'd be pissed. Oh. Oh, is she cool with you? What's that dynamic like? She's super private. Yeah. Yeah. So like people don't even know. But yeah, I've been dating her for eight years. Really? Yeah. And you're going to get married? Yeah, this year. I never thought I was against it. You were against marriage?

1101.405 - 1115.828 Host

Well, as a guy, like when you have a lot of money and like fame, there's a lot of downsides to getting married. Well, as a girl with a lot of money, there's also a lot of guys targeting me. Yeah, it's not even a sex thing. It's just like if you have a lot of assets. Isn't it funny how it turns into a guy thing though? Well, people assume, yeah.

1115.868 - 1133.445 Host

It's really interesting like being a woman that makes millions of dollars. Yeah. Like when you go to date, it's just kind of like every woman that I know that makes millions of dollars, if you're watching your favorite IG girl, Her man is the one filming her. They all are in relationships.

1133.605 - 1150.002 Host

And all of these men do nothing but support their women and shoot their content and like mooch off of their women. But they work for them. Yeah. Which it is work. It is work. But it's like the women is the woman is always the breadwinner. And then their man is kind of like following them around. I don't think I could do that.

1151.559 - 1167.963 Host

It doesn't get my pussy wet. I'll just do that. But it's like a successful man in my tax bracket doesn't want anything to do with me because of what I do for work. So that's another reason I'm single. It's like a catch-22. It is a catch-22. I heard women that make a ton of money struggle dating, not even just in your industry.

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