You want to start freelancing. Maybe virtual assistant jobs from home, remote customer service representative gigs, graphic design or video editing, whatever freelance work online pays the rent. But Instagram’s a mess. Everyone’s selling something. YouTube’s algorithm feeds you the same recycled content. TikTok’s just people pointing at text. So, who actually knows their stuff? We spent days filtering through the noise so you don’t have to. These 10 creators don’t just speak theory. They’re doing it, messing up, adjusting, and showing receipts. Right now 1.57 billion people worldwide freelance, and over 70 million Americans are part of the gig economy. Companies went hard on remote work after 2020, which exploded demand for virtual assistant jobs from home and remote customer service roles. Want more options? FeedSpot updates their directories constantly with hundreds of other creators worth your time.
Best Freelance Gurus Online
1. Preston Lee & Clay Mosley – Freelance to Founder Podcast
Most freelance podcasts bring on a guest who made it big and tells their hero story. Preston and Clay threw that out. Their show’s a coaching hotline where real freelancers call in terrified: “I need to raise rates but I’ll lose everyone,” “Clients ghost me after the first project,” “I’m either drowning in work or broke.” These guys don’t soft-pedal anything. They both sold businesses that cleared six and seven figures. When they break down pricing or positioning, it’s stuff they tested on their own money. Episodes run 20 minutes. Short enough you won’t zone out, long enough to get real tactics. One episode walks through raising rates without torching your client list. That’s the exact fear that keeps people stuck at 2022 prices. If you’re charging the same rate you did two years ago, start here.
2. Steve Folland – Being Freelance Podcast
Steve Folland doesn’t want the Instagram version of your story. He’s done 300+ episodes with designers, writers, photographers, developers, all kinds of people and he goes straight for the messy bits. The pivots that didn’t work. The month you almost gave up. The accident that saved your business. Freelancing’s isolating. You’re sitting there at 2pm on a Wednesday wondering if everyone else figured out the secret and you’re the only one faking it. Steve’s podcast proves that’s not true. Everyone’s winging parts of it. Episodes hit 47 minutes, like sitting with someone who’s actually been through it. Steve talks about boundaries with clients who want everything for nothing, staying sane when the work’s either too much or non-existent, and building a life that doesn’t destroy you. If you’re burning out or feeling alone in this, his show helps. Head over to FeedSpot’s directory of freelance podcasts if you want more voices like his.
3. Latasha James – Freelance Friday Podcast
Latasha James moves fast and skips the fluff. Her weekly show mixes tactical solo episodes with guests who actually cracked the code. What separates Latasha is she’s focused on 2025’s reality: one-off projects won’t get you there. She teaches packaging services as retainers, launching digital products, and setting up multiple income streams so you’re not just trading time for money forever. This isn’t old-school freelancing where you grind until you break. It’s modern, systematic, built for efficiency. Episodes run 28 minutes, perfect for your drive or lunch break. Her show pulls a 5.0 on Apple Podcasts, which doesn’t happen unless you’re consistently delivering. If you’re stuck in the hourly rate trap and ready to build something that scales, Latasha’s got the framework.
4. Jamie Brindle – @thejamiebrindle
Jamie Brindle sits at 250K followers on Instagram, which matters in freelancing because people actually listen. But Jamie’s different from the “believe in yourself” accounts that post nothing useful. He gets specific. Real positioning statements. Actual contract clauses. Case studies showing freelancers who doubled income. His carousels and Reels deliver these compact lessons that stick. If you’re just starting at first VA client, or side hustle you’re testing, Jamie talks to you like a normal person. He shares the ugly parts too, the mistakes and detours, which is why people trust him. Following Jamie means daily micro-doses of tactical stuff that compounds over months into real growth.
5. Alex Cattoni – Copywriting & Freelance Business
Alex Cattoni built a YouTube channel past 400K subscribers by hammering one idea: words equal money. She teaches copywriting, which is probably the highest-demand freelance skill right now. Good copywriters clear six figures easy. Alex’s videos show you how to command premium rates by nailing positioning and client communication. She’s not guessing. She built a seven-figure practice and walks you through her exact playbook. Her Instagram’s at 207.5K, and followers watch her demonstrate these ideas in real time. If you’re tired of racing to the bottom on price and want clients who actually value you, Alex’s philosophy changes things. She uploads weekly, and her long videos let you dig deep into positioning, sales pages, and the psychology behind why people pay what they pay. She was crowned 2022 Marketer of the Year, which isn’t hype, it’s track record.
6. Anna Konchar – @the.freelance.coach
Anna Konchar’s pitch is unusual. She makes six figures freelancing 3-5 hours per week while raising three kids. Her 48K Instagram followers aren’t looking for hustle porn. They want proof you can earn well without obliterating your life. Anna walks through how to cut busywork, set up systems and templates, and find clients who pay for results instead of hours. Burnout’s still the top reason people bail on freelancing in 2025. Anna’s approach of work smarter, not harder, build your business around your life speaks directly to that. Her free trainings and courses reach tens of thousands who need permission to prioritize lifestyle over grind. If you left corporate or you’re a parent desperate for flexibility, Anna shows it’s not just doable, it’s the point.
7. Delilah Bell – Remote Work Job Search
Delilah Bell posts every single day on YouTube to 273K subscribers about landing remote work like VA roles, customer service jobs, all of it. The VA market’s headed toward $44.25 billion by 2027, but most job seekers don’t know where to look or how to stand out. Delilah vets listings, calls out scams, and walks through applications step by step. Her HR background means she knows what hiring managers actually care about. Subscribers love the consistency (every weekday), straightforward style, and zero-BS approach. She’s answering the real question: “How do I actually get this job?” If you’re hunting or switching to remote, her channel’s not optional.
8. Suzy Crawford – @itssuzycrawford
Suzy Crawford runs “Freelancer to CEO” and the AI Agency Suite for freelancers who want to scale past solo work. With 34.5K on Instagram and a solid YouTube presence, Suzy bridges solo freelancing and building systems that pull $20K+ monthly retainers. Her background: ex-marketing manager at Google, now running seven-figure businesses independently. Suzy pushes against the “stay small and scrappy” advice that dominates freelance spaces. She teaches positioning, packaging high-ticket services, and the mindset shifts to lead instead of just execute. If you’re ambitious but stuck on how to scale, Suzy gives you frameworks, case studies, and actual numbers. The tactics and the emotional validation that bigger is possible. Her AI focus addresses 2025’s shift. Freelancers using AI tools are winning the pricing game.
9. Emma Cossey – The Freelancer’s Teabreak Podcast
Emma Cossey’s format is smart. 11-minute episodes with real value. Perfect 5.0 on Apple. You get what you need in a coffee break. Emma’s an ADHD freelancer who understands neurodivergent workers, so her content tackles executive dysfunction, boundaries, and sustainable rhythms. Most freelance advice ignores mental health until you’ve already crashed. Emma leads with the human side. Her tech background also means she covers automation and productivity systems that actually work with how your brain operates. Following Emma gives you practical permission (“you don’t need to reply at 11pm”) plus tactics that respect your neurobiology. If you need advice that acknowledges the human part of remote work, Emma’s essential.
10. Thad Cox – @mrthadcox
Thad Cox brings depth to freelancing talk. His 14K Instagram followers engage because Thad asks why you’re doing this, not just how. His podcast and social presence explore where joy, profit, and purpose meet for creative workers. While everyone else obsesses over income optimization, Thad emphasizes alignment between work and values. He teaches that solving real client problems while maintaining sustainable margins is the goal, not some compromise. This resonates with mature freelancers tired of productivity theatre who want fulfilment with revenue. His “Exchanging Ideas with Thad Cox” podcast features conversations with creators and entrepreneurs who question conventional thinking. If you’re wrestling with whether your freelance path is “enough,” Thad reassures you profitability and purpose don’t have to fight.
Your Freelance Journey Starts Here
These creators genuinely care about your success. They’ve reached millions of freelancers collectively and proven sustainable, high-income independent work is real, if you learn from people who’ve actually done it.
Want more? Check out FeedSpot’s full directories with hundreds of the best Freelance Podcasts, Freelance Influencers, Side Hustle YouTubers, Solopreneur YouTubers, Work From Home YouTubers, Work From Home Blogs. Everything from virtual assistant job guides to remote customer service interviews to every niche of freelance work you can imagine. Whether you’re starting your first gig or scaling to six figures, the community supporting your success is bigger than you think. Start following today.