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Most people hire help too early, delegate the wrong things, and wonder why they're somehow busier than before. I've made every one of those mistakes - so this episode is the conversation I wish I'd heard back when I was hiring my first team members.
This one's a little different. My friend Sarah Noked, founder of OBM School, had me on her OBM Show to talk about the client side of a long-term OBM relationship: what actually happens after the honeymoon phase, after the first launch together, after you've handed over real ownership. I've worked with my online business manager, Cortni, for almost eight years now, and I loved the conversation so much I wanted to bring it here to Work Less, Earn More.
We get into when you're truly ready to hire an OBM (hint: it's not a revenue number), the difference between hiring help and hiring leadership, and why more time won't save you if nothing in your business is working yet.
In this episode, I cover:
Resources:
Work with Gillian Perkins:
Is your online business making as much as you hoped it would?
If not, listen to my free private podcast series:
👉 Stuck at Zero: Why Your Online Business Isn’t Making Any Money (And What to Do About It)
🔗 https://gillianperkins.com/stuck
Most people who are trying to grow their audience aren't failing because they're lazy or untalented. They're failing because of a handful of very specific, very fixable mistakes. In this episode, I break down the five most common ones — and I'll be honest, I've made most of them myself.
Whether you're building on YouTube, podcasting, Instagram, or a blog, these patterns show up the same way. And once you can see them, you can fix them.
In This Episode, I Cover:
Work with Gillian Perkins:
Learn “The $100K Method” with our free audio course - https://www.gillianperkins.com/100k-method-signup
In today's episode, I’m sharing a conversation with content strategist Jana Osofsky all about how to simplify your content marketing strategy while increasing conversions. Jana explains her “capsule blog library” approach — a system built around creating a small collection of intentional, evergreen content that helps your audience feel ready to buy. We discuss why repetition matters more than constantly creating new content, how to repurpose long-form content effectively, and why blogging can still be one of the most powerful low-lift marketing tools for digital entrepreneurs.
Listen to the full episode to hear:
Want to quit your job in the next 6-12 months with passive income from selling digital products online?
Check out Startup Society:
https://startupsociety.com
Have you already started your business, but it isn’t generating consistent income?
Schedule a free, 30-minute strategy session with our team to get unstuck!
https://gillianperkins.as.me/?appointmentType=57013246
FREE Resources to Grow Your Online Business:
Work with Gillian Perkins:
Is your online business making as much as you hoped it would?
If not, listen to my free private podcast series:
👉 Stuck at Zero: Why Your Online Business Isn’t Making Any Money (And What to Do About It)
🔗 https://gillianperkins.com/stuck
Want to grow your business without a massive personal brand or a big ad budget? Chandler Bolt did it — to the tune of $75 million — and in this episode, he breaks down exactly how.
Chandler is the founder of Self-Publishing School, which has helped over 7,000 authors publish their books and has done over $75M in gross revenue. His secret? Books and partnerships. In this conversation, he shares the full strategy — including how one book has generated $7 million in the last 12 months alone.
Listen to the full episode to hear:
Work with Gillian Perkins:
Learn “The $100K Method” with our free audio course - https://www.gillianperkins.com/100k-method-signup
Is your online business making as much as you hoped it would?
If not, listen to my free private podcast series:
👉 Stuck at Zero: Why Your Online Business Isn’t Making Any Money (And What to Do About It)
🔗 https://gillianperkins.com/stuck
If you've built any kind of following on Instagram — even a small one — you've probably noticed the same pattern: people like your posts, watch your stories, maybe even comment. But when it comes time to sell? Crickets. In this episode, I explain exactly why that's happening and share the strategy I use to bridge the gap between Instagram engagement and actual revenue.
In This Episode, I Cover:
Want to get more out of your Instagram following? Get 30 days of ManyChat free → https://manychat.com/creators?utm_source=influencer&utm_medium=cold&utm_campaign=GillianPerkins&utm_content=YT — use code GILLIANPERKINS at checkout.
Work with Gillian Perkins:
Learn “The $100K Method” with our free audio course - https://www.gillianperkins.com/100k-method-signup
Is your online business making as much as you hoped it would?
If not, listen to my free private podcast series:
👉 Stuck at Zero: Why Your Online Business Isn’t Making Any Money (And What to Do About It)
🔗 https://gillianperkins.com/stuck
In today's episode, I’m breaking down the best free and affordable online course platforms in 2026. Teachable used to be the clear winner for new course creators, but with its free plan gone and prices rising, it’s time to look at better options — especially if you’re trying to launch lean.
Listen to the full episode to hear:
Work with Gillian Perkins:
Learn “The $100K Method” with our free audio course - https://www.gillianperkins.com/100k-method-signup
Is your online business making as much as you hoped it would?
If not, listen to my free private podcast series👉 Stuck at Zero: Why Your Online Business Isn’t Making Any Money (And What to Do About It)
🔗 https://gillianperkins.com/stuck
In today's episode, I’m sharing the one simple thing you should do right now if you dream of starting your own business someday. Even if you’re months or years away from launching, getting your email list set up today can give you a huge advantage and make growing your business so much easier when the time comes.
Listen to the full episode to hear:
Work with Gillian Perkins:
Learn “The $100K Method” with our free audio course - https://www.gillianperkins.com/100k-method-signup
YouTube has changed more in the past year than in any year before it — and it's mostly because of AI. Not just creators using AI to make content, but YouTube itself using AI to power the algorithm. That means a lot of the advice you've been following? It's already outdated.
In this episode, I'm breaking down the 7 biggest shifts happening on YouTube right now and exactly how to adjust your strategy so you can grow your channel — even if you're starting from scratch.
Here's the thing: yes, there are more creators on the platform than ever. But there are also more viewers than ever. And if you know how to work with the new algorithm, this might actually be the best time to grow.
In This Episode, I Cover:
Supercharge Your YouTube Strategy:
Watch my free one-hour masterclass on how the YouTube algorithm works and how to build a channel strategy that gets results: https://creatorfasttrack.com/workshop-registration
Connect with Gillian:
Enjoying the show? Screenshot this episode, share it to your Instagram Stories, and tag @gillianzperkins — it helps more entrepreneurs find the podcast. And if you love Work Less, Earn More, leave a review on Apple Podcasts to help even more people discover it.
Until next week — stay focused and take action.
In this episode, Gillian Perkins breaks down her real-world experience trying over a dozen different online business models—sharing what worked, what didn’t, and which ones are actually worth your time today.
From affiliate marketing and dropshipping to courses, memberships, and YouTube, she walks through the pros, cons, and earning potential of each model based on years of hands-on experience—including multiple seven-figure successes and a few costly failures.
As you listen, you’ll gain clarity on which business models are best for beginners, which ones scale, and how to choose the right path based on your strengths, goals, and personality.
Ready to finally turn your business idea into real sales? Our 8-week accelerator program Validate helps students launch and earn their first revenue, and we're gearing up to run it again this spring! Put your name on the waitlist to be the first to know when enrollment opens: https://gillianperkins.com/validate
FREE Resources to Grow Your Online Business:
Want to quit your job in the next 6-18 months with passive income from selling digital products online? Check out Startup Society.
Have you already started your business, but it isn’t generating consistent income? Schedule a free, 30-minute strategy session with our team to get unstuck!
Work with Gillian Perkins:
Timestamps:
00:00 Introduction: Businesses I’ve Tried (Wins & Failures)
01:27 Affiliate Marketing (Pros, Cons, Earnings)
04:01 Coaching (High Income, Low Scalability)
06:40 Etsy (Creative but Competitive)
07:56 Dropshipping (Time-Intensive & Risky)
09:02 Courses (Scalable & Highly Profitable)
10:50 Memberships (Recurring Revenue Model)
13:17 Validate Program Mention
16:02 Print on Demand (Flexible but Quality Matters)
18:19 Freelancing (Hard to Differentiate)
20:02 Agencies (Scalable but Not for Everyone)
21:37 Shopify Stores (Powerful but Requires Marketing)
23:31 Blogging (SEO-Driven & Competitive)
26:02 YouTube (Best Growth & Revenue Driver)
27:53 Podcasting (Indirect Monetization)
29:18 Which Online Business Should You Start?
An audience is the #1 thing that will make or break your business's success... but do you have one? If not, check out this early release video (not yet available on YouTube) about the biggest reasons your audience might NOT be growing: https://gillianperkins.com/early-access/
In today's episode, I’m sharing an *interesting* conversation with entrepreneur and coach Moe Choice about rebuilding after setbacks, redefining success, and creating a business that supports the life you actually want to live. Moe opens up about his journey through multiple businesses, personal reinventions, and why he ultimately chose a simpler, freedom-focused approach to entrepreneurship over traditional hustle culture and constant scaling.
Listen to the full episode to hear:
FREE Resources to Grow Your Online Business:
Work with Gillian Perkins:
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