Work Less, Earn More

Hosted by Gillian Perkins

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Aug 2026

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About the show

Work Less, Earn More is the podcast that explores how to get the most out of every hour you work. Gillian Perkins brings more than a decade of experience as an entrepreneur and educator to help you design a business that's not only flexible and fulfilling, but highly profitable. She shares strategies that are working in her own business to save time and maximize profits. She also features interviews with successful business owners on how they’re achieving big things in their businesses with crazy-little time investment. Share Work Less, Earn More with an overworked entrepreneur you know who could use a change of pace!

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September 8, 2026Episode 34644 min

Ep 346: 3 Files That Make Your AI 10x Smarter (with Kimberly Ann Jimenez)

Everyone's using AI to make more content, but Kimberly Ann Jimenez has taken a different path - she used it to rebuild how her entire business runs, and now she does more in half the time with a smaller team than ever. Today I'm sitting down with Kimberly to talk about her AI strategies and systems. She’s the COO of The Business Lounge and a woman who's spent about a decade helping service providers, coaches, and small business owners turn their content into consistent customers. We get into how AI has shifted buyer behavior, what people still need from real humans in an AI world, and - my favorite part - exactly how she built a team of AI "thought partners" and agents that know her business, her offers, and her voice. In This Episode, We Cover: From accidental entrepreneur to CMO - how Kimberly went from a background in academia (and zero interest in business) to managing over 100 social media channels and a multi-seven-figure ad budget in corporate, then building her own company with her husband Chris Why she scaled down on purpose - how her core community grew to serve over 10,000 people, and why she moved from "really large" to a more boutique, three-tier model (community, small-group coaching, and just four one-on-one seats a year) How the buyer changed after COVID and after ChatGPT - the three waves she watched play out: wanting more one-on-one connection, growing more sophisticated, and now craving in-person, "look over my shoulder" access - plus why old-school tactics like Facebook ads are trending back in a "throwback season" Information overload vs. the age of insight - why long-form podcasts and deep content are winning, and why AI's confident-but-wrong answers are sending clients back to real experts (one client burned $1,000 on a Gemini-built Facebook ad plan before Kimberly's team fixed it) Her AI "thought partners" - how every team member has a trained Claude project (named Rosalina, Edie, Harvest) tied to a central knowledge hub in ClickUp, so the whole team stays in sync through "context handoffs" 3 files that instantly upgrade your AI - the ideal client avatar, your offers, and your goals. Keep your conversations inside one project with these three files and, in Kimberly's experience with clients, results improve by at least 50% 3 simple agents to start with - an inbox agent (turned her 2-hour email slog into 5 minutes), a podcast/content research agent (Google Trends + VidIQ), and a lead-research agent that briefs her on new leads before she reaches out Connect with Kimberly Ann Jimenez: 📺 YouTube - Kimberly Ann Jimenez: https://www.youtube.com/@KimJimenez 🎙️ The Business Lounge Podcast: https://podcasts.apple.com/us/podcast/the-business-lounge-podcast-with-kim-chris/id1207088296 📲 Instagram: @kimannjimenez Work with Gillian Perkins: 👉 Startup Society membership: https://gillianperkins.com/join-startup-society FREE Resources to Grow Your Online Business: 🎧 Free audio course - The $100K Method: https://www.gillianperkins.com/100k-method-signup 📚 Free course - Small Business 101: https://gillianperkins.com/free-training-small-business-101/ Connect with Gillian: 🌐 https://gillianperkins.com 📺 https://youtube.com/gillianperkinsonline/ 📲 Instagram: @GillianZPerkins Screenshot this episode, share to Instagram Stories, and tag @gillianzperkins - I'd love to see you listening! Until next week - stay focused and take action.

September 1, 2026Episode 34539 min

Ep 345: The 3 Questions That Make Delegation Finally Work (with Gina Cotner)

What if you could reclaim 10+ hours a week without working harder, waking up earlier, or finally finding the perfect productivity system? Grab my free 10-episode series, The $100K Method, for the systems that let me build a business that doesn't need me in every corner of it: https://www.gillianperkins.com/100k-method-signup Delegation sounds simple: hire help, hand things off, get your time back. In reality, it often creates more questions and more management, unless you build the right structure around it. This week I'm joined by Gina Cotner, founder and CEO of Athena Executive Services, one of the top US-based executive assistant agencies. Gina's spent the last decade pairing highly skilled EAs with busy founders and executives, and she doesn't just treat delegation as an outsourcing task. She teaches leaders how to build trust, transfer real ownership, and create accountability so their business runs better without them doing everything. In This Episode, I Cover: Why delegating a task doesn't automatically buy you your time back The one habit that turns a hire into a task-doer instead of a real partner Why the first 30 days with a new hire matter more than any month after The exact three questions Gina uses to hand off a project and make it truly theirs What a US-based executive assistant actually costs, and how that compares to overseas VAs and solo freelancers How to tell early whether you've hired the wrong person for the role Special Offer for Work Less, Earn More Listeners Receive 5 free hours of service added to your first full month of work with Athena Executive Services (AES) — a $275 value! Just mention this offer during your first call with them. Connect with Gina Cotner: Website: https://www.athenaexecutiveservices.com/ LinkedIn: https://www.linkedin.com/in/athenaea/ Instagram: https://www.instagram.com/aes_executive_assistants Grow Your Online Business: Free training, Small Business 101: https://gillianperkins.com/free-training-small-business-101/ The $100K Method (free 10-episode podcast series): https://www.gillianperkins.com/100k-method-signup Connect with Gillian: Website: https://gillianperkins.com Instagram: @GillianZPerkins

August 25, 2026Episode 34443 min

Ep 344: Why Your Launches Aren't Converting (and What's Actually Working in 2026) with Shannon Matson

If your launches have been underperforming, the problem probably isn't your offer — it's the strategy around it. Today I'm sitting down with Shannon Matson, founder of The Social Bungalow and former corporate VP of marketing, to talk about what's actually working in online business launches right now. Shannon has built an eight-figure business helping online entrepreneurs build a signature offer and sell it consistently. In this conversation, she breaks down the exact launch framework she's using today, why the old playbook isn't cutting it anymore, and the subtle mindset shift that makes buyers feel like they came to the decision, rather than being sold to you. In This Episode, We Cover: The Double Milestone Approach: How Shannon structures a private podcast + live event sequence to warm and pre-sell audiences before cart ever opens, and why it converts so much better than a cold webinar Intrinsic vs. extrinsic motivation: Why flipping the 80/20 ratio (less urgency, more conviction) is the key to lower refunds and higher referrals Low-ticket self-liquidating offers: How Shannon uses a paid asynchronous product between launches to build a pool of buyers (not just subscribers), and why a price tag actually increases conversion into the main offer The deposit + bonus month structure: A specific payment plan design that reduces buyer friction, increases completion rates, and builds in a natural renewal conversation The Popcorn Theory: Why most business owners quietly run out of new customers and don't notice until it's too late, and what to do about it (hint: it's not more Instagram content) Connect with Shannon Matson: Free private podcast WTF Is Happening in the Online Space : https://thesocialbungalow.com/wtf-is-happening-online Instagram: @thesocialbungalow FREE Resources to Grow Your Online Business: 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 Connect with Gillian: 🌐 https://gillianperkins.com 📺 https://youtube.com/gillianperkinsonline/ 📲 Instagram: @GillianZPerkins Screenshot this episode, share to Instagram Stories, and tag @gillianzperkins — I'd love to see you listening! Until next week — stay focused and take action.

August 18, 2026Episode 34326 min

Ep 343: How I turned one digital product into a $100K/year business

In this episode, I'm telling the full story of how one $27 live class turned into a $100,000/year business, and breaking down the exact process I'd recommend if you want to do the same with your own idea. In This Episode, I Cover: Why testing beats planning when you're picking your first product idea The exact 3-email sequence that got 50 signups with barely any audience The relaunch move that keeps momentum building instead of fading out Why raising your price sends the opposite signal of what you'd expect The 10-step framework for building a six-figure digital product from scratch Work with Gillian Perkins: Free podcast series, The $100K Method (10 episodes on building an evergreen sales funnel): https://www.gillianperkins.com/100k-method-signup FREE Resources to Grow Your Online Business: 3 Secrets to Reach 1,000 Subscribers and Get Monetized in Just 3 Months (free workshop): https://creatorfasttrack.com/workshop-registration Small Business 101 (free course): https://gillianperkins.com/free-training-small-business-101/ Connect with Gillian: Website: https://gillianperkins.com Instagram: https://www.instagram.com/gillianzperkins/ Until next week - stay focused and take action.

August 11, 2026Episode 34214 min

Ep 342: What's the Best Funnel Software? (the answer might surprise you)

Wondering which funnel platform to finally commit to - ClickFunnels, Kajabi, GoHighLevel? Before you pull out your credit card, listen to this. 👉Grab my free $100K Method audio course here: https://www.gillianperkins.com/100k-method-signup After nine years and just about every funnel setup you can imagine, I've landed somewhere that surprises most people: you almost certainly don't need funnel software at all. In this episode I walk through what a sales funnel actually is, the few tools you genuinely need to build one, and why the "convenient" all-in-one platforms usually cost you more money and more time than they save. In This Episode, I Cover: The wrong question - why "what's the best funnel software?" sends most business owners down the wrong patWhat a sales funnel actually is - the simple path every customer walks, from discovery to checkout The tools you really need - a website, email marketing, a way to host live events, and a payment processor (and that's it) The two-tool trick - why an all-in-one platform is really only replacing your website and your email software What I actually use - Squarespace, Kit, and the cheaper alternatives worth knowing about Free ways to start - the indefinite free plans on Kit and MailerLite, up to 10,000 and 2,000 subscribers The thing that actually matters - why your strategy, not your software, decides how profitable your funnel is Work with Gillian Perkins: $100K Mastermind: https://gillianperkins.com/100k-mastermind Startup Society: https://startupsociety.com FREE Resources to Grow Your Online Business: The $100K Method (free audio course): https://www.gillianperkins.com/100k-method-signup Small Business 101 (free training): https://gillianperkins.com/free-training-small-business-101/ Connect with Gillian: Website: https://gillianperkins.com Instagram: @GillianZPerkins Screenshot this episode, share it to your Instagram Stories, and tag @gillianzperkins. Until next week - stay focused and take action.

August 4, 2026Episode 34112 min

Ep 341: The 'just be consistent' advice is keeping you broke — here's why.

Work with Gillian Perkins: 👉 Apply for 1:1 coaching to grow your audience past 5,000 followers in 6 months: https://gillianperkins.com/apply-to-grow Everyone repeats the same advice: just be consistent and everything will click. I followed it for 2 years - posting as consistently as I could - and at the end of it my audience had barely grown and I wasn't making any real money. Sound familiar? In this episode I want to take the pressure off and tell you the truth about consistency. It's not that you're lazy, undisciplined, or somehow broken. It's that consistency on its own was never the thing that grows an audience. Being consistent with a strategy that isn't working just helps you waste time faster. What actually changes everything is having a strategy you're confident in - because once you believe it's going to pay off, showing up every week stops being a fight. In This Episode, I Cover: The consistency trap: why "try harder and just show up" quietly costs creators years, and how I lost 2 years to it myself The 3 most common reasons your content isn't growing: you're not actually being consistent, you're picking topics that aren't popular enough, or the quality isn't high enough yet Confidence over willpower: how belief in your strategy makes consistency almost automatic (even when you're traveling or sick) My 18-month experiment: the break I took to study YouTube like a scientist, analyzing thousands of channels to find what actually predicts growth What to do instead: stop muscling through, start experimenting, then double down on what's actually producing results Work with Gillian Perkins : 👉 Apply for 1:1 coaching to grow your audience past 5,000 followers in 6 months: https://gillianperkins.com/apply-to-grow FREE Resources to Grow Your Online Business: 🎧 Free audio course: Stuck at Zero - https://gillianperkins.com/stuck 📚 Free course: Small Business 101 - https://gillianperkins.com/free-training-small-business-101/ Connect with Gillian: 🌐 https://gillianperkins.com 📺 https://youtube.com/gillianperkinsonline/ 📲 Instagram: @GillianZPerkins

July 28, 2026Episode 34039 min

Ep 340: Why Hiring an Assistant DIDN'T WORK (But Hiring an OBM Did) with Sarah Noked

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: The real difference between hiring a VA and hiring an OBM The one sign you're actually ready to hire (it's not a revenue number) Why more help won't save a business that isn't working yet What made me pass on the cheaper candidate and never regret it How trust really gets built with an operational leader The work you should never hand off, no matter how busy you are Resources: Get matched with an accredited OBM: https://www.obmschool.com/matchmaking/ Become an accredited OBM: https://www.obmschool.com/gillian-perkins/ Find out more about Sarah: https://www.sarahnoked.com Work with Gillian Perkins: Get your online biz started with Startup Society: https://startupsociety.com The 100K Method - my free limited podcast series on building an automated sales funnel: https://www.gillianperkins.com/100k-method-signup Learn more about Gillian: https://gillianperkins.com Instagram: @GillianZPerkins

July 14, 2026Episode 33820 min

Ep 339: 3 Reasons Your Audience Isn't Growing (Biggest 2026 Audience Growth MISTAKES)

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: Poor packaging: Why the appearance of your content matters more than almost anything else, and what "packaging" actually includes beyond just design Inconsistent output: This isn't just about posting on a schedule; it's about topic, tone, and the experience people expect when they find you Doing too much: How spreading across too many platforms (or producing too much content) dilutes your results and prevents the snowball effect from ever starting Content that's too vague: Why general "success" or "mindset" content struggles to attract subscribers, and how to make your content more specific and sticky Unpopular topics: The balance between being specific and making sure there's actually an audience for what you're talking abou Work with Gillian Perkins: 👉 Build Your Audience Bootcamp (6-month program — join the waitlist!): https://gillianperkins.com/build Startup Society (membership): https://startupsociety.com $100K Mastermind: https://gillianperkins.com/100k-mastermind Learn more about Gillian: https://gillianperkins.com Instagram: @GillianZPerkins Learn “The $100K Method” with our free audio course - https://www.gillianperkins.com/100k-method-signup

July 7, 2026Episode 34140 min

Ep 338: Stop Creating New Content — Why 12 Posts Beats Publishing Forever (with Jana Osofsky)

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: Why creating 12–20 intentional blog posts can outperform constantly publishing new content How to repurpose long-form content into emails, social posts, collaborations, and sales assets The biggest mistake entrepreneurs make with content marketing — and what to focus on instead Why repetition and clear messaging help you become known for your expertise faster How creating content helps refine your offers, messaging, and overall business strategy 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: Grab our free course: Small Business 101: https://gillianperkins.com/free-training-small-business-101 Learn “The $100K Method” with our free audio course: https://www.gillianperkins.com/100k-method-signup Work with Gillian Perkins: Apply for $100K Mastermind: https://gillianperkins.com/100k-mastermind Get your online biz started with Startup Society : https://startupsociety.com Learn more about Gillian: https://gillianperkins.com Instagram: @GillianZPerkins

June 30, 2026Episode 33741 min

Ep. 337: $75 MILLION with Amazon KDP?? Here's how this guy did it. (with Chandler Bolt)

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: Why a book is the new business card — and why giving it away for free actually makes you more money, not less The 5 Ps of the 8-Figure Profit Bridge — Chandler's framework for thinking through every stage of business growth (paying customers → product market fit → profit → people → process) The $6–8M partnership playbook — how Chandler's team does 40–70 speaking events per year and runs webinars with partners to drive the majority of their revenue The 4 Ps of a bestselling book — person, pain, promise, price — and why getting clear on these before you write a single word changes everything The 30-day rough draft challenge — write 1 hour a day for 30 days, and you'll have most of your book done Book vs. paid program — why writing a book on the same topic as your course won't cannibalize sales (book = strategy; program = tactics) Work with Gillian Perkins: Apply for $100K Mastermind: https://gillianperkins.com/100k-mastermind Get your online biz started with Startup Society : https://startupsociety.com Learn more about Gillian: https://gillianperkins.com Instagram: @GillianZPerkins Learn “The $100K Method” with our free audio course - https://www.gillianperkins.com/100k-method-signup