Freedom Entrepreneur Podcast | Online Business Tips, Business System Strategy, Marketing Training, Entrepreneur Mindset

Lindsay Sutherland
  • 5.0 (37)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

Stop trading time for money. Start building monthly recurring revenue that pays you on repeat. If you're a service provider, coach, or consultant burning out and sick of watching AI threaten your business model, this podcast is your roadmap to becoming irreplaceable. Host Lindsay Sutherland teaches mission-driven entrepreneurs how to: → Position themselves where AI can't compete → Build scalable digital assets that generate monthly recurring revenue → Leverage AI tools to scale (without becoming a coder) → Transition from exhausting one-time sales to compounding income streams MEET YOUR HOST: Lindsay Sutherland isn't just teaching theory—she's living it from the mountains of North Idaho, where she runs her homestead with her family (yes, there are sheep). Lindsay has overhauled multiple businesses and helped dozens of entrepreneurs transition to recurring revenue models. After selling her shares in a solar company and relaunching her consulting practice, Lindsay is on a mission to help service providers, coaches, and consultants build AI-proof businesses that scale without burnout. Subscribe now and stop leaving money on the table. Connect with Lindsay at Https://lindsaysutherland.com This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

  1. 2D AGO

    Why High Achievers Get Stuck at 90% (And How to Finally Break Through) with Riana Malia

    What if the reason you keep hitting the same ceiling—over and over—isn't about your strategy, your work ethic, or your mindset? What if it's because you're trying to outthink a problem that lives in your body, not your brain? In this raw, transformational episode, Lindsay sits down with Riana Melia, founder of Clear to Create Your Very Best Life and an identity architect who helps high-achieving women break through the invisible patterns keeping them stuck. Riana's story alone is worth the listen: married young, divorced young, moved across the country with her daughter and mom to start fresh—only to find herself handcuffed in the middle of a DEA investigation involving her father. Hundreds of thousands of dollars in debt, no business, no money, and a choice: go back to what she knew, or keep her promise to her daughter and rebuild from scratch. She chose to rebuild. And in doing so, she discovered the exact framework that now helps women around the world stop recycling the same thoughts, relationships, and patterns—and finally step into the life they've been trying to think their way into for years. Here's the truth Riana shares that most people miss: You can't solve a problem with the same mind that created it. High-capacity humans are wired to solve, strategize, and push through—but at a certain point, you can't outthink what's stored in your subconscious. The expired ways of operating. The marbles of resentment stacked on the ribbon of every past hurt. The identity you're clinging to from 15 years ago that no longer fits who you're becoming. In this episode, you'll learn: The Clear Before You Create framework (and why most transformation work fails without it)The Magnet for Miracles exercise you can do with two pieces of paper and a rubber band (it rewires your neurology in 72 hours)Why 90% of your 65,000-85,000 daily thoughts are negative (even if you think you're "positive")The pantry metaphor that explains why you keep attracting the same situationsHow to reverse-engineer your goals from the future backwards (and install them on your timeline so your brain experiences them as real) If you've been spinning your wheels, doing "all the things" but still not breaking through, this episode will show you a different path. Connect with Riana: rianamelia.com | Take the ELLI (Extraordinary Love Index) assessment for a free 28-page personalized report | Instagram, Facebook, YouTube, LinkedIn: @rianamelia Mentioned in this episode: Freebie 5k recurring revenue It's time to take action and build the recurring revenue you long for. Text FREEDOM to 55444 right now to get instant access to the free guide 'Earn $5k/month on repeat.' You deserve more freedom! This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

    38 min

  2. MAR 19

    Affiliate Marketing vs Digital Products - What's the Best Way to Make Money Online In 2026

    It's a sizzling topic online right now - What is the best way to make money online in 2026: Affiliate Marketing OR Digital Products? In today's episode I add my take which is thinking differently than most. As a business consultant I think from the end rather than the beginning and after you listen to this episode you'll understand how to do that too. Thinking this way helps to prevent burn out and it builds a more sustainable and scalable business that is a SELL-ABLE ASSET. Affiliate marketing involves marketing other people's products for a commission. Whereas selling digital products is developing your own products and marketing them. On the surface affiliate marketing seems like the better option because it leverages someone else's hard work to develop; however, you'll soon see that is not all that it is cracked up to be after you are managing multiple affiliate product pipelines. But, I don't rule out affiliate marketing completely either! With my Rosebush Effect method (which I explain in the episode) you'll see how to truly come out winning by leveraging more than one strategy and exactly how to do it in a way that does not burn you out! Join the free Facebook Community! Connect, Learn, Grow, Build https://www.facebook.com/groups/freedomentrepreneurcommunity Have a burning question? Leave a message for Lindsay and she will turn it into an episode with an answer. Use the link below to record. https://www.speakpipe.com/FreedomEntrepreneur Mentioned in this episode: Freebie 5k recurring revenue It's time to take action and build the recurring revenue you long for. Text FREEDOM to 55444 right now to get instant access to the free guide 'Earn $5k/month on repeat.' You deserve more freedom! This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

    18 min

  3. MAR 16

    How to Make Visibility Easy: Show Up, Be Seen, and Stop Overthinking It Melanie Whittaker

    Visibility. It's the word every online entrepreneur knows they need—but most avoid like the plague. Should you show your face? What should you say? What if people judge you? What if you look too salesy? In this refreshingly honest episode, Lindsay sits down with Melanie Whittaker, founder of You Are Your Marketing and a PR coach living in Spain, to break down exactly how to show up, be seen, and stop overthinking the whole thing. Melanie draws a brilliant distinction most people miss: marketing asks for the sale; PR tells your story. Think of them as two lanes on a highway. One lane is constantly saying "buy my book, join my retreat, hire me." The other lane is explaining who you are, why you do what you do, and how you help people. That's the lane where connection happens—and where visibility actually works. But here's the real breakthrough: Melanie doesn't teach cookie-cutter formulas. She teaches women to get solid in who they are first. Because if you're trying to look perfect, polished, and put-together all the time, you're actually repelling the people who need you most. The messy divorce survivor isn't reaching out to the coach who looks like she's never had a bad day. She's reaching out to the one who's real. In this episode, you'll learn: Why "raw, real, and relatable" wins over polished perfection every timeThe question Melanie asks clients before they share vulnerable stories (hint: it's about emotional resilience, not strategy)How to network both online and in-person without feeling slimy or salesyWhy referrals are your secret weapon when you're just starting outThe mindset shift that happens when women finally stop comparing themselves to the "big names" in their industryWhy even Beyoncé still does PR (and what that means for you) If you've been hiding behind your business because you don't feel "established enough," or you're worried about being judged, this episode will give you permission to just be you—oil stains and all. Connect with Melanie: youareyourmarketing.com | Instagram & Threads: @youareyourmarketing | LinkedIn & Facebook: Melanie Whittaker (with pink hair!) This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

    31 min

  4. MAR 11

    Changing the Way You Value Your Time With Drewbie Wilson

    What if the hardest climb in entrepreneurship isn't building revenue—it's learning to build a business you can actually enjoy while you're building it? In this raw, honest episode, Lindsay sits down with Drewbie Wilson, founder of Call the Damn Leads, to tackle the question most entrepreneurs avoid: Are you building a life, or are you just building a prison with better furniture? Drewbie's journey is the wake-up call you didn't know you needed. After scaling a tech startup to $15 million in sales, earning a multi-six-figure salary, and checking every box society says equals success, his wife handed him her wedding ring back on Christmas Eve 2019 and said: "You're either married to me or married to this business. Pick one." That moment changed everything. Because Drewbie realized he was living in chaos—thinking about work when he was home, thinking about home when he was at work, and never actually present for either. Sound familiar? This episode breaks down the exact framework Drewbie uses to structure his days for freedom: the Four Sixes Strategy. Here's how it works: You have 24 hours. Four areas of life matter—rest, family, business, and YOU. That's 6 hours each. No exceptions. No excuses. But before you can apply it, you need to understand what your time is actually worth. Drewbie walks through the math that will make you rethink everything: If you made $100K last year working 2,000 hours, your time is worth $50/hour. Now imagine you have 24 hours left to live. Are you still trading an hour for $50? The answer reveals everything. You'll also hear: Why "call the damn leads" became a trademarked business (and how one refund request changed his life)The 7-day audit that exposes where your time actually goes (spoiler: you're lying to yourself)How to build boundaries, say no strategically, and stop reacting to lifeWhy passive income is a myth—and what to focus on insteadThe sales system blueprint that makes follow-up automatic (so you stop dropping the ball) If you're burned out, overwhelmed, or building a "someday" dream you never get to live, this episode is your permission slip to do it differently. Connect with Drewbie: callthedamnleads.com | Podcast: Call the Damn Leads | All socials: @callthedamnleads Have a burning question? Leave a message for Lindsay and she will turn it into an episode with an answer. Use the link below to record. https://www.speakpipe.com/FreedomEntrepreneur Join the free Facebook Community! Connect, Learn, Grow, Build https://www.facebook.com/groups/freedomentrepreneurcommunity This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

    42 min

  5. MAR 9

    From One of a Thousand to One of One: Why Your Business Needs a Vertical with Jason Fisherman

    What's the difference between "niching down" and choosing a vertical? And why does it matter for your business growth? In this strategy-packed episode, Lindsay sits down with Jason Fishman, founder of Digital Niche Agency (DNA), to break down exactly how vertical specialization transformed his business—and how you can do the same. Jason's journey started like most entrepreneurs: he was a generalist agency taking on anyone and everyone—apparel brands, automotive dealerships, retail stores, you name it. But being "one of a thousand marketing agencies" in Los Angeles meant competing with everyone for everything. The breakthrough came when he identified a hyper-specific demand: helping growth-stage companies raise capital through investor acquisition campaigns (Regulation D, CF, and A+ offerings). By focusing exclusively on this vertical, Jason went from scrappy generalist to industry-dominating specialist—having now worked on over 500 campaigns that collectively raised nine figures in capital. In this episode, Jason unpacks the exact 6-step process he used to pivot: Establish demand – Listen to what clients keep asking for (not what you think they need)Clarify your value – Identify where you solve a real, urgent problemStructure your formula – Build repeatable systems that prove ROIFocus on positioning – Become the thought leader in your space (podcasts, webinars, conferences)Build strategic partnerships – Collaborate with competitors (yes, really)Advertise with precision – Market to the exact people who need you most You'll also hear Jason's take on why your competition isn't your enemy, how to stay in tune with shifting client needs (weekly whiteboard sessions,Join the free Facebook Community! Connect, Learn, Grow, Build https://www.facebook.com/groups/freedomentrepreneurcommunity Have a burning question? Leave a message for Lindsay and she will turn it into an episode with an answer. Use the link below to record. https://www.speakpipe.com/FreedomEntrepreneur This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

    25 min

  6. MAR 4

    How to Buy Back Your Time: From Founder Prison to Freedom with George Rivera

    What if the hardest-working version of you is actually the least valuable? In this deeply personal and tactical episode, Lindsay sits down with George Rivera, founder of the Buyback Time Formula, to unpack a truth most entrepreneurs avoid: you can scale without sacrificing your life—but only if you stop being the bottleneck. George's story begins with missed basketball games, a father who was always working, and a deathbed promise that changed everything. When his dad told him, "Don't miss Leo's games. I missed too many of yours," George was already repeating the cycle—working 16-hour days, managing 40 people directly, and missing his son's milestones while his wife sent him photos from the sidelines. Fast forward to 2018: George's business hit $20 million in sales. He was printing money. And he hated every second of it. Burned out, exhausted, and ready to sabotage his own company, he sent his coach a distress call that led to a two-hour conversation and a complete transformation. Here's what George discovered: he was spending 40 hours a week on tasks that could be handled for $50/hour or less. By implementing the Buyback Time Formula—auditing his time, eliminating waste, automating what repeats, and delegating with ownership (not just tasking down)—he bought back his life. Two years later, his business more than doubled to $50 million, and he was working less than 30 hours a week. In this episode, you'll learn: The "Freedom Audit": how to track your time for two weeks and identify what's actually costing you your lifeThe three things you can do with any task: eliminate, automate, or delegate (with ownership and decision rights)Why delegating without transferring ownership keeps you trapped in the "Founder Prison"How to hire right using simple tests that weed out 90% of unqualified applicantsThe Loom + ChatGPT SOP method that ensures tasks never boomerang back to you If you're cash-rich and time-poor, stuck managing instead of leading, or missing out on your family while your business "succeeds," this episode is your wake-up call. Connect with George: buybacktimeformula.com | Free book (just pay shipping) | Facebook & LinkedIn Join the free Facebook Community! Connect, Learn, Grow, Build https://www.facebook.com/groups/freedomentrepreneurcommunity Have a burning question? Leave a message for Lindsay and she will turn it into an episode with an answer. Use the link below to record. https://www.speakpipe.com/FreedomEntrepreneur This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

    36 min

  7. MAR 1

    Stop Chasing Marketing Fads: The Two Strategies That Actually Work

    Does online marketing feel like the diet industry in the '90s right now? One week you're told THIS strategy is the secret to success. The next week, someone's claiming that same strategy is dead and you need to pivot immediately. It's exhausting, confusing, and honestly? It's keeping you stuck. In this game-changing solo episode, Lindsay breaks down exactly why you're seeing so much conflicting advice—and more importantly, how to cut through the noise and choose the strategy that actually aligns with YOUR business and YOUR goals. Here's the truth: there are two primary schools of thought dominating online marketing right now, and neither one is wrong. The first is the virality approach—think social media dominance, massive content output, building huge audiences on platforms like YouTube, Instagram, and TikTok. It's all about quantity, visibility, and constant engagement. If you love creating content and thrive on high-energy output, this path could be your goldmine. The second is the long-term game approach—SEO, blogging, and the emerging world of AEO (Answer Engine Optimization), which is all about showing up in AI search results from ChatGPT, Google's AI overviews, and other LLMs. This strategy prioritizes clarity over quantity, conversion over impressions, and building sustainable visibility that compounds over time. Lindsay dives into the pros and cons of each, shares fascinating research about how AI is pulling content (spoiler: 44% of LLM results aren't even ranked in traditional Google search), and explains why THIS moment is your opportunity as a small business owner. The playing field is leveling. You don't need a massive budget anymore—you need an effective strategy and crystal-clear messaging. By the end of this episode, you'll know exactly which path aligns with your strengths, your lifestyle, and your revenue goals. No more second-guessing. No more strategy hopping. Just clarity, confidence, and a plan you can actually execute. The through-line for both strategies? Clarity. Hyper-specific, consistent, coherent messaging is the name of the game—no matter which road you choose. Ready to stop spinning your wheels? This episode is your roadmap. Join the free Facebook Community! Connect, Learn, Grow, Build https://www.facebook.com/groups/freedomentrepreneurcommunity Have a burning question? Leave a message for Lindsay and she will turn it into an episode with an answer. Use the link below to record. https://www.speakpipe.com/FreedomEntrepreneur Mentioned in this episode: Freebie 5k recurring revenue It's time to take action and build the recurring revenue you long for. Text FREEDOM to 55444 right now to get instant access to the free guide 'Earn $5k/month on repeat.' You deserve more freedom! This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

    19 min

  8. FEB 18

    What IS Working in the Online Business Space and How You Can Build a Semi-Passive Income Stream Easier Than Ever before

    Wondering where to start your online business and how to make money online in 2026? This episode is the place to start. We have covered a lot of changes and ideas to steer clear of, and today we break down the #1 best place to make money online in 2026. What's the secret? YouTube! That's right. YouTube is the King of streaming platforms and they got there by supporting creators. That's not going away and instead it's getting better. Today I cover A common myth that you need to know - Can you monetize AI content on YouTube? Yes!!!What makes a YouTube channel successful and why you may have struggled to get subscribers in the pastHow to make your YouTube channel semi-passive. That's right... in this episode I reveal a tool that allows you to create AND schedule content. Gone are the days of editing for hours (if you want to leverage AI) Make Your YouTube channel semi-passive with Syllaby. Syllaby https://syllaby.io/?via=lindsay73 Join the free Facebook Community! Connect, Learn, Grow, Build https://www.facebook.com/groups/freedomentrepreneurcommunity Have a burning question? Leave a message for Lindsay and she will turn it into an episode with an answer. Use the link below to record. https://www.speakpipe.com/FreedomEntrepreneur Mentioned in this episode: Freebie 5k recurring revenue It's time to take action and build the recurring revenue you long for. Text FREEDOM to 55444 right now to get instant access to the free guide 'Earn $5k/month on repeat.' You deserve more freedom! This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

    19 min
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About

Stop trading time for money. Start building monthly recurring revenue that pays you on repeat. If you're a service provider, coach, or consultant burning out and sick of watching AI threaten your business model, this podcast is your roadmap to becoming irreplaceable. Host Lindsay Sutherland teaches mission-driven entrepreneurs how to: → Position themselves where AI can't compete → Build scalable digital assets that generate monthly recurring revenue → Leverage AI tools to scale (without becoming a coder) → Transition from exhausting one-time sales to compounding income streams MEET YOUR HOST: Lindsay Sutherland isn't just teaching theory—she's living it from the mountains of North Idaho, where she runs her homestead with her family (yes, there are sheep). Lindsay has overhauled multiple businesses and helped dozens of entrepreneurs transition to recurring revenue models. After selling her shares in a solar company and relaunching her consulting practice, Lindsay is on a mission to help service providers, coaches, and consultants build AI-proof businesses that scale without burnout. Subscribe now and stop leaving money on the table. Connect with Lindsay at Https://lindsaysutherland.com This podcast uses the following third-party services for analysis: Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

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