I Date Money: Own Your Money • Build Cash Flow • Multiply Wealth

Hosted by Lisa Drennon

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Oct 2026

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Multi-passionate female entrepreneurs who've built real income and assets but still feel scattered with money need the Money Multiplier System™ to organize cash flow, pay themselves consistently, and turn income into lasting wealth, not another budget. Welcome to iDateMoney®️ with Lisa Drennon, Wealth Activator, author, and founder of the iDateMoney® brand. If you're running multiple income streams, own assets, and work hard for your money but can't see where it's actually going or make confident financial decisions, this podcast is for you. Here, we skip the generic budgeting advice and dive into: ✓ The ABCs of Wealth framework (Activate • Build • Cash Flow) ✓ The Money Multiplier System™ for organizing personal money ✓ The Calm Cash Flow Strategy that pays you consistently ✓ Practical tools to eliminate hidden money leaks and build lasting wealth Each episode teaches you how to OWN Your Money with the confidence and clarity you deserve. Your money challenge isn't about earning more. It's about having a system you trust. Get ready to multiply your wealth; because it doesn't matter how much money you have-it's what you do with it.🗝️🌬️💖💰

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October 27, 2026Episode 42537 min

Build Wealth with Rental Properties Without Being a Landlord

What if you could build wealth through real estate without fixing toilets, managing tenants, or buying property in your own backyard? In this episode of i DateMoney® , Lisa Drennon sits down with real estate investor and author Adiel Gorel , who shares how he turned his Silicon Valley income into a portfolio of rental properties and helped investors purchase more than 10,000 homes across the United States. With 42 years of real estate investing experience, Adiel explains why earning more money isn't always the answer. It's what you do with the money you already earn that creates opportunities for long-term wealth. What You'll Discover Why a big income doesn't guarantee wealth: How to turn the money you earn into assets instead of watching it disappear. Investing outside your hometown: Why buying rental properties in more affordable markets can make financial sense. You don't have to be a landlord: How professional property management can handle the day-to-day responsibilities. The power of a 30-year fixed-rate mortgage: How fixed principal and interest payments, inflation, and property appreciation can affect long-term wealth. Why Adiel prefers new single-family homes: His approach to choosing properties and markets. Start with one property: Why building confidence through experience may be more valuable than trying to buy an entire portfolio overnight. Stop saying "I can't afford it": Why understanding your numbers and exploring your options matters before making a financial decision. Can Rental Properties Help You Build Wealth? Adiel shares the story of an investor who purchased 19 rental homes, eventually sold four, and used the proceeds to pay off the remaining 15 mortgages. By age 55, that investor had retired from his Silicon Valley career. It's an example of what strategic real estate investing can accomplish, although every investment comes with risks, expenses, and different financial outcomes. Lisa brings the conversation back to an important principle: Know your numbers, understand your cash flow, and create a financial roadmap before making your next money move. Because investing isn't about following someone else's strategy. It's about knowing what works for your financial situation. 🔗 Connect with Adiel Gorel Website: https://www.icgre.com Email: info@icgere.com Book: Remote Control Retirement Riches Ready to Date Your Money? You don't need another restrictive budget. You need to know where your money is going and what you want it to do for you. Join The Smell of Money and START HERE with iDateMoney®.: https://www.skool.com/the-smell-of-money/about?ref=3f83ec6aaacd4b21bdedb6f3b643eef8&utm_campaign=skool_link_direct_message&utm_content=7029c31a6d4048d2b68fdf659b17da62 You'll take a simple look at your cash flow, uncover money that's hiding in plain sight, and start giving your dollars a job that supports the life you're actually building.

October 19, 2026Episode 42431 min

Stop Neglecting Your Own Money (The Plumber's Leaky Toilet)

Your business is bringing in money. Clients are paying. Revenue is growing. So why does your personal bank account tell a completely different story? You started your business to create financial independence, not another job that leaves you exhausted and wondering where all the money went! In this episode of iDateMoney®, I'm joined by Iyanna Vaughn, founder and CEO of Lovely Financial Groups, fractional CFO to talk about one of the biggest mistakes entrepreneurs make: building a business that generates revenue but doesn't consistently pay its owner. And Iyanna knows this struggle firsthand! While helping clients reach six- and seven-figure revenue milestones, she realized she was neglecting her OWN finances. Everything changed when she started dating her money, giving her personal and business finances the same attention she gave her clients. The result? She reached six figures in business revenue in 2019 and $250,000 in 2020! We're talking CEO pay, cash flow management, profitability, inherited-money beliefs, and why making MORE money isn't always the answer. Because your business revenue is NOT your personal income! 💰 What You'll Discover Why six-figure revenue doesn't guarantee financial security. How to determine your CEO pay BEFORE setting revenue goals. Why mixing business and personal finances creates costly problems. How childhood money stories influence your financial decisions. Why weekly money dates can transform your cash flow. How to reverse-engineer revenue goals based on the lifestyle YOU want. Why building a sustainable business requires systems, boundaries, and an exit strategy. ⏱️ Episode Highlights 00:00 — Where is your cash flow going? 02:39 — Childhood money stories and the hustle mentality 06:27 — From caregiving to entrepreneurship 08:48 — Helping seven-figure clients while neglecting her own money 11:05 — The danger of mixing business and personal finances 13:07 — Creating a percentage-based spending plan 17:55 — How much should you pay yourself as CEO? 19:23 — Reverse-engineering revenue and profit goals 24:15 — Building a business when life gets complicated 26:38 — Redesigning a business for flexibility 31:53 — Protecting your finances with checks and balances 💖 Connect With Iyanna Vaughn: lovelyfinancials.com Ready to Date Your Money? 💖💸 You don't need another restrictive budget. You need to know where your money is going and what you want it to do for you. Join The Smell of Money and START HERE with iDateMoney®: https://www.skool.com/the-smell-of-money/about?ref=3f83ec6aaacd4b21bdedb6f3b643eef8&utm_campaign=skool_link_direct_message&utm_content=7029c31a6d4048d2b68fdf659b17da62 You'll take a simple look at your cash flow, find money that's hiding in plain sight, and start giving your dollars a job that supports the life you're actually building. iDateMoney® is where you learn to OWN Your Money: O — Organize your cash flow W — Build Wealth N — Navigate your finances So you can find money leaks, reduce debt, build savings and wealth, and make confident decisions with your money. Because it doesn't matter how much money you have—It's what you do with it that matters. 🗝️🌬️💖💸 Intro/Outro music "IDM" by Christa Lily

October 10, 2026Episode 42326 min

The Hidden Cost of Playing by Someone Else’s Money Rules

Ready to Date Your Money? You don't need another restrictive budget. You need to know where your money is going—and what you want it to do for you. Join The Smell of Money and START HERE with iDateMoney®: https://www.skool.com/the-smell-of-money/about?ref=b841fa9d675f452e8995cb3c0d4e18fd&utm_campaign=skool_link_direct_message&utm_content=cc5ec984cc5a4c8cb4aa956a5fd99925 You'll take a simple look at your cash flow, uncover money that's hiding in plain sight, and start giving your dollars a job that supports the life you're actually building. What if the rules you've been following about money, success, and your career were never yours to begin with? In this episode of iDateMoney®, I'm sitting down with Toni Will, General Manager and Governor of the Kalamazoo Wings, international speaker, coach, and author of Rebellious Success. We're talking about the money stories we inherit, the pressure to achieve, why making mistakes is part of building wealth, and what happens when you stop chasing someone else's definition of success. Toni shares how removing alcohol from her life gave her back approximately 800 hours a year, why she values mission over money, and how her six leadership pillars have helped her navigate everything from professional sports to entrepreneurship. We also get into a conversation many entrepreneurs need to hear: Just because you invest in your dream doesn't mean you should expect an immediate return. If you've ever questioned whether you're doing enough, earning enough, or building your business the "right" way, this conversation will challenge you to think differently. Because success isn't about following everybody else's rules. It's about deciding what matters to YOU and making intentional choices with your time, energy, and money. What You'll Discover Why inherited money stories can keep you playing by rules that no longer serve you. Why keeping your nine-to-five while growing a business can be a strategic financial decision. The six leadership pillars that helped Toni transform a professional hockey organization. Episode Highlights 00:00 Cash flow, intentional spending, and defining your lifestyle 02:19 Meet Toni Will and the evolution from Toni 1.0 to 2.0 03:47 Marriage, money management, and financial independence 06:08 Building a business without leaving a successful career 08:01 Toni's alcohol-free journey and reclaiming her time 10:59 The six leadership pillars 15:55 The financial realities of publishing a book 18:18 Managing expectations and evaluating ROI 21:02 Leading a major new arena project in Kalamazoo 24:55 The message behind Rebellious Success Whether you're building a business, paying off debt, publishing a book, or creating your next chapter, your money decisions should support the life YOU want to live.Connect With Toni Will: toniwill.com iDateMoney® is where you learn to OWN Your Money : O — Organize your cash flow W — Build Wealth N — Navigate your finances So you can uncover money leaks, reduce debt, build savings and wealth, and make confident decisions with your money. Because it doesn't matter how much money you have , it's what you do with it that matters. 🗝️🌬️💖💸 Intro/Outro music "IDM" by Christa Lily

September 29, 2026Episode 42229 min

What Is Your Money Actually For?

Ready to Date Your Money? 💖💸 You don't need another restrictive budget. You need to know where your money is going and what you want it to do for you. Join The Smell of Money and START HERE with iDateMoney®: https://www.skool.com/the-smell-of-money/about You'll take a simple look at your cash flow, uncover money that's hiding in plain sight, and start giving your dollars a job that supports the life you're actually building. 👉 JOIN THE SMELL OF MONEY + START HERE: https://www.skool.com/the-smell-of-money/about How much money do you actually need to retire? $1 million? $2 million? More? The answer isn't that simple. In this episode of iDateMoney® , Lisa Drennon sits down with financial educator, author, speaker, and co-founder of Stonebriar Wealth Advisors, Gary Preisser , to challenge the idea that building wealth is simply about accumulating as much money as possible. Gary believes wealth isn't a trophy. It's a tool. And the value of that tool comes from what you're able to do with it. Together, Lisa and Gary talk about why cash flow—not an arbitrary retirement number—needs to be part of the conversation when you're trying to determine whether you can afford to retire. Two people can have the exact same amount saved and be in completely different financial situations based on their expenses, Social Security, pensions, income sources, debt and the life they actually want to live. That's why the question isn't simply: "How much money do I have?" It's also: "What do I need this money to do?" In this episode, you'll hear: Why there isn't one magic number you need to retire How your current and future cash flow affect retirement readiness How unintentional spending can quietly consume even a strong income If you're not intentional about where your money goes, it has a way of disappearing into expenses that may not even matter to you. Your income can increase. Your investments can grow. Your net worth can climb. But if you don't know why you're building that wealth, you can spend decades accumulating money without ever allowing it to create the life you were building it for. And eventually, somebody is going to spend that money. Why shouldn't some of that somebody be you ? Take the trip. Help your kids or grandkids if that's important to you. Create experiences. Give. Build something. Retire. Or simply create enough predictable cash flow that you don't have to worry every month. Your answer doesn't have to look like anyone else's. That's the point. Connect with Gary Gary Preisser is a financial educator, author, speaker and co-founder of Stonebriar Wealth Advisors . https://www.stonebriarwealthadvisors.com/ About iDateMoney® iDateMoney® is where you learn to OWN Your Money : O — Organize your cash flow W — Build Wealth N — Navigate your finances So you can uncover money leaks, reduce debt, build savings and wealth, and make confident decisions with your money. Because it doesn't matter how much money you have— It's what you do with it that matters. 🗝️🌬️💖💸 Intro/Outro music "IDM" by Christa Lily

September 18, 2026Episode 42132 min

When Your Health Is Costing You Your Wealth

Ready to make your next $25K without signing a single new client? Apply for your seat at The Profit Table: https://idatemoney.systeme.io/applied 🗝️🌬️💖💰 What happens when your health starts draining more than your energy? It can drain your time, your income, your savings, your ability to work, and even your confidence in the decisions you're making. In this episode of iDateMoney® , I sit down with Marla Chaffin, founder of Symptoms Make Sense , to talk about something we don't discuss enough: The connection between your health and your wealth. Marla spent years searching for answers after chronic pain and unexplained symptoms turned her life upside down. Her journey took her through doctors, hospitals, specialists, medications, lifestyle changes, and ultimately a completely different way of looking at her health. And as we talked, one thing became very clear: Health and money have a lot more in common than we realize. When something isn't working, we often want the fastest solution. A restrictive diet. A restrictive budget. Another supplement. Another program. Another financial strategy. But lasting change usually doesn't come from another quick fix. It comes from understanding what's actually happening, questioning the patterns you've been operating from, and taking small, intentional steps toward something different. In this episode, we talk about: Marla's four-year search for answers after her health suddenly declined The financial cost of chronic illness—including lost time, lost wages, travel, specialists, and treatment Why restriction can backfire in both health and money Why quick fixes rarely create sustainable change Why understanding the root of a problem can change the decisions you make How health challenges can lead to debt when medical expenses and lost income collide You don't completely change decades of health habits overnight. And you don't completely change decades of money habits overnight either. You start paying attention. You ask better questions. You learn what works for you . And then you take the next step. Because whether we're talking about your health or your money, being intentional about your choices matters. Connect with Marla Marla spends most of her time inside her free Skool community, Symptoms Make Sense : https://www.skool.com/symptoms-make-sense/about?ref=96c634a120914b7b90466c17b957e4f2 Ready to start looking at your money differently? Inside The Smell of Money , we're having the money conversations most people avoid. You'll learn how to organize your cash flow, identify where your money is actually going, make more intentional spending decisions, and give every dollar a job without putting yourself on another restrictive budget. Join here: https://www.skool.com/the-smell-of-money/about This episode shares personal experiences and educational discussion and is not a substitute for individualized medical advice. Talk with an appropriate healthcare professional before changing medications, supplements, or treatment.

September 11, 2026Episode 4201 hr 5 min

How to Find Your Next $25K Without Signing a New Client | The Profit Table

Your next $25K isn't hiding in more clients. It's already moving through your business; you just haven't claimed it. Welcome to the debut of The Profit Table: a bi-monthly conversation for established women entrepreneurs who make good money but don't feel in control of it. One question runs the whole room: if you couldn't sign another client for 90 days, what would you change inside the business you already have to create your next $25K? No hot seats. No pressure to share private numbers. Just real money talk you can put to work the same day because it's not how much money you have, it's what you do with it. 🪑 Want a seat at the next table? It's by application: https://forms.gle/D4uxd6Vx9m9fQHbP9 💸 Come find your money inside The Smell of Money: https://www.skool.com/the-smell-of-money/about Hosted by Lisa Drennon — Wealth Activator, iDateMoney®

September 9, 2026Episode 41924 min

How Your Money Mindset Affects Cash Flow, Business Debt & Profit

How Your Money Mindset Affects Cash Flow, Business Debt & Profit Ready to make your next $25K without signing a single new client? Apply for your seat at The Profit Table: https://forms.gle/r6BavN4zASdsJv5u9 What if your biggest money problem isn’t actually the money? Your money mindset, cash flow habits, and beliefs about wealth can influence how you respond to business debt, slow revenue months, profit, and even how much money you allow yourself to keep. In this episode of iDateMoney , I sit down with Lisa Somers, CEO of Marketplace Superheroes , to talk about the side of entrepreneurship that doesn’t always make it onto social media. Lisa shares how she went from training to become a psychologist to helping build a multimillion-dollar online education company—and what happened when that successful business suddenly had to deal with more than $1 million in debt . And yes—they paid it off. But this conversation isn't just about debt payoff. It's about what happens between your ears when the numbers don't look the way you want them to. In This Episode, We Talk About: 💸 How childhood and cultural beliefs about wealthy people can affect your ability to receive and keep money 💸 Why making more money doesn’t automatically eliminate your money fears 💸 The difference between a financial problem and the emotional story you attach to it 💸 How Lisa and her brother approached more than $1 million in business debt 💸 Why a multimillion-dollar business doesn't necessarily mean the owner has massive personal cash flow 💸 Separating business finances from personal finances 💸 Why entrepreneurship isn't supposed to feel amazing 100% of the time 💸 The danger of comparing your financial life to what another entrepreneur appears to have 💸 Why following a proven business model can shorten your learning curve 💸 Creating additional income streams without immediately quitting your 9-to-5 One of my favorite takeaways from this conversation: Revenue being down is financial information. It doesn't automatically mean your business is failing. It doesn't mean you're unsafe. And it doesn't mean everything is falling apart. The question becomes: What does the number tell you—and what action can you take next? That distinction can completely change the way you make money decisions. About Lisa Somers Lisa Somers is the CEO of Marketplace Superheroes , an online education company that has helped more than 10,000 people build additional income streams through online business. After working across virtually every department in the company, Lisa now specializes in scaling education businesses, building high-performing remote teams, strategic partnerships, and direct-response marketing. Her own journey has included everything from learning entrepreneurship from scratch to helping navigate and eliminate more than $1 million in business debt. Resources Mentioned Marketplace Superheroes: marketplacesuperheroes.com About iDateMoney® iDateMoney® is where women entrepreneurs learn to OWN Your Money: O — Organize your cash flow W — Build Wealth N — Navigate your finances So you can uncover money leaks, pay yourself consistently, reduce debt, build wealth, and make confident financial decisions. Because it doesn't matter how much money you make-It's what you do with it that matters.🗝️🌬️💖💸 Intro/Outro music "IDM" by Christa Lily

September 1, 2026Episode 41831 min

How to Turn Your Life Experience Into a Profitable Coaching Business

Ready to make your next $25K without signing a single new client? Apply for your seat at The Profit Table: https://forms.gle/r6BavN4zASdsJv5u9 What if the experiences you've lived through could become the foundation of a profitable business? In this episode of iDateMoney® , Lisa Drennon sits down with Dr. Lisha Antiqua , founder of Your Own University and creator of the Amazing YOU Method, for a powerful conversation about identity, healing, expertise, entrepreneurship, and getting paid to be YOU. Dr. Lisha shares how her own experiences with trauma, healing, education, and entrepreneurship ultimately became part of her life's work, and why your lived experience can become valuable intellectual property when you learn how to turn it into a message, methodology, program, or business. We also get into an important conversation about coaching: When is your personal experience enough? When do you need additional education or certification? And why is staying within your expertise so important when you're responsible for helping someone else transform their life? You'll discover: How your lived experiences can become valuable expertise Why identity matters when building a business around YOU The difference between coaching, mentoring, and teaching When education and certifications actually matter How to turn your story into a message, methodology, or offer Why authenticity can be more powerful than following someone else's marketing formula How to identify your zone of genius Why entrepreneurship requires a financial plan—not just a desire to make more money The importance of setting a profit-margin goal Why tenacity and purpose matter when business feels like a roller coaster How to build a business that pays you for the wisdom you've already earned As Lisa explains, entrepreneurship isn't a shortcut to fast money. You need a business plan, a financial strategy, and a clear understanding of what you want your business to produce. Because you can make as much money as you want but if you don't know what to do with it, making more won't solve the problem. Connect with Dr. Lisha Antiqua Visit Your Own University: http://www.lishaantiqua.com/ and take the Soul Purpose Quiz to discover whether you're in the Rebuilding, Messenger, or Architect stage of turning your experience and expertise into a message, movement, and profitable business. About iDateMoney® iDateMoney® is where women entrepreneurs learn to OWN Your Money : O — Organize your cash flow W — Build Wealth N — Navigate your finances So you can uncover money leaks, pay yourself consistently, reduce debt, build wealth, and make confident financial decisions. Because it doesn't matter how much money you make- It's what you do with it that matters. 🗝️🌬️💖💸

August 25, 2026Episode 41730 min

Nobody Wants to Buy Your Stuff: The Sales Shift That Changes Everything with Nicole Kramer

Save $500–$2,000 in hidden money leaks, organize your cash flow, and create a money system that actually works with the Money Hunt found inside the Smell of Money Community. Join here: https://www.skool.com/the-smell-of-money/about What if the reason you're not making more sales isn't your offer, your pricing, or your audience? What if it's the way you're approaching the conversation? In this episode of iDateMoney® , I'm talking with Nicole Kramer , former high school math teacher turned #1 salesperson at a Fortune 500 company—twice—TEDx speaker, sales coach, and founder of TNC Speaking and Coaching. Nicole didn't start out thinking she was a salesperson. In fact, she thought salespeople were slimy. Until one job interview changed everything. When the interviewer pointed out that she had 15 years of teaching experience and zero sales experience , Nicole fired back: “I've been selling math to teenagers for 15 years, and nobody wanted to buy that.” Boom. 💥 She realized she'd been selling all along. And that's where this conversation gets GOOD. Nicole went from taking a major pay cut, carrying close to six figures in debt, and then being hit with another six figures in medical bills—to becoming the #1 salesperson in the country. But her success wasn't built on pressure, manipulation, or memorizing the perfect sales script. It was built on connection, trust, relationships, and understanding what people actually need. In this episode, we're talking about: 🗝️ Why “no need = no sale” 🗝️ The difference between selling your offer and solving someone's actual problem 🗝️ Why your past experience may have prepared you for sales more than you realize 🗝️ How desperation for the sale changes the energy of the conversation 🗝️ Why you need now buyers, soon buyers, AND later buyers in your pipeline 🗝️ Why market research should happen BEFORE you spend months creating your course or offer 🗝️ The value exchange that can happen even when money isn't exchanged 🗝️ How better sales skills are really better communication skills 🗝️ Why Nicole believes learning to communicate with influence can change far more than your business About Nicole Kramer Nicole Kramer spent 15 years teaching high school math before moving into corporate sales, where she became the #1 salesperson at a Fortune 500 company—twice. Today, she's a TEDx speaker, sales coach, and founder of TNC Speaking and Coaching . Through her program Unscripted , Nicole teaches entrepreneurs and business professionals how to develop the confidence, communication skills, and influence to navigate the conversations that matter—without relying on a script. Connect with Nicole on Instagram and grab her free Sales Call Template to learn the steps to creating more effective sales conversations. Ready to OWN Your Money? Making more money isn't the whole answer. You get to understand what's happening with the money you're already making, what it's costing you to generate it, and whether your business is actually creating the profit you think it is. Come join us inside The Smell of Money , where we're talking cash flow, profitability, confident money decisions, and building wealth from the business you've already created. Thank you for tuning into this week’s episode of iDateMoney®️ Remember, it doesn't matter how much money you make; it's what you do with it🗝️🌬️💖💸 Intro/Outro music "IDM" by Christa Lily

August 18, 2026Episode 41632 min

Your Story Is Your Money-Making Superpower with Laurie Frenza

Save $500–$2,000 in hidden money leaks, organize your cash flow, and create a money system that actually works with the Money Hunt found inside the Smell of Money Community. Join here: https://www.skool.com/the-smell-of-money/about 🗝️🌬️💖💰 What if the thing you're trying to hide is actually the thing that could help you connect with your next client? In this episode of iDateMoney® , I'm joined by Laurie Frenza, founder of Limitless Life , for a conversation about turning your lived experiences, skills, passions, and story into income. Laurie believes that in today's online world, connection is everything. People don't just buy the course, coaching program, product, or service — they buy because they trust the person behind it. And trust starts with being willing to show people who you are. Laurie shares how living with chronic pain since childhood shaped her entrepreneurial journey and taught her to continually evolve. Instead of allowing her circumstances to determine what was possible, she found new ways to use her creativity, experience, and strengths to build a business that supports the life she wants. In this episode, we talk about: Why your story can become one of your greatest business assets Why people buy from people they know, like, relate to, and trust How old beliefs about money can quietly influence your business decisions Why investing in yourself isn't necessarily wasted when you learn from the experience The importance of consistency when building an online business Why copying someone else's content or strategy can actually slow you down How to stop chasing shiny objects and stay focused on your own path Why entrepreneurs need a plan — not 20 different strategies The value of mentorship and having someone to bounce ideas off Why repeating your message is necessary even when you're tired of hearing yourself say it How to listen to your audience before creating your next offer Why alignment, joy, and self-trust matter when choosing how you market your business One of my favorite reminders from this conversation: People don't need you to have someone else's story. They need you to be willing to tell yours. Your experiences can help someone recognize themselves in you and think: "She gets me." And that's where connection begins. Story to Income Challenge Laurie also shares her Story to Income Challenge , designed to help entrepreneurs turn their lived experience and knowledge into a digital product people actually want. Connect with Laurie and join Story to Income: story.loriferenza.com Thank you for tuning into this week’s episode of iDateMoney®️! Remember, it doesn't matter how much money you make; it's what you do with it🗝️🌬️💖💸 Intro/Outro music "IDM" by Christa Lily

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