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Money Files: Money Mindset & Personal Finance

Advertise on podcast: Money Files: Money Mindset & Personal Finance

Rating
★★★★★
4.9
from
25 reviews
This podcast has
285 episodes
Language
English
Date created
2020/06/15
Latest episode
2026/10/20
Average duration
20 min.
Release period
8 days

Description

Is money (or lack thereof) keeping you from fully enjoying your life? Are the stories you tell yourself preventing you from improving your money mindset and having a better relationship with your finances? Join Keina Newell of Wealth Over Now on Money Files: your financial toolkit and a place to start working on your money mindset, learn new financial concepts, and hear candid conversations from her clients who have been right where you are and are on the other side. If you are ready to start your financial journey, head to www.wealthovernow.com and subscribe for new episodes each week.

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Check latest episodes from Money Files: Money Mindset & Personal Finance podcast


250 | 3 Reasons You Keep Going Back Into Credit Card Debt (Even After Paying It Off)
2026/10/20
You paid off your credit card debt. Maybe you used a bonus, a tax refund, or a lump sum of money to finally get your balance down to zero. You promised yourself that this time would be different. You were going to stay on top of your spending, pay your credit card off every month, and make better financial decisions. But a few months later, you're looking at another $6,000, $10,000, or even $12,000 in credit card debt, wondering how you ended up right back where you started. If you've been stuck in the cycle of paying off credit cards only to accumulate more debt, this episode of Money Files is for you. One of the things I've learned from coaching hundreds of six-figure earners is that you can be really good at paying off debt and still struggle with staying out of it. Those are two completely different skills, and understanding the difference is essential if you want to stop repeating the same financial patterns. In this episode, I'm walking you through three reasons your credit card debt keeps coming back, including why paying off your debt without a plan for what happens next leaves you vulnerable to accumulating new balances, how your credit card can quietly become a second bank account, and why good intentions aren't enough without a repeatable money management practice. In this episode you'll learn... [00:04:30] Why paying off your credit card without creating a plan for what happens next is one of the biggest reasons your debt keeps coming back, and how to build a plan for staying out of debt alongside your debt payoff plan. [00:09:45] How your credit card can become a second bank account without you realizing it, including a real client story about a meal prep subscription that was charging both her checking account and credit card for months without her noticing. [00:16:20] Why relying on good intentions instead of a repeatable money management practice keeps you stuck in the credit card debt cycle, even when you know exactly what you should be doing with your money. [00:21:10] Why making spending decisions based on your bank account balance instead of your budget can lead you back into credit card debt, even when you're earning six figures and believe you have enough money to cover your purchases. [00:25:40] One practical step you can take this week if you've been avoiding your credit card statement, including how to identify recurring charges and make one intentional spending decision without overhauling your entire financial life. Tune in to this episode of Money Files to learn why you keep going back into credit card debt after paying it off and what needs to change so you can stop repeating the cycle, build better money management habits, and finally stay out of debt. Get full show notes and the episode transcript: https://wealthovernow.com/3-reasons-you-keep-going-back-into-credit-card-debt-even-after-paying-it-off/   Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
249 | The Aligned Money Type: How to Get Your Money and Financial Goals Moving in the Same Direction
2026/10/13
You have financial goals. You want to pay off debt, build your savings, invest for retirement, and still have money to enjoy your life right now. And you might think that being good with money means eventually getting to a place where you have the perfect budget, never overspend, and always know exactly what to do with your money. But real life doesn't work like that. Your car needs repairs. Your friend invites you on a trip you weren't planning for. You get a raise, your rent increases, or something comes up that requires you to change the plan you made just a few weeks ago. And when those things happen, how do you make your next financial decision? That is what I call the aligned money pattern, and it's the final money pattern in my Four A's of Money Alignment series. Being aligned doesn't mean everything goes according to plan. It means you know how to make decisions when it doesn't. You can look at your actual numbers, understand your options, and make choices that support what you say you want without feeling like every unexpected expense means you're starting over. In today's episode, I'm breaking down what aligned money management actually looks like, how to close the gap between your financial goals and your everyday spending decisions, and why being intentional with your money doesn't mean you have to fund every goal at the same time. I'm also sharing a three-question exercise you can use to make a financial decision you've been going back and forth about, so you can start building the habits and financial identity of someone who knows how to manage their money. In this episode you'll learn... [00:02:00] Why being aligned with your money doesn't mean having a perfect budget, never overspending, or always knowing exactly what to do, and how learning to make decisions when life doesn't go according to plan is what actually builds financial confidence. [00:06:30] How to close the Say-Do Gap between your financial goals and your actual spending decisions, including how someone earning $175,000 a year can create a plan to pay off credit card debt, build savings, travel, and enjoy everyday spending without trying to accomplish everything at once. [00:13:00] Why being financially aligned means understanding which goals to prioritize first and what trade-offs you're willing to make, including how paying off a $600 monthly car payment could create opportunities to accelerate your other financial goals. [00:19:30] How to handle unexpected expenses without abandoning your entire budget, including what to do when a $1,200 car repair interrupts your debt payoff and savings plan, and why getting new financial information doesn't mean your original plan failed. [00:24:00] What financial alignment looks like in your everyday habits, from knowing what your paycheck needs to do before it arrives to checking your numbers before making a purchase, adjusting after overspending, and using your budget as an ongoing tool for making decisions. [00:30:30] The three questions to ask yourself before making an important financial decision, so you can identify what you actually want, understand what your numbers are telling you, and decide which trade-offs you're willing to make instead of spending weeks going back and forth. Tune in to this episode of Money Files to understand what it really means to be aligned with your money and how to build a financial life where your goals, spending decisions, and everyday habits work together, even when things don't go according to plan. Get full show notes and the episode transcript: https://wealthovernow.com/the-aligned-money-type-how-to-get-your-money-and-financial-goals-moving-in-the-same-direction/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
248 | The Accidental Money Pattern: When Your Finances Look Fine on Paper
2026/10/06
You have money in savings. You contribute to your 401(k). Your bills are on autopay, and your credit card gets paid off every month. From the outside, and honestly from the inside too, things look pretty good. But if someone sat down with you and asked what your savings is actually for, whether you are on track for retirement, or what you would do if you needed to rebuild your emergency fund from scratch, you might not have a clear answer. That is what I call the accidental money pattern. And it is one of the more interesting ones to talk about because it does not feel like a problem. There is no crisis, no overdraft, no credit card balance spiraling out of control. But there is a difference between your money accidentally ending up in the right places and your money being directed there on purpose. And that difference matters more than most people realize, especially as your income grows and there are fewer immediate consequences for the financial decisions you are not actually making. In this episode, I am walking you through what accidental money alignment actually looks like, why it is so common for high earners who have automated their finances and never come back to revisit those decisions, and the four things I want you to do to start moving from accidental to aligned so that every dollar you have has a job and you actually know what that job is. In this episode you'll learn... [00:05:20] What the accidental money pattern actually looks like and why you can be saving, contributing to retirement, and paying your bills on time while still having no real clarity on whether any of it is working toward something specific. [00:10:45] Why accidental money alignment is especially common as income grows, and how automating your finances without revisiting those decisions means your old choices are still making your money decisions today. [00:16:30] How to give every dollar in your savings account a specific job, and why separating your emergency fund from your travel fund and your car fund creates more peace of mind and less shame around spending money you have saved. [00:21:15] What to look at when you review your retirement account beyond just the balance, including the questions to ask about contributions, growth, and how much you actually want to spend in retirement. [00:26:40] How to audit your recurring spending and automatic transfers to make sure the money leaving your account every month is intentional and still reflects the life you are living right now, not a decision you made three years ago. Tune in to this episode of Money Files to understand the accidental money pattern and learn the four things you can do to move from accidentally saving money to intentionally building a financial life that reflects where you are now and where you want to go. Get full show notes and the episode transcript: https://wealthovernow.com/the-accidental-money-pattern-when-your-finances-look-fine-on-paper/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
247 | The Aspirational Money Pattern: What Lifestyle Creep Actually Looks Like at Six Figures
2026/09/29
This may feel familiar. You have financial goals, you can talk about them, you’ve written them down somewhere. You’ve explored building your emergency fund, retiring early, buying a home, paying off your debt. Your list has all of the “right” moves you think someone responsible should do with their money.  But if you’re being honest with yourself, there’s still a gap in between what you say you want and what you actually do with your money.   In today’s episode, I’m talking about what I call aspirational money patterns. This money pattern is common for six figure and multiple six figure earners. You make decisions based on what you can afford instead of asking what that money could actually create for you.  I am breaking down what the aspirational money pattern actually looks like for a high earner, why your relationship with money tends to shift as your income grows, and how to start making opportunity-based decisions instead of affordability-based ones. I also share three things to do this week to start closing the gap between the financial life you keep describing and the one your money is actually building. In this episode you'll learn... [00:05:15] What the aspirational money pattern actually looks like and why you can have a 401(k), a savings account, and real financial goals while still having a significant gap between what you say you want and what your money is doing. [00:10:30] Why your relationship with money tends to loosen as your income grows, and how the precision you had when you were making less money can quietly disappear when you start making more and give yourself permission to say yes to more things. [00:16:45] Why the question isn't simply whether you can afford something and what to ask instead, including how thinking about opportunity rather than affordability changes the way you make spending decisions. [00:21:20] How lifestyle creep shows up in the small, unintentional purchases, subscriptions, social media impulse buys, and car upgrades—and why none of it feels like a problem until you look back and realize your goals haven't moved in years. [00:26:40] The three things to do this week to start shifting out of the aspirational pattern, including how to identify what your spending has been delaying and how moving even $100 toward one goal before your next round of discretionary spending changes what you are able to see about yourself. Tune in to this episode of Money Files to understand the aspirational money pattern and how shifting from asking what you can afford to asking what your money could create can help you close the gap between the financial life you keep talking about and the one you are actually building. Get full show notes and the episode transcript: https://wealthovernow.com/the-aspirational-money-pattern-what-lifestyle-creep-actually-looks-like-at-six-figures/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
246 | Why Changing Your Money Starts With Your Financial Identity
2026/09/22
You have been telling yourself the same story about money for a long time. Maybe it has been ten years, maybe twenty, maybe longer. And somewhere along the way, the experiences piled up—the overdrafts, the debt, the decisions you wish you could take back—and they started to feel like evidence that you are just who you are with money. That this is how it is always going to be. But here is what I want you to sit with today: that old financial identity has had decades to practice. It is familiar. You know how to operate from it. You know how to make decisions from inside it. And the new financial identity you are building—the one where you look at your bank account without dreading what you will find, where you make decisions with intention instead of reacting to whatever is in front of you—that identity might be a day old, a week old, over even a year old. And I think we forget that. In this episode, I want to offer you a completely different way to look at where you are in your financial journey, because the way you talk to yourself while you are building something new matters In this episode, you'll learn... [00:05:10] Why your financial identity has been building for decades and why expecting your new one to perform his hindering your progress  [00:10:30] What it actually looks like to treat your new financial identity with the same compassion you would give anyone who is still learning something new [00:15:45] How every decision you make in alignment with who you are becoming reinforces your new financial identity and weakens the old one [00:20:20] How to use reflection to see how far you have actually come, even when you keep moving the goalpost [00:25:40] What to do when new life circumstances show up that you could not have predicted and why the identity you are building right now prepares you for them Get full show notes and the episode transcript: https://wealthovernow.com/why-changing-your-money-starts-with-your-financial-identity/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
245 | Are You Avoiding Your Money? 4 Reasons High Earners Avoid Their Finances
2026/09/15
What if avoiding your money does not actually look like avoiding your bank account? You can make six figures, own a home, contribute to your 401k, take vacations, and still have parts of your financial life that you do not want to look at. Maybe you keep saying you will deal with the credit card balance next month. Maybe you move money between accounts to cover the same gap every single month. Maybe you know how much is in savings but have not actually decided how you are going to grow it. Or maybe spending has become a way to get temporary relief when you are stressed, overwhelmed, or just tired from the week. In this episode I am breaking down financial avoidance and why it can be especially sneaky for high earners, because avoidance is not always about ignoring your finances. Sometimes it is about avoiding the discomfort of making a decision. You will hear why making good money can actually allow financial avoidance to continue longer than it should, the four reasons you may be avoiding your finances right now, and how repeatedly handing decisions to your future self can slowly erode the trust you have in yourself. And most importantly, I am giving you three things to practice over the next one to two weeks so you can start changing the pattern without turning your finances into another source of restriction or shame. In this episode you'll learn... What financial avoidance actually looks like for someone making six figures or more Why avoidance is not always about ignoring your bank account How spending, moving money between accounts, and making minimum payments can sometimes become forms of avoidance Why spending money is not automatically a problem and the question to ask yourself instead The four reasons you may be avoiding your finances: discomfort, protecting your identity, not knowing what to do with the information, and having an income that allows you to recover Why a high income can create a cushion between your financial decisions and their consequences How to tell the difference between making good money and actually having a money management system that works Why repeatedly saying I will deal with it later can damage your trust in yourself How to use spending tracking to understand what is actually happening with your money How fake math can keep you from making financial decisions The one financial decision you should make this week instead of handing it to your future self Tune in to this episode of Money Files to understand what financial avoidance really looks like when you make good money, what it is costing you, and what to do this week to finally stop handing uncomfortable financial decisions to your future self. Get full show notes and the episode transcript: https://wealthovernow.com/are-you-avoiding-your-money-4-reasons-high-earners-avoid-their-finances/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
244 | The 4 Money Alignment Types: Why Your Money Goals Aren’t Working
2026/09/08
Last week I introduced the say do gap the space between what you say you want financially and what your actions are actually supporting. This week I want to give you a framework for understanding why that gap exists and what it actually looks like in your day to day relationship with money. Because the gap does not look the same for everyone, and understanding your specific pattern is what makes it possible to actually close it. In this episode, I’ll introduce the Four A’s of Money Alignment so you can better understand the gap you need to close to reach your financial goals this year. The Four A’s are not a personality test. They’re a tool to help you illuminate why you might feel financially stuck in this season so you can respond with appropriate action. We’ll explore what it means to be Avoidant, Aspirational, Accidental, or Aligned with your money and how recognizing your current pattern can help you move toward a financial life that actually supports what you say you want. Because the goal isn’t to be perfect with your money. It’s to understand what you’re building and make decisions that help you build it. In this episode you'll learn... [00:05:10] Why the aspirational money pattern is so common among my clients  [00:10:30] What avoidance actually looks like for a high earner, why a six-figure income can make it easier to put off dealing with your money [00:15:45] Why the accidental money pattern can look really good from the outside while still leaving you without ownership of your financial success [00:20:20] What aligned money management actually means and why it has nothing to do with being perfect, never overspending, or having a car that never breaks down. [00:25:40] How to use the Four A’s as a tool for identifying your current money pattern in different areas of your financial life, so you can stop judging yourself for where you are and start making decisions about where you actually want to go. Tune in to this episode of Money Files to learn the four A's of money alignment and identify which pattern is showing up in your financial life right now so you can finally close the gap between what you say you want and the actions that will actually get you there. Get full show notes and the episode transcript: https://wealthovernow.com/the-4-money-alignment-types-why-your-money-goals-arent-working/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
243 | How to Identify the Say-Do Gap That Is Keeping You From Your Financial Goals
2026/09/01
You have set the financial goal. You have done the math. You know exactly how much you need to save every month to get there. And then you watch yourself not do it, not because you do not want it badly enough and not because you are bad with money, but because wanting something and doing something are two completely different muscles. And most people have never learned how to check whether their actions actually align with what they say they want. I am calling that the say-do gap. It is the space between what you say you want and what you actually do, and it shows up in every part of your life, not just your finances. You said you wanted more sleep and then stayed up scrolling. You said you wanted to call your mom more and then never made space in your calendar.  In this episode I am sharing the exact exercise I want you to do this week to find your own say do gap that is impacting your financial goals.  In this episode you'll learn... [00:05:10] What the say-do gap is and why it is not a willpower or  math problem  [00:14:30] Why telling yourself the cleanest version of the story about your spending is the exact thing that keeps the gap open [00:19:15] The 30-day spending exercise that shows you what your bank account says you want versus what you say you want [00:24:40] How to use what you find in your 30-day review to identify your specific gap Tune in to this episode of Money Files to learn what the say-do gap is and how identifying yours is the first step to finally closing the space between what you say you want financially and the actions that will actually get you there. Get full show notes and the episode transcript: https://wealthovernow.com/how-to-identify-the-say-do-gap-that-is-keeping-you-from-your-financial-goals/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
242 | The Financial Tripod: The 3 Things Your Budget Is Missing
2026/08/25
You know you should budget. You might even want to budget. But somewhere between knowing you should and actually sitting down to do it, something stops you. The thought of putting all of your numbers in a spreadsheet scares you because you are afraid of what the numbers will say. Maybe you think they will affirm that you have never been good with money. In this episode I want to kindly challenge your spreadsheet fears because avoiding the trade-offs in your finances does not actually eliminate them. It just makes them invisible. And invisible trade-offs are exhausting, because now you are constantly asking yourself whether you can afford something, whether you saved enough last month, whether you should book the trip, whether you should put more toward your credit card. You can make really good money and still live in that constant state of uncertainty, and that is exactly what I want to change for you. Today I am introducing what I call the financial tripod, a framework for building a balanced approach to your finances that invites you to look at your money from a completely different perspective. Instead of asking how much you should save or what you have to give up, I want you to start asking how you can manage your money well, spend your money well, and save well all at the same time. I also walk through a real client example where she came in thinking she spent $200 a month eating out and we discovered together that the real number was closer to $600, and why that kind of awareness is not about restriction but about finally being able to make choices that are actually yours. In this episode you'll learn... [00:04:30] Why the real reason most people avoid budgeting is not the spreadsheet itself  [00:09:15] What the financial tripod is [00:14:40] What true balance looks like in a budget  [00:24:45] Why the spreadsheet doesn’t actually matter  [00:29:10] What intentional spending and values-based budgeting actually look like in practice Tune in to this episode of Money Files to learn how the financial tripod reframes what budgeting actually is so you can stop avoiding your numbers and start building a financial life where you are managing your money well, spending your money well, and saving well all at the same time. Get full show notes and the episode transcript: https://wealthovernow.com/the-financial-tripod-the-3-things-your-budget-is-missing/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
241 | How to Treat Yourself for Your Birthday Without Derailing Your Financial Goals
2026/08/18
A listener asked me a question that I know has crossed your mind too, especially if your birthday is coming up or you are someone who loves to celebrate. The question was this: Keina, how do I treat myself for my birthday while also honoring my financial goals? And I love this question because it gets to something I think about a lot, which is that treating yourself and being intentional with your money are not two opposing things. You just need a framework for how to do both at the same time. Before you book anything or buy anything, I want you to get clear on what treating yourself actually means to you. Not what social media is telling you it should look like, not what your friends are doing for their birthdays, but what you actually want to feel when it is all over. In this episode I am walking you through a four part framework for thinking about your birthday and how to make a decision about celebrating yourself that you can actually feel good about, both in the moment and when you look at your bank account afterward. I also share how to start planning for your next treat right now so that the next time your birthday comes around, the money is already there and the guilt is not. In this episode you'll learn... [00:04:20] How to define what treating yourself actually means for you [00:08:45] How to build a menu of treat yourself options so you have real choices  [00:18:15] What to do if your birthday is this week and you do not have a plan yet [00:22:40] How to plan for your next treat by creating a dedicated treat yourself savings fund Tune in to this episode of Money Files to learn how to treat yourself for your birthday in a way that feels really good and still honors the financial goals you have set for yourself in this season of your life. Get full show notes and the episode transcript: https://wealthovernow.com/how-to-treat-yourself-for-your-birthday-without-derailing-your-financial-goals/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
240 | What to Do When You Have Debt and a Dream
2026/08/11
You know that moment in the shower when something crosses your mind and you want it, but you have no idea how you would ever get there? Maybe it is a house, a baby, a retirement that looks a certain way, or a business you have been thinking about building. And before that thought even gets a chance to breathe, your brain shows up with a list of reasons it is not possible for you right now. You have debt. You do not make enough. That is not realistic for someone in your situation. And just like that, the desire disappears before you ever gave it a real moment to exist. In this episode I want to talk about what I call your impossible money goal, the desire that feels whimsical or fleeting or maybe even a little embarrassing to say out loud because you do not have any proof yet that it is actually possible. And the first thing I want to offer you is this: you do not need proof that something is possible before you are allowed to want it. The person who is becoming debt-free and the person who is moving toward her dream are not two different people on two different timelines. They are the same person doing both at the same time. This episode is a continuation of last week and it is about giving you practical tools to move from catching that desire to actually building space for it in your real life. I am walking you through a journaling exercise that helps you name the goal, identify what you would have to believe about yourself to actually pursue it, and take one concrete action this week that starts putting things in motion before you have the full plan figured out. In this episode you'll learn... [00:04:30] What an impossible money goal is, why it tends to show up as a fleeting thought that gets shut down almost immediately, and why giving that desire permission to exist a little longer is the first and most important step toward actually achieving it [00:09:15] Why you do not have to wait to be debt-free to start moving toward something you want, and what it actually looks like when paying off debt and pursuing a dream are happening at the same time instead of waiting in line behind each other [00:14:40] The belief question that creates possibility when you feel frozen by the size of your debt or the timeline of your dream, and how answering it honestly starts moving you from avoidance into curiosity and then into action [00:19:20] Why journaling is one of the most powerful tools for making an impossible money goal real, and how writing down a desire before you have any proof it is possible is exactly how you create the version of yourself who eventually accomplishes it [00:23:45] The four part exercise to close the episode with, naming the desire, answering the belief question, visualizing the version of you who is already doing it, and identifying one action you can take this week to start building space for what you actually want Tune in to this episode of Money Files to learn how to give your impossible money goal the space it needs to become real so you can stop shutting down your dreams before they ever get started and start building toward the life you actually want while you are still paying off debt. Get full show notes and the episode transcript: https://wealthovernow.com/what-to-do-when-you-have-debt-and-a-dream/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
239 | Why Your Debt Payoff Timeline Might Be the Thing That Is Making You Quit
2026/08/04
If you have debt and a dream, you have probably told yourself at some point that you have to choose between the two. That you have to be debt-free before you buy the house, before you start a family, before you invest in your future. And on the surface that feels like the responsible thing to believe. But what I have watched happen with so many of the people I work with is that waiting for the debt to be gone before the dream can start is the very thing that guarantees neither one ever moves. In this episode I want to name two specific stalls that show up when debt feels like it is standing between you and what you want, because I do not think most people are having this conversation with themselves out loud. The first stall is avoidance, and it is sneakier than you think. It does not always look like ignoring your bank account. Sometimes it looks like telling yourself that if you just earned more the debt would not be a problem, or giving yourself permission to keep spending because the balance is already high and nothing is moving fast enough to feel worth it anyway. The second stall is fear of the timeline and the scale, where the size of the dream or the size of the debt feels so overwhelming that you quietly take the whole thing off the table without ever saying out loud that you gave up. I bought a house before I paid off my student loans. I never gave up on that dream even when the numbers told me I could not afford it yet. What I did instead was stay curious, play with the numbers, and keep asking what decisions I needed to make to get there. That orientation is what this episode is really about, because there is a difference between believing in your dream while you are still doing the work and using your dream as a cover for quitting on yourself, and most people do not realize which one they are actually doing. In this episode you'll learn... [00:05:10] What the avoidance stall actually looks like when you are trying to pay off debt, including the subtle ways it shows up as a YOLO mentality, a focus on future earnings, and losing interest in the plan because progress is not happening fast enough [00:10:30] Why your timeline expectation for paying off debt might be the thing driving your avoidant behaviors, and what it actually means to commit to becoming debt-free without being attached to how quickly it happens [00:15:45] Why the $800 payment that brings a $30,000 balance down to $29,720 matters more than the number suggests, and the question to ask yourself about who you became in the 30 days it took to make that payment [00:20:20] How the fear of scale and timeline stall shows up when your dream feels too big or your debt feels too high to even bother starting, and why not allowing yourself to get curious about the goal guarantees the outcome you are most afraid of [00:25:40] The difference between believing in your dream while you are still living your life and using your dream as a cover for quitting on yourself, and how to honestly tell which one you are actually doing right now [00:29:15] The one question to ask yourself every single month to find out whether you are still taking ownership of your debt payoff and your dreams or whether you have quietly stopped trying without realizing it Tune in to this episode of Money Files to understand the two stalls that keep you stuck when debt and dreams feel like they are competing so you can stop waiting to be debt-free and start building the life you actually want at the same time. Get full show notes and the episode transcript: https://wealthovernow.com/why-your-debt-payoff-timeline-might-be-the-thing-that-is-making-you-quit/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
238 | How to Start a Money Date Practice That Creates Possibility Instead of Overwhelm
2026/07/28
There is a moment most people know well, the one where you have a general sense that something is off with your money but you do not want to look closely enough to find out what it actually is. You tell yourself you probably overspent, you are not sure by how much, and because you do not know the number you cannot do anything about it. So you wait, and the week passes, and the record keeps skipping. That is what financial avoidance actually looks like, and it is not a discipline problem or a math problem. It is a possibility problem. When you do not have the truth about your numbers you are working with a story, and the story is usually some version of you are not good with money and nothing is going to change. A money date breaks that cycle not because it magically fixes your finances but because it connects you to the truth, and the truth is something you can actually work with. In this episode I want to talk about what a money date actually creates inside your mind and your body, not just what you do on one. Because the real gift of looking at your numbers every week is not the information itself, it is the direction that information gives you. Right now without a money date you have avoidance, overwhelm, and no next step. After one you have a number, a pattern, and something you can actually decide to do about it. In this episode you'll learn... [00:04:20] Why resistance to money dates almost always comes from the belief that looking at the numbers is not going to make any difference, and what actually happens in your mind when you finally connect with the truth about your spending [00:08:45] How a money date creates possibility even when what you find out is not good news, and why knowing you overspent by $200 is always more useful than not knowing at all [00:13:15] What Keina does with her own clients on a weekly money date, including a real example of a client who found a $21 charge coming out of her account that she did not recognize and what that kind of regular attention to your numbers actually builds over time [00:18:30] Why tracking expenses is not the same thing as budgeting, and how the practice of comparing what you said would happen to what actually happened is where real financial awareness gets built [00:22:45] The four step money date you can start this week regardless of whether you have a perfect budget or any budget at all, including how to predict your own unplanned spending once you start noticing your own patterns [00:27:10] Why putting a money date on your calendar for the next four weeks straight is going to teach you more about how you actually manage money than anything else you could do with your finances right now Tune in to this episode of Money Files to learn what a money date actually creates for you and how starting a four week money date practice can break the cycle of financial avoidance and give you the direction and possibility you have been missing. Get full show notes and the episode transcript: https://wealthovernow.com/how-to-start-a-money-date-practice-that-creates-possibility-instead-of-overwhelm/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
237 | The Debt-Free Holiday Planning Method That Starts in July Not November
2026/07/21
The holidays are not a surprise. Christmas comes every single year. Thanksgiving comes every single year. New Year's Eve comes every single year. And yet most people walk into November completely unprepared, spend the entire season figuring it out as they go, and start January carrying a credit card balance they are going to spend the next several months trying to pay off. If that cycle sounds familiar, this episode is going to change how you think about the next five months. One of the biggest reasons people cannot stay out of debt is not a spending problem, it is a planning problem. Your list of bills only accounts for the things you already know are coming, and the holidays never make that list until it is too late to do anything about them. And before you tell yourself you will handle it with your bonus, I want you to sit with this question: what if the bonus is not as big as you expect, or what if it does not come at all? Future money is not a holiday plan, and this episode is about building a real one. I am walking you through a visual planning exercise I use with clients that puts actual numbers to every part of your holiday season, from the parties you are hosting and attending to family dinners, travel, decorations, and gifts. Once you know what the holidays are actually going to cost you, you can figure out exactly how much you need to save between now and December and start making decisions in advance instead of reacting when November shows up on your calendar. In this episode you'll learn... [00:04:15] Why the holidays are one of the main reasons people cannot stay out of debt and why waiting until November to think about them is already too late to do anything meaningful about it [00:08:30] The three box and four box planning exercise that helps you map out every part of your holiday season so nothing catches you off guard and you can put a real number to what November through January is actually going to cost you [00:13:45] How to think through parties, family experiences, travel, and gifts in a way that gets specific enough to actually change what you put in your budget starting this month [00:18:20] How to figure out whether you are on or off track with your holiday savings right now, what to do if you have a gap, and how to decide in advance which trade-offs you are willing to make so you can say yes where it matters and no where it does not [00:23:10] Why planning for the holidays in advance actually allows you to spend less and be more thoughtful with your gifts, and how giving yourself more time changes the quality of the decisions you make with your money [00:27:30] Why budgeting is a skill that gets better every single season you practice it, and how this holiday planning exercise is also building the foundation that keeps you out of debt next year and every year after Tune in to this episode of Money Files to learn how to plan a debt-free holiday season starting right now so that when December comes you have the money on hand, you are not figuring it out as you go, and you walk into January without a credit card balance hanging over you. Get full show notes and the episode transcript: https://wealthovernow.com/the-debt-free-holiday-planning-method-that-starts-in-july-not-november/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending plan
236 | How to Pay Off $5,000 of Debt Before December Using Money You Already Have
2026/07/14
You told yourself this was going to be the year you paid off debt. Maybe you have made some progress, maybe you have not, or maybe the debt you paid off earlier this year has quietly started creeping back up. If you are sitting in July wondering why nothing has really changed yet, this episode is for you. Here is what I want you to understand before we talk about any numbers. Paying off debt quickly is not the same thing as paying off debt for good. When you take a lump sum of money and wipe out a balance overnight, the number on your statement changes but nothing about how you think about or manage money actually changes. And if nothing changes, your debt comes back, sometimes faster than it left. That is not a willpower problem. It is a foundation problem, and that foundation is what this episode is about. I am walking you through exactly how to pay off $5,000 of debt before the end of the year using three strategies, but before any of that can happen I want to make sure you have the two things in place that every past debt payoff attempt was probably missing. Because $210 a week applied to debt with no plan underneath it is how you end up right back where you started by February. In this episode you'll learn... [00:04:20] Why paying off debt quickly almost always leads to getting right back into debt, and what has to change underneath the number before any payoff strategy is actually going to work for you [00:08:45] The two things you need to have in place before you put a single extra dollar toward your debt, including why saving for the expenses you would normally put on your credit card is the step most people skip and exactly why skipping it keeps you stuck [00:13:30] The math of paying off $5,000 before December broken down three different ways, $840 a month, $420 every two weeks, or $210 a week, and why seeing the number from different angles makes it feel more accessible [00:17:10] How to redirect money you are already spending to find your $210 a week without feeling like you are cutting everything you love out of your life, including specific examples from groceries, house cleaning, subscriptions, and DoorDash [00:21:45] How to use extra income like bonuses, refunds, mileage reimbursements, and overtime strategically so that extra money actually accelerates your debt payoff instead of disappearing before it gets there [00:26:15] How to increase your income to hit your debt payoff goal faster, including real examples from clients who monetized skills on TaskRabbit, Rover, and social media to create an extra $800 to $1,500 a month Tune in to this episode of Money Files to learn the three strategies that will help you pay off $5,000 of debt before the end of the year so you can close out December with real momentum instead of the same balance you started with. Get full show notes and the episode transcript: https://wealthovernow.com/how-to-pay-off-5000-of-debt-before-december-using-money-you-already-have/ Links mentioned in this episode… Set up a call | Financial Coach Washington, DC | Wealth Over Now Download my FREE spending planThree Money Bucket System

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4.9 out of 5
25 reviews
★★★★★
LaCortegiana 2024/05/18
Actionable, Inspirational Advice
I have been a long time listener of money files and have benefited from the coaching that Keina has provided. Often, when I am feeling a little direct...
★★★★★
awilczak 2024/04/09
Amazing
I have only been listening to this podcast for a little bit now. I have learned so much and have started a journey using what I’ve learned. I will c...
★★★★★
Great financial tropics 2024/04/07
Clear, concise, actionable
This podcast gives clear, actionable ways to improve finances. I love that recommended steps are detailed and put in such relatable context! episode 1...
★★★★★
Chris MD legacy 2024/02/02
Satisfied
This podcast is completely satisfying in every aspect, hearing how much you care about your clients and what you do is inspirational ❤️❤️
★★★★★
Listener Sarah 2023/11/07
Thankful!
I am so thankful I stumbled across Keina! Not only did I do the 5 month coaching partnership, I listen to the podcast each week (I look forward to li...
★★★★★
Jay25627373& 2023/10/31
Love this podcast!!!
Keina I appreciate you so much. This podcast has given me practical skills to advance my knowledge about money and wealth. Thank you thank you thank y...
★★☆☆☆
SuperDuperCham 2023/08/08
I don’t miss an episode!
I value Keina and her guest’s insights around managing money and building the life you envision for yourself. In fact, one of the things I value most ...
★★★★★
bg0813 2023/01/24
Impactful and Relatable
Keina is great at making this series fun and engaging. It’s a great balance of her with tips and tricks, along with her clients’ stories and successes...
★★★★★
JeanineF07 2021/12/29
So powerful!
I’ve been following Wealth Over Now for a while and when the podcast started, I couldn’t stop listening! I loved hearing the stories and they resonate...
★★★★★
heykaren 2021/02/26
KEINA WILL CHANGE YOUR LIFE!
I started working with Keina in September on 2020. As of today, February 2021, I have two five-figures savings accounts, a better understanding of my ...
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