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The Money Guy Show

7 Cash Flow Milestones Worth Celebrating (2025 Edition)

Most people focus on net worth, but what if you’re not rich yet? We walk through seven cash flow milestones that mark your progress long before hitting seven figures. Learn how being cash flow positive, saving $100/month, or maxing your Roth IRA each represent powerful signs you’re doing money right. Whether you’re just getting started or leveling up your financial game, this episode will show you how to measure success in real, motivating ways.

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Episode Transcript

Introduction: Cash Flow Milestones (0:00)

Brian: Sometimes you want to know where you are, where you’re going. Guess what? Today we got seven cash flow milestones to hook you up.

Bo: And Brian, I am so excited to talk about this because oftentimes we talk about net worth milestones and “oh, I want to be a millionaire” or “I want to hit this number” or “I want to achieve this thing,” but a lot of times those are sort of longer-term, longer form in nature. And so I’m excited we can talk about some milestones today that maybe happen a little earlier in our financial journey.

Brian: Well, since they’re cash flow based, they do happen earlier as you just said, but they also—this really lets you hone in on the behavioral side of your decision making and get that fruit really quick or the dividends from your discipline. And we’re going to jump right into that.

Net Worth Milestones Exist Too (0:49)

Bo: And we know that you guys love milestones. If you do want to know more about some of the net worth milestones we’ve talked about, we have a great show called Are You On Track to Becoming a Multi-Millionaire. This will tell you some of those net worth milestones that you ought to be hitting along your financial journey. But again, those—Brian—those stay so long-dated. A lot of times it’s hard to stay focused, stay on track, stay committed, stay devoted to building towards that. So we came up with some cash flow milestones, some milestones that no matter where you are in your journey, you can hit. And what I like about these milestones is that not all of them are required in order to be able to hit financial independence. Some of these milestones you may hit and some of the latter milestones you may never hit and that’s okay. That’s what’s beautiful about wealth.

Brian: It doesn’t mean you’re not on track to financial independence.

Milestone #1: Cash Flow Positive (1:41)

Brian: So let’s jump right into these. The first one is milestone number one—cash flow positive. This is actually “can you live on less than you make?” We talk about all the time, Bo, there are three key ingredients to wealth creation. We’ve got discipline. Like I said, living on less than you make. That margin from living on less than you make creates the money that if given enough of the third and most powerful ingredient—time—that’s how we get to wealth building. So we wanted to focus on that discipline first because it means that you’re actually making progress.

Bo: That’s exactly right. Once you can do this, once you can get to cash flow positive, you have now flipped the script of wealth building. You are now moving more close to your financial goals, not moving further away from them. You’re not moving backwards. And we know that most Americans, unfortunately, end up moving backwards in their financial situation. They get into debt. They live beyond their means. They are not cash flow positive which means they’re not in the place that they want to be. So if you can just be net positive, you’re already well ahead of a lot of your peers.

How to Get to Zero and Beyond (2:44)

Brian: So how do we get to zero and beyond? I think the first thing, Bo, if you’re asking how do you do it—we got to make some big changes. The macro big things you’ve got going on in your life. I’m talking about where do you live? What cars do you drive? These are the things. It’s not the latte effect necessarily and you can make some big decisions and really move things in a way that you’re going to see results almost immediately.

Bo: This may sound extreme, but you cannot build wealth if your outflow is greater than your inflow. If you are spending more than you are bringing in, there is none left over to build for the future. So sometimes it does require huge significant decisions. One of those decisions might be cutting up all your credit cards. If you’re someone who is just so easy to swipe and even if you don’t quite have it in the bank account—you know if you swipe that plastic, you can still have the thing—you may not be a credit card person. So you may have to go zero tolerance and get rid of those completely.

Brian: Also, I think about it in career and job. I mean look, sometimes if you’re waiting for the perfect job, you might be sitting on the sidelines. Or maybe you can also make the heavy decisions if you need to actually make a hard decision to go into a completely different career. Don’t sleep on these things. This is what’s going to help you get ahead and get beyond zero.

Community Resources (4:04)

Bo: But maybe you’re someone who says “hey guys, I’m in a really tough income spot or I’m lower income and there’s just not enough left over at the end of the month to make ends meet, and that’s what’s causing me to live beyond my means.” Don’t forget to recognize that there are some community resources out there available. Maybe it’s SNAP benefits, or maybe there’s some sort of affordable housing you may have access to, or maybe there are resources in your community that you can tap into. If you’re in that situation, this is the exact situation those benefits are there for. So make sure you understand what they are, you understand where they are so that if you need to take advantage of them, you can take advantage of them.

Milestone #2: Saving $100 a Month (4:41)

Brian: I want to talk about milestone number two. This is one that gets me really excited because I even see myself within it—if we can get you to saving $100 a month. Well, there’s a pretty shocking stat that we cover every year that comes out from Bankrate that says that the majority of Americans can’t even put their hands on $1,000. So if we can get you saving $100 a month, you are that much closer to being beyond 60% of your peers.

Bo: That’s right. That alone will put you ahead of them. I mean Brian, this was even—you said that back in your journey—I think you wrote about this in Millionaire Mission. This was the very impetus that started you on your wealth journey.

Brian’s Mr. Morrow Moment (5:15)

Brian: If you think about it, I call it my Mr. Morrow moment. I had a Mr. Morrow who was my economics teacher. It was not part of the curriculum. And this is the actual story that starts out Millionaire Mission—he came into the class and he said “look, every one of you guys, if you just save $100 a month, you’d be a millionaire when you retired.” And I remember thinking “oh my gosh, he just took something that seems impossible and put it right here in front of me to where it seemed tangible and now I had a game plan.” And he turned out to be exactly right talking about the wonderful powerful thing of compounding growth.

How to Save $100 a Month (5:49)

Bo: So what are some ways that you can get there? How do you save $100 a month? Well, one of the things you can do is maybe you can lower your fixed expenses. Maybe you have some ungrateful service providers out there. Maybe it’s insurance carriers. Maybe it’s cell phone carriers. Or maybe you have subscriptions that you just don’t need and you could cut out. If you can lower those fixed expenses, all of those savings that you’re able to accumulate can go towards that $100 a month saving.

Brian: We’ve talked about how the world has gotten crazy with subscriptions and other things. So sometimes you can just adjust your behaviors with how often you eat out, what subscriptions you have. It doesn’t take a lot. Even how you go and grocery shop. I know because—if you do a pantry audit before you go to the grocery store, you might find that you’re not going to end up with three ketchups or two mayonnaises. I mean, there’s all kinds of things you can do to adjust your behaviors. Those small changes can lead to big results in the long term.

Bo: And when it comes to making financial decisions, we often have two levers we can pull. We can either decrease what we spend—lower our expenses—or we can increase our income. So maybe you might be able to find a side gig or a side hustle or some way to create additional income that would then give you the opportunity to begin saving that $100 a month.

Eliminate High-Interest Debt (7:04)

Brian: And then this is a big one because I feel like in America, we’re big on the consumption and typically consumption leads to a lot of consumer debt. We’ve got to figure out how we can eliminate the high-interest debt. That’s why it’s number three of our Financial Order of Operations.

Why $100 a Month Matters (7:18)

Bo: All right. So the question then becomes, “okay, why would I do this? $100 a month. That seems small. That seems insignificant. Why is that meaningful?” Well, do you recognize that if you can just start saving $100 a month and you could do that over 10 years, that $100 a month can turn into $18,000. And while that sounds amazing, you might not be thinking, “Oh, well, that doesn’t seem incredible. That’s not—I mean, if I think about it, if I save $100 a month over 10 years, I’ve saved $12,000 and my portfolio is worth $18,000. And that’s only about a 35% growth metric. That’s something, but that’s not life-changing.” Well, if you can use that third ingredient of wealth creation, you can give it enough time. If you just save $100 a month, every month over a 40-year working career, where you will have saved $48,000 over that 40 years, your portfolio has the ability to grow to over $350,000. That means that 86% of what you’ve been able to save is your money working for you as compound interest doing what it does. So even if you just start small at the very beginning and you give it enough time, it can have a huge meaningful impact over the long term.

Brian: This is the powerful thing. Look, and we went super conservative on this illustration. We used 8%. The S&P 500 has averaged over 10%. So we could have even amped this up even more to where we could have turned that 86% growth just from the portfolio to 90-plus, 95-plus percent. But this overall just shows you guys—if you will put your money to work, it can actually work harder than you can with your back, your brain, or your hands. But you just got to give it the time. You got to give the discipline and create that margin so you actually have money that goes to work for you.

Milestone #3: Maxing Out Your Roth IRA (9:02)

Bo: All right Brian, let’s talk about our third cash flow milestone. This is actually in my financial journey. This is the first one that I remember remembering. It’s the first one I remember hitting and thinking “man, this is awesome.” And that is maxing out your Roth IRA.

How Much Does It Take? (9:16)

Brian: Yeah. First, it’s probably important to understand—maxing out a Roth, what would that take? The annual funding limits right now is $7,000 for those that are under 50. If you’re 50 and over, you can actually do $8,000 with the $1,000 catch-up. But that’s going to work out if you’re trying to break this down into what does that mean on a monthly basis? If I wanted to dollar cost average or set it and forget it, it’s around $583 a month is what you would need to max out your Roth IRA.

Bo: And one of the things that’s beautiful is maybe you’re hearing this later in the year and you’re not hearing this in January like “oh guys, I really want to max it, but I don’t have enough months at $583.” One of the beautiful things about Roth IRAs is they are a type of account that you can actually fund in the next year. So even if you don’t get it fully funded, fully maxed out by December 31st of this year, you have up until April 15th the following year to max out that Roth IRA. So even if you start now, it’s still possible to hit this cash flow milestone even if you don’t do it inside of this calendar year.

Why We Love Roth IRAs (10:14)

Brian: Well, there’s so much social media content that’s kind of against your 401(k)s, your Roth IRAs. I think it’s important for us to share to give context. Why do we actually love Roth IRAs? First of all, we love the fact these things are low expenses. If you think about the fact that they get completely tax-free growth and distributions, how many things—there’s a reason the government’s restricting who can contribute and how much you can put in there—is because they know that it’s good on these type of products. So you need to take advantage of that. And they also have a large selection of investments. And then, of course, flexibility with those contributions. If you are choosing the provider, use a low-cost provider. You can buy index funds. You can really amp up the compounding growth opportunity with all the other benefits that we just shared.

Financial Order of Operations Progress (11:02)

Bo: You know, another reason why we love maxing out the Roth IRA and we love you hitting this cash flow milestone is this is just another check mark as you’re working through the Financial Order of Operations. Brian, can you hold the thing up? As you’re working through the Financial Order of Operations, once you’ve maxed out your Roth IRA, that means you’ve completed or you’re on your way to completing step five. And there’s a good chance at this point you get to move to step six. So once you’ve done this, you know that I’m continuing to move along and progress in my financial journey.

Milestone #4: Saving $1,000 a Month (11:33)

Bo: All right, Brian, let’s talk about this next cash flow milestone because this one—I said that the first one I remember really remembering was maxing out the Roth. But this next milestone was one you said was a little poignant when you think about your financial history. And this milestone was saving $1,000 a month.

Brian’s Personal Milestone (11:50)

Brian: I mean, remember, we just gave a stat earlier. Bankrate says that 60% of Americans can’t even come up with $1,000. And I can remember—and look, these data points don’t change a ton—but I can remember being in my late 20s, married, my wife and I both working, and when we had set up an automatic account builder doing $1,000 a month, I was like “honey, load up. This is something incredible. Let’s go celebrate and have a meal to kind of think about this milestone.” And it really is a milestone because if you can think about in terms—remember we’ve been sharing that $100 does incredible things. Imagine what happens when you multiply that by 10.

Roth IRA + HSA = $1,000/Month (12:30)

Bo: What I think is great is if you think about just saving $1,000—you think about the—Brian, will you hold the thing up again?—in the Financial Order of Operations, if you’re just maxing out your Roth IRA at current limits and you’re maxing out your health savings account, the sum of those two comes out to about $941 a month. So if you’re just doing those two, you are right there at $1,000 a month. And if we think about the average American, we know that right now the median household income is just over $80,000 a year. Well, if you have the median income in this country and you’re saving $1,000 a month, that automatically puts you at a 15% savings rate without factoring in your employer match, without factoring other contributions. So if you can just get there, you are well on your way to our 25% savings goal that we want our financial mutants to hit.

$1,000 a Month Over 30-40 Years (13:22)

Brian: And as I’ve already kind of laid a precursor for it, if $100 a month can create amazing things, you can imagine as soon as you get to $1,000 a month—a 10-fold increase that—you fast forward to 40 years of saving and investing. Now, that might be a little extreme. Even if it was just 30 years, you’re still going to see that you’re going to see 80-plus percent of your account is growth. And here’s what I like. You’re multi-multi-millionaire. It’s truly incredible.

Bo: It’s unbelievable. You know, a lot of folks, they don’t start their wealth building journey at the very beginning of their career. Maybe they didn’t start at 22 or 23. But if you can get to where you are in the one-comma club saving—that means you’re saving four digits a month—for most people over the course of their working career, if it’s going to be 30 to 40 years, that behavior in and of itself will put you into seven-figure status. It moves you into millionaire status. You just said over a 30-year timeline that $1,000 a month can turn into a million and a half dollars. And if you can give it 40 years, you will have saved $480,000 of your own dollars, but your actual portfolio is worth over $3.5 million. You are in multi-millionaire status without having to do anything remarkable other than begin saving early and save consistently through your financial journey.

Milestone #5: Monthly Savings Exceeds Monthly Debt (14:41)

Brian: That sets up milestone five. There’s two ways I like to think about this is that you really get into two categories here in America. You either are a builder or you’re a consumer. That’s right. And milestone number five is if your monthly savings and investments can exceed what your monthly debts are—from a mental perspective, I just can’t help but get excited about that means the building has overtaken the consumption in a lot of ways.

Bo: What I think is amazing is when we think about what is debt payments. Debt payments are us paying for something that happened in the past. And what is investing or savings? It’s us planning for something in the future. When your monthly savings is greater than your monthly debt payments, it means that you are now investing more into your future self than you are making up for decisions your past self has made. It means that you have now flipped the script in your wealth building journey.

Average American Debt Payments (15:36)

Bo: And what’s wild is if we think about how much Americans currently service, we know that according to Lending Tree, Americans on average pay a little under $1,600 a month towards debt. So as you are on your financial journey, if you can get your monthly savings above that amount, moving towards the future, it means that there’s a really good chance your future life will look better than, more exciting than, more flush than your past life. And that’s ultimately what we all want. That’s what we’re all striving toward as we move towards financial independence.

Brian: This doesn’t take into account—I know people live in different parts of the country, have different debts, other things like that—but still, and even your life is going to change. You know, as you upgrade your housing, your debt numbers will change. But I still think the point of this—it’s pretty exciting when your savings rate can actually exceed what your monthly debt payments are.

Bo: That’s exactly right, Brian. So that’s a fun milestone to hit but again, it varies—there’s some nuance to it because like you said, you may have a debt fall off and another debt come on and so it changes. But this next milestone doesn’t change because once you do this, this is kind of like—I almost want like a little pin that you get to wear that says “I did it” because this is a unique one. And I don’t know that most Americans get to do this, but if you do or if you are in the situation where you can hit this milestone, it’s one worth celebrating.

Milestone #6: Maxing Out Your 401(k) (16:58)

Brian: And that’s maxing out your salary deferral into your 401(k). So what would that lapel pin say? Like 401(k) max?

Bo: 401(k) maxer I think is what it would say. Make it turn into a verb. 401(k) maxer is what my lapel—

Brian: And if we were trying to say what is a 401(k) maxer, what’s the dollar amounts on that?

2025 Contribution Limits (17:20)

Bo: Yeah. So in 2025, if you are someone who’s under 50, you can put $23,500 into your 401(k). If you’re over 50, you can actually go up to $31,000. And unique to these last couple years, if you’re between ages 60 and 63, you can do $34,750 a year. And so then the question becomes, okay, well, those are the annual amounts. If we’re talking about cash flow milestones, what does that mean monthly? So if I’m going to be a salary deferral standard contributor, that means that in my 401(k), I’m saving about $1,958 a month. If I’m someone who’s over 50 and I’m doing the catch-up, that means I’m saving about $2,583 a month. And if I happen to be in that sweet little donut hole where I can do the super catch-up, it means that I am saving $2,895 a month into my 401(k).

Why We Love 401(k)s (18:14)

Brian: But Bo, I’ve been watching social media content once again. There’s so many people out there selling me whole life insurance that tell me 401(k)s are a scam. What are they getting wrong? Because I think it’s good bit of context on why this is. Now, look, I’m going to go ahead and tell you because I wrote the book on—literally wrote the book—Financial Order of Operations—and there’s a reason step number two is get in there and get that free money. And I’m going to let you cover that more, but give some additional context on why we love 401(k)s.

Bo: Yeah, there are some reasons that we love them. We think they are amazing. The first of which is that when you put money into a 401(k), when you make that decision, you’re really making a tax decision. And you’re making a tax decision either today or tomorrow. I either put money in today and I get a pre-tax contribution—it lowers my taxable income and it saves me money on taxes today—or I make a Roth contribution into my 401(k) and I don’t get a tax deduction today, but I’m going to put those dollars in and when I go to pull them out later in retirement, they might be completely tax-free. So I get to choose what type of tax treatment I want for these retirement contributions.

Brian: I just love them because they really automate the wealth building process. I mean, if you think about that free money from your employer plus what you’re putting in, there’s a reason that this is one of the first accounts that crosses into seven-figure status for most millionaires is because these things really are a wealth building hack to really accelerate your journey.

Financial Order of Operations Progress (19:44)

Bo: And then the other thing is if you are maxing out your 401(k) and you are taking advantage of this type of account, once again you get to progress along in the Financial Order of Operations. You get to move along on your financial journey. Once you’ve maxed out your employer-sponsored retirement plan, you have now satisfied step number six of the Financial Order and you are now moving into step number seven—hyper accumulation.

Milestone #7: Investing 25% of Gross Income (20:09)

Brian: Well, and it’s kind of poetic that step number seven ties into exactly our content structure, which in the Financial Order of Operations, the goal that we really encourage you to reach is to have a milestone number seven, which is investing 25% of your gross income towards retirement. Now, look, if you’re under $100,000 as a single individual, $200,000 as a married couple, that can include that free employer match money too. But the goal is to get to 25% of your gross income.

The Financial Mutant Badge (20:40)

Bo: Now again, I think if I had the pin that said “401(k) maxer” on this breast, over here I have my financial mutant pin because I think that we will say most people are either financial mutants or financial mutants in the making. And I would argue that once you hit that 25% savings and investing rate, you are minted a financial mutant. You have now achieved that status because it can be so powerful. There’s a couple reasons why we love people saving 25% for the future.

Why 25%? (21:06)

Brian: Yeah. I mean, we’re the intersection of the math plus the mindset that kind of goes into this. And the first thing is we just know people are starting later. That’s right. If the typical person is not even starting their first investment account until they’re age 33, it’s not going to be one of those lovable, squeezable 10%s that you might have seen in the financial book of the past or even 15%. And I think it’s going to fall more on you to get in there and get that 25% working.

Bo: Not only are people waiting later to start saving and investing, but also people want flexibility earlier on. They kind of want their cake and they want to eat it too. So a lot of folks want to be able to do what they want on their terms the way they want to do it before age 65. That means that there’s a really good chance if you’re only saving 5%, 10%, 15%, you’re not going to give yourself enough time, enough resources to be able to exit the workforce and be financially independent early.

Why Gross vs. Net Income? (22:03)

Brian: And a lot of people ask us, “why do you use gross versus net?” And it’s back to control. What do you actually control? There’s so many things in our life financially that you don’t control, but you can look at what you make in the gross sense, figure out a savings rate, and these things work. And this intersects with what your future pension, what’s your Social Security, all these things. You know, we’re not going to know what those situations might end up looking like at retirement. But if you go ahead and proactively set an aggressive savings rate like 25%, you control all those other variables, no matter what laws, tax rates, or other things are rolling around out there when you retire.

How Much Should You Save Resource (22:40)

Bo: And if you want to know why do we choose 25%, we have a great resource. You can go out to moneyguy.com/resources. It’s called how much should you save? And this is the way that we’ve laid this out. We said that at different ages, what would my savings rate need to be to replace a certain percentage of my income? So as you look at the chart, the savings rate goes across the x-axis and the age goes across the y-axis. And where they intersect shows you how much of your income you would be able to replace. And so if most people aren’t starting to save until they’re in their early to mid-30s, you can see it’s that 25% savings rate that gets you to an income replacement of somewhere around 84-85%. Obviously, the earlier you start, maybe the more margin or the more wiggle room you have. But again, you already said this—we don’t know where life is going to take us. We don’t know about all the unknown unknowns. So if I can start saving early and often, what I’m going to do is I’m going to give my future self a lot of flexibility if life ends up happening and I have to adjust my savings rate later.

Step 8: Prepaid Future Expenses (23:43)

Brian: And I love that kind of comes full circle with another FOO reference is that you do this 25%—it’s going to allow you to transition from step seven, that hyper accumulation, to step eight, which is prepaid future expenses. This is where if you want to help the kids with their college funding, if you want to get into real estate investing, if you want to just kind of start moving into investment classes that are not your normal tried-and-true index funds and beyond, this is your opportunity because you’ve made sacrifices. You’ve disciplined. You’ve made the right decisions. So you have more control in your financial life.

Closing: The Power of Milestones (24:19)

Bo: You know, the fact of the matter is that our wealth building journey is slow and steady. And for most of us, there is a long-dated future thing that we’re trying to work towards. We want to work towards financial independence. And yet, if we can recognize there are certain milestones we can hit along the way, there are certain cash flow milestones that once we do those, we can mentally say to ourselves “I’m doing what I’m supposed to be doing and I’m moving in the direction that I’m supposed to be moving.” It does not have to be overly complicated, but you do have to be disciplined. You do have to begin making the decisions today so that you can set your future self up for success.

Brian: So this one was cash flow milestones. And these are important because I think you can hit some of these pretty quickly and start catching traction. I do want to encourage you, please go check out some of the other milestones we have on net worth and how you’re building your multi-millionaire status. All these things are intersecting all over the place because the good thing is when you have a plan—and that’s exactly what we’ve done by creating the Financial Order of Operations—you start seeing how all these things that seem so independent of each other actually do connect and create your great big beautiful tomorrow.

Final Thoughts: The Abundance Cycle (25:30)

Brian: And we’ve laid this out all out completely free. That’s why we always say there is a better way to do money. And I would encourage you—go to moneyguy.com/resources, download some of our free stuff. Lean into it. Get dialed in on our community with The Money Guy Show. And then once you reach a level of success, your life gets complicated and you start wondering, “Man, I can’t believe I’m in this multi-seven-figure status now. I’m worried about what I don’t know. What are my blind spots? This is my first retirement.” Don’t worry, we’re going to leave the lights on for you. That’s when we’re going to let the abundance cycle reach its next phase and you’ll take the relationship to the next level. Go to moneyguy.com or aboundwealth.com and check out “work with us.” We’d love to help you with your success and your abundance and make sure you’re managing your money as good as you possibly can so you live your best financial life. I’m your host Brian Preston, Mr. Bo Hanson, Money Guy team out.

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