The Beat of Personal Finance with Drew Boyer

11 Jul 2025 · 22 min · 17 chapters

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In short

Personal finance for Gen X—why debt and investing don’t improve overnight, how to stop “digging” out of trouble, and how to build long-term wealth using boring basics like index investing and budgeting.

Guests

Drew Boyer, a 20+ year independent Certified Financial Planner. He started in 2003 after the tech bubble, learned through the 2008–09 downturn, and now helps blue-collar Americans make money decisions. He also launched his first book, Hip Hop X Finance.

Key claims

No overnight solutions (TikTok/Instagram are misleading). When in a hole, stop digging (Warren Buffett). Write a plan down; budgeting is the “B word.” Index investing beats chasing hot themes (e.g., AI/energy).

Notable examples

Hip hop/celebrity money lessons—MC Hammer’s spending vs earnings, 50 Cent’s bankruptcy, and tax/estate/insurance stories. Beats by Dre’s origin from solving a sound problem and Apple’s $3.2B buyout. Drew’s own debt story: debt-free at 18, then over $100k by 25 from credit misuse.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Guiding Toward Retirement Confidence

0:45 to 1:28

Overview of the host's coaching services and free resources.

“do steps to start retirement planning now at elevatefinances.us backslash must do.”

Introduction of Drew Boyer

1:28 to 1:45

Welcoming Drew Boyer and setting up the discussion about his background.

“A little music in here, a little personal finance.”

Drew's Journey in Finance

1:45 to 2:47

Drew shares his experience and evolution in the financial industry.

“I am a 20-plus-year veteran in the financial services industry.”

Hip Hop X Finance: A Unique Perspective

2:47 to 3:25

Drew discusses his book and its connection between music and money.

“and celebrities with something that's very private, which is money.”

Impact of Hip Hop Culture

3:25 to 4:39

Drew reflects on his love for hip hop and its influence on his money journey.

“through hip hop, as I think really it does give us that median in relating situationally.”

Stories of Youth and Music

4:39 to 5:29

Drew shares nostalgic music experiences and their significance.

“And then where I grew up in rural Ohio, you know, we had one, one music station that was out of Cleveland.”

The Role of Music in Financial Lessons

5:29 to 6:13

Drew explains how music influences financial understanding and lessons.

“So cassette tapes were easy to destroy, weren't they?”

The Evolution of Music and Business

6:13 to 9:10

Discussion on how the music industry adapted with technology and its lessons.

“And I was going to say that we've gotten to something where when I was going to the mall, I was looking at the parental advisory stickers.”

Beats by Dre: A Case Study

9:10 to 9:27

Drew highlights the success story of Beats by Dre as a financial lesson.

“And you can read it and check it out for what happened.”

Learning from Entrepreneurship

9:27 to 9:59

Drew shares insights on entrepreneurship and practical financial strategies.

“I love how you shared the story and that they found a problem, identified a problem, and then found a solution.”
Show all 17 chapters

Navigating Personal Financial Struggles

9:59 to 12:20

Drew talks about his financial struggles and lessons learned along the way.

“A lot of the times you could just do what the great John Vogel said.”

The Importance of Financial Education

12:20 to 14:03

Drew emphasizes the need for financial education in America.

“I know there's a bunch of states and I think in Ohio where I'm at right now, excuse me, they do have something that's starting up in high school where you have basic financial education.”

Entrepreneurship and Financial Struggles

14:03 to 14:59

Drew shares his experiences with entrepreneurship and the financial troubles that followed.

“that is more money than I'd ever made my entire college career.”

Overcoming Debt and Financial Planning

15:00 to 16:44

Discussion on strategies to overcome debt and the importance of budgeting.

“And I think that progress, regardless of the ending balance, right, is very, very common.”

Book Insights and Unique Approach

16:45 to 18:18

Drew talks about his book, its unique style, and the insights it provides.

“So there are no overnight solutions, despite what you hear on TikTok and Instagram.”

Lessons from Hip-Hop Finance

18:19 to 20:32

Drew shares lessons learned from hip-hop artists' financial journeys.

“So I try to pepper it throughout with humor, just like I do in my appointments here.”

Connecting and Final Thoughts

20:33 to 21:38

Drew provides contact information and motivational last words for listeners.

“If somebody is interested and wants to connect with you, how do they do that?”
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Transcript

Automatic transcript. May contain errors.

0:00I doubt you maxed them out overnight. It probably happened over a long period of time. And reality is, is that it's going to take a while to get that out from underneath you. So there are no overnight solutions, despite what you hear on TikTok and Instagram.

0:16Drew Boyer:Welcome to the Wealthy After 40 podcast, the show for Gen X women and couples who are ready to ditch financial stress and feel confident about retirement. I'm your host, Daylene Higgins, financial and retirement coach, helping Gen Xers master their money and create a personalized retirement plan so they can stop spinning their wheels and step boldly into their dream retirement. If you're feeling behind, don't worry. Continue listening to this podcast, as well as be sure to grab your free guide, Five Must do steps to start retirement planning now at elevatefinances.us backslash must do. And remember, let's make retirement possible together.

1:03Drew Boyer:If you're over 45 and feeling unsure about whether you're on track for retirement, I'd love to help. I offer a free confidence kickstart call where we look at where you are, where you want to go and what to focus on next. No pressure, just clarity, grab your spot at elevatefinances.us backslash kickstart. And let's chat about what retirement can look like for you. Hey, Drew, welcome to the podcast. Excited to chat with you today. A little music in here, a little personal finance. Can you share with listeners a little bit about who you are and how you've come to be a certified financial planner?

1:43Yeah, thanks, Dalene, for having me today. I am a 20-plus-year veteran in the financial services industry. I started out in 2003 after the tech bubble kind of exploded. I'd done an internship when I was still in school at Merrill Lynch, and I'd solved this slow-motion train wreck happening. And then when I got out into the business because I wanted to do it, it was very difficult to start talking about people with finances and get reinvested again. And I got five years in and I thought I got my 10 ,000 hours of expertise. And I thought I knew a little bit. And then in 08, 09, the bottom falls out again.

2:18I realized I didn't know what I was doing. I've committed since then to never stop learning or always keep learning no matter what and no matter what headlines you have there. But fast forward to now, I'm an independent CFP, so certified financial planner. I work primarily with a lot of blue collar Americans that work hard and need help with their money. I help them make decisions based off that. And I just got done launching my very first book, which is called Hip Hop X Finance. And it's using something that's very public, like music and celebrities with something that's very private, which is money.

2:51And you might be asking, why did you write this book? It's because before I had to grow up and get a real job, I had been a drummer my whole life. And somebody gave a real spastic sixth grader a couple drum Plumpsticks. And I sat down and I just was able to do it and I can hear music and play it. And I love all kinds of music. So writing a book about finance and picking a genre that was good to go with, I try to go with something has these big bombastic titles and the machismo and the flaunting of wealth. And that's why I settled on doing hip hop.

3:24Drew Boyer:I love how you are relating it through hip hop, as I think really it does give us that median in relating situationally. It gives us experiences from others to kind of, you know, portray what we're trying to teach sometimes in our expert lingo, which doesn't always translate to the individuals. Yeah, I love that. So first, tell us about your love for hip hop culture. I know you said you love a lot of music. Is hip hip-hop your top love or is there something else? I love all music. And like, I've got two young daughters that I've really enjoyed watching them grow and play piano and one's in choir, one also plays violin.

4:05I've always loved all kinds of music. Hip-hop was probably the very first music I was able to go out and purchase when I started earning money. And so I went back and not like a therapy session or anything, but I went back and thought about like, what was the first music that really impacted me. And I remember shooting hoops in seventh grade and we had, we had started, my brothers and I had started earning some chore money. And what we would do, if you remember from a similar age group as me, you'd go to the mall, you'd go to maybe your local Sam Goody store and walk in and see what cassette tapes were available.

4:37For you kids out there, that's not around anymore, but we were able to, you could tape off of the radio. It was great. And then where I grew up in rural Ohio, you know, we had one, one music station that was out of Cleveland. And it was more of an urban music station. And I remember the moment that my life changed with hip hop is there was a song that came on. And it's a classic by Sir Mix-A-Lot. And so that's one of the stories. Baby Got Back comes on. I'm like, what is this? And I went that day to the mall. And I purchased this. And my parents' number one rule, I lived in a pretty conservative household, is that if you buy something that we don't approve of, it will be season destroyed and they kept their word.

5:16But I write about that in the book where my mom puts the cassette tape in and you hear like, oh my God, Becca, look at her. And then her face goes nuclear and then it gets popped out and it got smashed when I got home. Love hearing all kinds of other people's stories about similar things.

5:30Drew Boyer:So cassette tapes were easy to destroy, weren't they? I mean, leave them in a hot car and just step on them. And remember the tape would come unwound. You'd have to find a pencil or a pen to scroll it back in. And wow, crazy, crazy. Dual cassette tapes, so you could make copies of copies. Yes, yes, exactly. Or did you ever tape because it broke, the actual tape broke, so you had to tape it back together and then you'd play it back and it'd go, you know, because it was no music there. So good times. So tell us about your book and share with us one of your favorite stories in there. Man, this really sounds like something I need to read?

6:10Yeah, I hope you do. Check it out. It's on Amazon. It's called Hip Hop X Finance. And I was going to say that we've gotten to something where when I was going to the mall, I was looking at the parental advisory stickers. So on the book, I made sure that I've got this because I'm including some lyrics in here to help tell the story through selected rap lyrics that are in there. But it's interesting to me too, to see how we've gone against something that was a no, no, no. Like we got to get rid of this, where you have people now like Dr. Dre, who's able to put his name on the side of a university with money from that he's been able to create from beats.

6:43These aren't beats, but similar headphones. That's probably my favorite story in the book. And to tie in with cassette tapes, because when I was just going to college is when Napster was created, if anybody still remembers that. And it really put the music industry into a complete tailspin about how do you make money now if it's not going to be from records. Ended up being, you know, touring revenues. But Napsri gets out there, they try to buckle down that. And a company called Apple, who's now one of the largest in the world, comes out and figures out if we sell things for 99 cents, it's not too much.

7:17So it's something that people would pay for a single. And we need to develop a hardware to be able to hold it. And so the original iPod, if people remember back, held like 1000 songs, 10 hours of battery life. And it was this big thing before the iPhone came out. And that's kind of how a company figured out how to repackage music again. But what the problem was is they came with really cheap$1 earplugs that came in with it. And so Dre was on the record of being quoted saying, well, it's bad enough that they're stealing our music. Now they lose the feel of the music because coming from him, West Coast hip hop that was out there, it was really bass heavy.

7:53And so you don't get that in these little cheap earplugs. The story starts there, the genesis of the most successful hip hop product, the date is Beats by Dre. And so he's solving a problem for creating a solution for a problem that he had. And it was a very pop culture thing to be able to go do it. And so the genesis of the story is it starts with Napster. He's also at the same time persuaded by a sneaker company to possibly do a sneaker line. and there's a the actual chapter in the book is called speakers not sneakers and a partner that he knew to reach out to jimmy iovine had told him you don't know sneakers you know speakers you know sound you're the producer so let's do this and solve the problem for it and it's really amazing evolution of how they didn't trust sound engineers they would invite in other artists to put them on and they were playing 50 cents monster first hit into club.

8:48And so they were getting artist feedback. And by involving all these other people into the team, that when they actually came out with beats, the artists that had tried them out started wearing them. And then you see in our celebrity obsessed culture, oh, they're at beats on, I should wear beats too. And it's really interesting how that goes out. And at the end of the day, they get ended up bought out by Apple who they were solving the problem for, for$3.2 billion. dollars. And you can read it and check it out for what happened. But they lowered it by 0.2, which doesn't seem like much, but that's$200 million.

9:22And then they end up selling the company to Apple for$3 billion.

9:27Drew Boyer:Wow. So amazing. Yeah. I love how you shared the story and that they found a problem, identified a problem, and then found a solution. How can we learn from that with our personal finances? So one of the quotes in the book, and I think it's Benjamin Franklin, is that an investment in education pays the best dividends or invest in what you know. So don't try to go running after the current theme of whatever is now. Like AI is very hot and I think energy is becoming a heated up sector. A lot of the times you could just do what the great John Vogel said. He was the founder of Vanguard. He said, don't look for the needle in the haystack.

10:08buy the haystack. So index investing, you don't really have to do all these exciting things to try to get ahead and build wealth. You can do the boring things over and over and it actually adds up over a long period of time. And it's also a lot less risky, but just, just solving a problem first is a great way to start that. If you can make yourself more valuable to earn more money and then to save, that's a great situation to go into.

10:32Drew Boyer:Yeah. I like that. You also mentioned that hip hop got you through some of your own personal financial struggles. Can you share with us about that? Yeah, music's always been there for me. You can be alone and still be able to turn on the record player. But I found solace in hearing stories that people had gone through bankruptcy before or started from nothing, learned how to hustle by any means necessary, and their ambition got them ahead. I would say more of is something that I took into my actual persona is to figure out how to make things relatable to clients. So we get stuck in this world of acronyms and people like, what does an IRA stand for?

11:14And it was cute, but my wife said, internal revenue. I'm like, no, it's IRS. Yeah. So IRA is individual retirement account. But hip hop had always been there and music while I was going through just trying to start a business, which that's one of the chapters or which I call tracks in the book, how to be an entrepreneur because you don't have to be, but it's, you know, it's another option and working for somebody. I watched how other people had done it and researched it when I could. And that's how I literally helped it happen, get through and get through some hard times and build it up to what it's come today.

11:46Drew Boyer:Yeah. I like that. And I know earlier we talked about, you know, always learning and never giving up on it, on that learning journey. And when I was on my financial journey, That's exactly what I did. And I share with, you know, in previous episodes, how pick a topic, dive into it, learn what you can fix what you need to then move on. Like it is a rinse and repeat. And so, yeah, I love that. So tell us a little bit about your learning journey, just so people understand better about how they're supposed to learn or ways they can learn. Yeah. Two things is I don't think that there's a formal financial education curriculum in America.

12:24I know there's a bunch of states and I think in Ohio where I'm at right now, excuse me, they do have something that's starting up in high school where you have basic financial education. I'm trying to think back in the day when they had these things called checks. You had to learn how to balance your checkbook like at home ec. I doubt they're teaching that anymore. And not many people, I love having younger kids come in and they're like, what is a check? Something left in the past. I think that we're generally missing that and that needs to be brought in somehow. And I think they're starting to.

12:53I just know it's state by state. For my education, I was lucky enough to have parents that, you know, were not divorced in the 80s because that's really when things went 50-50. And my parents, my dad was a veterinarian and my mom was a teacher. Education was a big thing in our house. Not a lot of emotions, but education for sure. But my dad being an entrepreneur, owning his business and he had a partner, we were always taught to work hard. And, you know, we were modeled how to be an entrepreneur. That always spoke to me. But I literally had to figure out all the other blanks. The one story in the book is when I graduated college, I'd walked out and my parents had given me a card, you know, out of the horseshoe here in Columbus.

13:34And I thought it was like a graduation card, which it was, but it was a UOS statement. And I realized that not everybody gets this, but that was what I had. I had a tab, I guess, that I'd build up over the time in there. And so I got a double whammy of, wow, I got a$400 payment starting up in a couple of weeks, so I better start working. and a couple weeks after that, because I graduated college from OSU, they must have had some kind of arrangement with Discover Card and they mailed me a check with this limit on it that is more money than I'd ever made my entire college career. It was like a$20 ,000 credit limit and I didn't do anything fun with that.

14:11They would start mailing you out these checks in the mail and when I was in the process of building this current business and when lean times come, which is part of an entrepreneur, or you're not having a steady paycheck coming in. You know, I was using some of these cash back things there and there or the checks to cash to pay for rent and utilities. And, you know, it got me in a lot of trouble after a few years just trying to get my own business off the ground. And that's a lesson I don't ever want to repeat. And so I'm trying to share a lot of this in the book to help other people. I was debt-free when I was 18.

14:43And by the time I was 25, I was, you know, I was on debt row is what I put on here for debt row records. I was on debt row with over$100 ,000 that I owed in seven years. And it's because I didn't know any better. And I hope that this is something that can bridge the gap and share my story with other people so that it doesn't happen to them. Yeah.

15:02Drew Boyer:And I think that progress, regardless of the ending balance, right, is very, very common. I think we have to kind of fumble to figure out the way unless we actually had somebody really demonstrate to us all of the things. And so what advice would you give to somebody who finds himself in that situation regardless of age? How can they pull themselves out of that? Warren Buffett quote, who's genuinely accepted as the goat of investing the greatest of all time, just had his news thing come out over the weekend. It's a newsletter, his annual one for Berkshire Hathaway. He says about debt or any kind of situation that's negative is like, when you find yourself in a hole, stop digging.

15:43You're probably, there's some reason why you're where you're at right now. There might be some situations where you've done retail therapy or you're doing something to not deal with the problem. And my current work here, a lot of it starts with having the dreaded B word, which is the budget. You really need to get under control what's coming in and what's going out. If you have a bunch of debt that you owe, there's some strategies that you can do where you can perhaps try to renegotiate it or get a payment plan that's a little bit better. if you have a mortgage, it's like refinancing a mortgage, essentially, when you can.

16:16If you can get a lower rate, you do it. If you can make the term a little bit longer, your payments will be lower. So there's multiple strategies that certified financial planners like myself can help someone that's starting here get to here. And it's different for everybody. But that's the general point is to stop digging if you're in problems and seeing what you can do to start slowly working your way out, just like credit cards, I doubt you max them out overnight. It probably happened over a long period of time. And reality is, is that it's going to take a while to get that out from underneath you.

16:48So there are no overnight solutions, despite what you hear on TikTok and Instagram.

16:53Drew Boyer:Yeah, that's great timing. I just wrote an email to my subscribers this morning about instant gratification. And whether you're on a financial journey or a health journey, it's very discouraging because there is no instant gratification per se. So you have to make your own instant gratification. Let's talk more about your book and how somebody can find it. I know you mentioned Amazon earlier, but what they will find inside and why they want to read it. The book is available on Amazon. There is a spoken word option as well for me, Audible, which was a fun task. I've never narrated a book before.

17:29My record for redos was 157 times, but somehow the sound engineer did amazing work and you can't even tell. So there's that, there's an ebook, there's the physical book. I can grab this one, but it's full of graphics that are inside if I can find. So we have this, that's the story of Dre on there. I have lots of relatable graphics. You might find yourself singing along with it because peppered throughout it are relevant snippets of rap lyrics that I take that are relevant to what I'm writing about in that period or financial wisdom that the person that was writing it was trying to share with you.

18:03I pull out snippets for educational purposes to put those throughout. And the graphs are always really easy to look at. And I try to make it a book that 18-year-old me would have enjoyed reading. And it's just a different, different take on how to learn about personal finance. And it's educating. It's entertaining. I'm a bit of a joker. So I try to pepper it throughout with humor, just like I do in my appointments here. As far as anything else on there, the big lesson to try to figure out on your last question, where you're at now. And this is, you become a victim of social media is everybody saying, look at what I've got, you know, Instagram here, Instagram there.

18:40Compare yourself to who you were a year ago, not anybody else. It's a big thing on that. And that's what I'm trying to show you for the book is that where I'm at now is not where I was at 20 plus years ago. And it took a lot of work to get there. And if you've seen that quote about the icebergs, you know, people see only the success and they don't see everything else below the surface that took the gap to get there. That's the biggest takeaway from that one in the book.

19:03Drew Boyer:I noticed you also shared with me some quick, like who they're going to find in their kind of their rundown of their personal finances. So if you'll share that right here. Yeah, absolutely. So chapter one is MC Hammer. He was the first global phenom and hip hop number one hit. I'm sure there's no pictures of anybody running around with those pants he used to wear, but those used to, they might come back. Bell bottom said here now he had made quick money, 72 million, but spent 82, you know, don't buy gold toilets or hot tubs or statues of yourself is generally and don't try to employ 200 friends.

19:35Goes on to 50 Cent was another big rapper who's seen some really big highs and lows. He at one point was worth almost a half a billion dollars and had to declare bankruptcy. He still had some money left after it, but lots of budgetary problems. He's in the chapter called Mo Money, Mo Problems. My favorite title, which might be a little bit, you know, cliche or something, but for or understanding taxes, like the boringest part of this job, taxes, legal and insurance. That whole track title is called Back Your Assets Up. And there's some really good stories in there about rappers who had untimely deaths that had a will in place or did not have a will in place or had insurance or didn't, or a lot of them that did not pay their taxes on time.

20:19And there's lots of great stories in there. And then they end it by straight out of compound instead of Compton, talking about how to compound your time and your education and your money over time and how to give back and work on your legacy.

20:33Drew Boyer:Amazing. I am a reader. I'm an avid reader. Definitely will put that on my list. I hope listeners will as well. If somebody is interested and wants to connect with you, how do they do that? Just reach out to the website. There's some direct interviews right to me, the emails, hiphopxfinance.com. Perfect. All of those links will be down in the show notes. Drew, before we close, any last words? Get started. Just get started. If you find yourself in a spot right now where you're not where you want to be, you have to first acknowledge that and then figure out what you're going to do to stop digging and how to get started in writing down a plan.

21:11In this business, I think the stat is you're 80 % more likely to do something if you write it down. And for me, I'd started journaling a few years back, which led into writing an entire book. So get started, write down your plan. If you're in need of help or education, ask people. The answer is always no if you don't ask or you miss 100 % of the shots you don't take. I could say a lot of other quotes, but that's what I would say is last words for what to do.

Read the full transcript

21:38Drew Boyer:Well, thank you, Drew. This has been a very fun conversation and listeners go connect with him. Links are down in the show notes. And until next week.

21:51Drew Boyer:Thank you for spending this time with me. If you're not already following the show, be sure to hit subscribe so you don't miss what's coming next. And I'd love to stay connected with you between episodes. So come join me inside my Facebook community, Retirement Ready Hub for GenXers. It's where we're having real conversations about money, sharing wins, working through challenges and building a clear path toward retirement. And remember, retirement isn't just a dream, it's a plan and you get to make it possible.

From the publisher

[Ep 130]

In this episode, Drew Boyer, a CFP, shares his journey in the financial industry, the inspiration behind his book 'Hip Hop X Finance,' and practical advice for managing personal finances.


Topics Covered In The Podcast:

✅ The Inspiration Behind 'Hip Hop x Finance'

✅ Financial Lessons from Hip Hop

✅ Drew's Personal Financial Struggles

✅ Financial Education and Early Lessons

✅ Advice for Overcoming Financial Challenges



Connect with Drew Boyer

https://www.facebook.com/hiphopxfinance/

https://www.tiktok.com/@hiphopxfinance

https://www.instagram.com/hiphopxfinance/

https://hiphopxfinance.com/


Ways We Can Work Together:

💰 Join the next Map Your Money Workshop. It's time to take a peek at progress and find a clear focus forward.

📩 Join the 7-Day Savings Reset Challenge and create a savings system, not just a theory.

✨ Learn about the Retirement Ready Strategy Session. Dive into clarity for today and confidence for retirement.

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