2010 Jeep Wrangler JK Sport 4WD 6 Speed: Family Ride in Percy Warner Park in Nashville, Tennessee

It’s been two weeks now that I finally obtained my dream vehicle, a Jeep Wrangler. As part of the fun for Mother’s Day for my wife, I announced we would be going for our very first family leisurely drive through the not-so-faraway Jeep-friendly spot: Percy Warner Park in Nashville.

This weekend’s drive confirmed what I always believed about owning a Jeep Wrangler; that you don’t simply own a vehicle, you own a mobile amusement park.

Automatically, anywhere you drive is suddenly more exciting. The view is undeniably better. Whenever you see a road you want to go down, or go up, that you wouldn’t normally be able to… well, now you can.

And we did. Many times.

There is no fear of getting stuck in the mud, because now we have 4 wheel drive.

There is no fear of not being able to turn around if we get to the end of a narrow dead-end road, because the Jeep is so short.

There is no fear of boredom, because we are ultimately riding in a mini monster truck.

Something really crazy about my 7 and a half year journey to finally getting my Jeep Wrangler is that I never ever drove one until I had already bought mine!

That’s how much I knew I was destined to own one.

I can’t remember the last time I bought anything for myself that made me so happy.

When you’re the husband and the father, you just sort of go along with whatever is going on with your family. There was honestly nothing I needed or even wanted anyway.

Except for the Jeep, which I couldn’t afford until now; and was able to pay cash for. (My wife and I are very serious about Dave Ramsey!)

But this Jeep isn’t just for me: My whole family enjoys it.

It’s simply more fun to drive now; even in bumper to bumper commuter Nashville traffic.

That’s how good a Jeep Wrangler is.

Income Tax Returns at H&R Block: So Relieved I Didn’t Owe Taxes on My 5 Side Hustles in 2018!

As I recently crowned myself “The SEO Side Hustler”, announcing that in 2018 I had 5 SEO-based side hustles that earned a minimum of $1,000 each, I knew that title would come with a potential downside:

This month when my wife and I would file our taxes for last year’s income, instead of getting money back from the IRS as we have every single year we’ve been married, it would be a very real possibility we could actually owe several thousand dollars instead of receiving that as a return.

When I said that I had 5 side hustles last year that earned a minimum of $1,000 each, the thing is…

For some of those side hustles, it was a bit more than a thousand dollars… or even a lot more.

I had never made that much in side income before. It was never an issue or a concern for the years prior.

The problem is that my superhero power of finding random ways to make money from my SEO skills didn’t mean that I automatically knew anything about being prepared for the taxes I would owe on that money.

It was a bit intense last Saturday morning, walking into H&R Block, knowing that in just an hour, we would know our fate; for better or worse.

Forty-five minutes into our consultation, it was looking as if we were going to owe about a thousand dollars; which wouldn’t have been awful.

But fortunately, and I would even say miraculously, our H&R Block representative found a couple more items that had not been considered yet as tax write-offs; like how I mainly use my phone for managing my side hustles, and the fact I have a room in my house dedicated exclusively to my side hustles, serving as my office.

Plus, our H&R Block representative helped us get set up on a system where we are now able to easily pay back 25% of my side income earnings in advance each quarter, so that there’s no reason for anxiety in paying those taxes next February.

At the 55 minute mark into our hour-long consultation, it was confirmed: Even after the consultation fee for H&R Block, we would still get a few hundred dollars back!

Our sense of relief was actually greater than our sense of celebration.

And it was perfect timing, as that money would ultimately end up covering our “24 hour parent staycation” that began the moment we left the moment we drove out of the H&R Block parking lot.

Stay tuned for that…

A Paid-Off Car with High Miles, Not a Brand-New Car with Payments, is a New, Unspoken American Status Symbol

I noticed that back a few years ago, when I lived on the edge of Nashville, where income levels were lower than where I live now in my commuter town, that it was the norm to see so many fellow commuters driving luxury cars, on every side of me… which were obviously leased. Compare that to where I live now- people make more money, but drive older cars; not many Mercedes’ to be seen.

Owning a brand-new car is not worth celebrating, unless the person paid cash for it. Otherwise, the person is paying more money for something they couldn’t afford in the first place.

Imagine the irony: A person doesn’t have enough money to buy the product, so they agree to pay even more of the money they don’t have in the first place- in interest.

The Eighties and Nineties are long gone. No longer can we pretend we are doing financially well because of the false status symbols bought with credit. That mentality ended with the Financial Crisis of 2008; which happened to be the year I got married.

I believe our culture is now realizing that the new status symbol is being able to afford more, but choosing to save and invest that money instead.

If anything, the new status symbol is to be able to brag on how little money you paid for a product, not to allow others to believe you spent more. The new status symbol is being able to figure ways to save money and make money on the side, then share that info with everyone else. That has value.

We are living in the aftermath of the Financial Crisis of 2008. My generation is becoming the new version of those who lived through the Great Depression.

Being frugal and in full control of your finances is the ideal; not necessarily making a lot of money, only to continue to struggle to pay the bills and live in debt. Now it’s all about low overhead and living well within your means.

This month makes exactly 13 lucky years that I’ve owned my 2004 Honda Element, with 170,000 miles and a salvaged title; making it worth only about $500. Two years ago, it came within about $25 shy of being totaled, when an albino dear ran into my driver’s side door and wheel. (True story!)

But the way I see it, that car is worth a whole lot more than what I could sell it for.

It’s funny how typically, when a person “buys” a new car, the typical reaction is to be happy for them: “Oh wow! I like your new car! I wish I had something nice and shiny like that!”

When I overhear a conversation like that, I always privately think, “But yeah, now they have to be making monthly payments for the next few years, coupled with the insurance payments that accompany a new car…”

And it’s even worse if the car is leased, because there’s no chance of making any profit when the lease is done; in fact, you may end up having to pay more money if you drove too many miles or caused damage to the car.

So yeah, I am proud to drive my 2004 Honda Element. It’s a bit rusty and my kids complain about having to ride in it because, “It’s so old!”

But hey, it runs and it’s been paid off well over a decade.

At Age 37, My Wife and I Have Begun Investing Our Money, Thanks to Charles Schwab

At age 37, I am fully aware that I am now at the halfway point of the average American lifespan. I suppose this is literally the most appropriate time to have my midlife crisis.

Finally, I can trade in my old paid-off Honda Element for a brand-new Jeep Wrangler, take a spur of the moment trip to Spain, and start training for American Ninja Warrior…

But instead, I am focusing all that energy into planning for the 2nd half of my life- and my wife’s, as well as our children’s future.

My wife and I got married 10 and a half years ago, right in the middle of the 2008 Financial Crisis.

The first half of our marriage was spent building our careers from entry level positions and trying to manage the tens of thousands of dollars of debt we were in; largely due to college loans and our wedding.

The most recent half of our marriage began with us finally becoming debt-free in 2013, buying the last steal-of-a-deal new home in the Nashville area, and both finding ourselves far enough into our careers and side hustles that we started making a comfortable living.

But as Maslow’s Hierarchy of Needs pyramid explains, your goals and motivations evolve as you overcome your previous more basic needs and desires.

Now the focus is… how to invest our steady stream of income into our future.

I thought it was as simple as just paying off our house, then worrying about retirement afterwards.

However, my wife has been listening to the Moneywise program on Moody Radio on the way home from work each day. She explained to me that based on our interest rate on our home, it would actually be a better investment of our money to start building our retirement now, alongside paying off our mortgage early.

My wife then set us up an appointment with Charles Schwab financial investment company, which she had been hearing endorsed on Moneywise.

Today was the big day.

Our financial advisor helped us rollover my 401K from my previous employer to traditional IRA and select a portfolio for it. She also gave us direction on determining our financial goals so we could better plan our retirement and our kids’ college funds.

This was a major milestone for us. Here’s to the second half of life!

Is Age 37 Too Young for a Midlife Crisis? 1st World Problems and Maslow’s Hierarchy of Needs

I’m pretty sure that at age 37, I’m currently working my way through my midlife crisis. While at first mention, it might seem I’m getting mine out of the way a little early, consider that the average American man in Tennessee lives to be about 74 years old. So actually, I’m actually right on cue:

If I live that long, then my life is already halfway complete at this point.

Perhaps the biggest struggle I am sorting out is that, as of this year, I have officially found myself at the top of Maslow’s Hierarchy of Needs: Self-Actualization.

The way I like to explain how Maslow’s Hierarchy of Needs works is this:

If and when you are able to overcome needs in each stage of your life, they are simply replaced by new ones that you didn’t have the privilege of addressing before.

Things started progressing quickly on my journey up the pyramid, in my mid-30s, when I discovered that it was always my decision whether I allowed other people to emotionally affect me. During that same time in my life, my wife and I had become completely debt-free, other than our mortgage.

Now in our late 30s, we have found ourselves in a new income level bracket; having both progressed our ways up the corporate ladder, in addition to the aforementioned pyramid.

I think the identity crisis I am going through right now is that we both work full-time jobs in offices, in addition to side jobs online. The money simply goes to paying off our mortgage, our kids’ college funds, and our retirement.

It’s just sort of demotivating to consider how much of our time is spent working- and how little time is spent together as a family.

Plus, I really want a Jeep Wrangler. I’ve been dreaming about owning one for years. But having gone years without a car payment, and knowing that buying my dream car would only take away from our savings and our ability to pay extra each month on our mortgage, I just wouldn’t be able to enjoy it anyway.

Clearly, I have first world problems. Yet according to Maslow’s Hierarchy of Needs, they are still legitimate challenges that I am sorting out in my life.

This is my midlife crisis at age 37.