Driven Through Time: My Journey with Cars

Occasionally, I find pleasure in embarking on a nostalgic expedition, reminiscing about my automotive journey throughout the years. Despite owning a multitude of vehicles, I cherish fond memories associated with each one. Join me on this captivating voyage, delving into the chronicles that originate before the acquisition of my driver’s license.

Acquired: Spring 2001
Model year: 1986
Model: Pontiac 6000 LE
Type: Sedan
Color: Blue

Technically, this was my first car, although I never had the chance to actually drive it on the road. My sister received a new hand-me-down vehicle, so she kindly passed this one down to me. At the time, I was still too young to legally drive, so the car remained parked in our yard for a year until it sadly succumbed to decay, rendering it unfit for the streets. I recall the bittersweet task of maneuvering the car within the yard, ensuring I could mow the grass beneath its stationary presence. Interestingly, it also held significance as my sister’s inaugural car, and I treasure memories of the two of us joyfully cruising around town once she obtained her driver’s license.

1986 Pontiac 6000
Not my actual car nor me pictured, but an accurate representation nonetheless

Acquired: Early 2003
Model Year: 1988
Model: Chevrolet Scottsdale 1500
Type: Pickup truck
Color: Red

Although not solely mine, this truck served as our family’s spare vehicle. Once I obtained my license in early 2003, I took up the exclusive responsibility of driving it to both work and school. However, on a frosty day during my commute to basketball practice, I encountered an untreated icy road. As I reached the peak of the road, the truck lost control, resulting in a distressing rollover into the nearby ditch. Regrettably, this incident marked the final time the truck was ever driven by anyone.

My actual truck and my good friend Zach posing with it

Acquired: Spring 2004
Model Year: 1990
Model: Chevrolet Cavalier
Type: Coupe
Color: White

Finally, I acquired my very first car, one that truly belonged to me and granted the freedom to go wherever and whenever I pleased. My great-grandfather, no longer capable of driving, offered me the opportunity to purchase his vehicle as I prepared to embark on my college journey. Acquiring the car for a mere $200, despite its rusting exterior and numerous repairs required, I wholeheartedly embraced the task of making it my own. Equipped with an MP3-CD player, an amplifier, and subwoofers, it transformed into the archetypal first car, a symbol of teenage independence.

Acquired: Summer 2005
Model Year: 1991
Model: Chrysler New Yorker Salon
Type: Sedan
Color: Silver

My trusty Cavalier, my reliable companion, unfortunately endured a fateful encounter with a deer that left it beyond repair. It became evident that it was time to bid farewell. However, as luck would have it, my sister once again received a new hand-me-down, resulting in me inheriting the second-hand hand-me-down, a silver Chrysler New Yorker that belonged to our grandmother. While undeniably a quintessential “grandma’s car,” I couldn’t care less because it boasted luxurious features like air conditioning, power locks, seats, and windows. I was riding in luxury!

Acquired: Fall 2006
Model Year: 1996
Model: Jeep Grand Cherokee Laredo
Type: SUV
Color: Silver

After patiently waiting, my older sister finally made the exciting leap to purchase her very own car, leaving me with the last remaining hand-me-down—a glorious Jeep that would become my first personal vehicle! This rugged beauty had the power to conquer any terrain and weather condition. I cherished every aspect of it, except perhaps the color. This versatile SUV served as the faithful steed that accompanied me on my journey towards independence, as I used it to move into my own apartment and embrace adulthood. It remained in my possession until 2013, when it transitioned into my third vehicle. Sadly, space constraints led me to part ways with it, and I managed to sell it for a steal at $1500, even by the standards of that time.

Acquired: Winter 2009
Model Year: 2004
Model: Chevrolet Trailblazer LS
Type: SUV
Color: Maroon

At the time, my future wife and I were sharing a living space, and the necessity for a second vehicle arose. Coincidentally, my uncle expressed his desire to part with his Trailblazer. I gladly embraced the opportunity, making it my daily driver. Similar to the Grand Cherokee, this resilient vehicle appeared capable of conquering any road conditions. However, it turned out to be the first vehicle that presented me with a plethora of issues. From faulty oxygen sensors to a troublesome transfer case, I found myself investing a significant amount of money to ensure its roadworthiness.

Acquired: Spring 2011
Model Year: 2008
Model: Chevrolet Trailblazer LT
Type: SUV
Color: Moondust

The initial experience with the Trailblazer did not deter me, as I promptly dove into another one, this time opting for a slightly newer model from a dealership. Determined to make a statement, I went all-in with modifications on this SUV, gradually transforming it into a stylish ride over the course of 2-3 years of ownership. The enhancements included a cutting-edge multimedia player with a video display, a convenient backup camera, an impressive amp and subwoofer setup, sleek 20-inch wheels, dazzling HID lights, and an intricate web of wiring to tie it all together.

Acquired: Summer 2012
Model Year: 2013
Model: Kia Optima SXZ
Type: Sedan
Color: Black

Following our marriage, my wife and I decided to embark on the exciting journey of purchasing our very first brand new car, which happened to be fully loaded with all the bells and whistles. Although our initial intention was to acquire an SUV or crossover, we ended up with a surprisingly powerful sedan that punched well above its weight for its time. It became the vehicle I affectionately dubbed my “first sports car.” We took this car on countless adventures, as it served as our daily drivers while we both commuted to the same office. However, the truth about our Kia soon became apparent. It required frequent visits to the dealership for repairs and maintenance, which fortunately were covered under warranty. Nevertheless, the countless hours spent dealing with these issues made us realize that our time was indeed precious and not easily replaced.

2013 – 2013 GMC Terrain SLE, SUV (Iridium)

Acquired: Winter 2013
Model Year: 2013
Model: GMC Terrain SLE
Type: SUV
Color: Iridium

Envious of the impressive features found in the Kia Optima, I made the decision to trade in my 2008 Trailblazer for what I believed was a promising SUV, the GMC Terrain. Initially drawn to its rugged aesthetic, my enthusiasm waned after a few months of driving, as it felt more akin to operating a minivan. Equipped with an underpowered 2.4L I-4 engine, the vehicle struggled to conquer the hilly terrain of Western Pennsylvania. It became evident that this purchase was a regrettable mistake, as keeping my Trailblazer would have likely been a wiser choice in the long run.

Acquired: Summer 2013
Model Year: 2013
Model: Ford Focust ST
Type: Hatchback
Color: Tangerine Scream

Feeling dissatisfied with the unenjoyable experience of driving the GMC Terrain, I yearned for something more thrilling. Despite having no prior experience with manual transmissions, I was enticed by the allure of mastering this skill, considering it the epitome of cool. What better way to learn than by purchasing a brand new car to practice on? Ironically, I couldn’t even drive it off the lot, requiring my dad to bring it home for me. Determined to become proficient, I dedicated numerous hours in the following days to learn the art of shifting gears, operating the clutch, and navigating the open road. Surprisingly, I picked up the techniques rather swiftly, and the rest, as they say, is history. However, my joy was short-lived, as after accumulating around 6,000 miles, I found myself involved in an accident that inflicted substantial damage upon my beloved Focus. While it should have been deemed a total loss, it miraculously survived. Unfortunately, the repairs took over three painstaking months, leaving me eagerly yearning to reclaim my rightful place behind the wheel.

Acquired: Summer 2014
Model Year: 2014
Model: Jepp Grand Cherokee Limited
Type: SUV
Color: Granite

Seeking to bid farewell to the Kia, my wife expressed her desire for a Jeep. Without conducting extensive research, we impulsively purchased one that appealed to our aesthetic preferences right off the lot. This marked our first experience with a leased vehicle, which seemed ideal considering our tendency to frequently switch cars. The Jeep, while fairly generic in its design, provided a smooth ride that we thoroughly enjoyed, and in our eyes, its appearance was quite impressive. It became our trusted companion during numerous memorable road trips. When the lease eventually expired, there was no doubt in our minds that we desired another Jeep to continue our automotive adventures.

Acquired: Winter 2016
Model Year: 2016
Model: Subaru WRX Limited
Type: Sedan
Color: Blue

A few years had passed since my accident with the Focus ST, and I felt it was time to move on from that chapter of my automotive journey. Aware that I would face significant financial losses due to the wreck and subsequent repairs, I accepted the inevitable hit on the trade-in value. After negotiating a deal, I took the leap and placed an order for a brand new Subaru WRX, equipped with a manual transmission, of course. The anticipation of driving off the lot in a faster and more exhilarating vehicle than my previous Focus heightened my excitement. True to my nature, I embarked on a journey of personalization, similar to what I did with my 2008 Trailblazer. The Subaru WRX underwent a series of modifications, including lighting enhancements, tinted windows, an upgraded exhaust system, and even a tuner to unleash its full potential. Undeniably, it was a thrilling car to drive, but I began to realize that it wasn’t the best fit for my body type, prompting me to seek a change and explore new automotive possibilities.

Acquired: Summer 2017
Model Year: 2018
Model: Jeep Grand Cherokee High Altitude
Type: SUV
Color: White

As we prepared to acquire a new Jeep, our hearts were set on finding one in a stunning white color with sleek black accents. Having come across a few similar models, we were resolute in our pursuit of this specific aesthetic. Out of all the Grand Cherokees we have owned, this one stood out as my personal favorite due to its striking appearance. One notable enhancement in this model year was the integration of Apple CarPlay, which, at the time, was a must-have feature for me. True to its predecessors and successors, this Jeep proved to be exceptional, consistently delivering reliable performance without ever letting us down.

Acquired: Spring 2014
Model Year: 2014
Model: Jeep Wrangler Unlimited Shara
Type: SUV
Color: Mojito!

Traditionally, I had regarded the Jeep Wrangler as an unattractive vehicle. However, the allure of a convertible SUV capable of venturing off-road intrigued me. When the JL model was announced, its new styling instantly captivated my attention, particularly in one of the newly introduced colors—green. Acquiring this specific shade proved to be a bit of a wait, as the Mojito! color wasn’t scheduled for production until Q2 of 2018. Although I had engaged with my Jeep dealer early on in 2018, it wasn’t possible to place an order just yet. As soon as the order banks opened for the coveted green Jeep, I eagerly arrived at the dealership, unbeknownst to them that the system was ready to accept my order. Naturally, I ordered a manual transmission.

Several months later, I bid farewell to my WRX as I traded it in for a brand new, four-door Jeep Wrangler. Owning this vehicle proved to be an immensely enjoyable experience. I found myself frequently switching between the hard and soft tops, and during summer, I relished the freedom of removing the doors. Adding my personal touch, as I had done with previous vehicles, I incorporated custom elements such as an exhaust system, a light bar, reverse lights, and even some homemade decals.

However, in 2022, I made the decision to bid farewell to the Wrangler. As it aged and ventured out of warranty, I recognized that the used car market was flourishing, presenting an opportune moment to secure a favorable deal. Consequently, I couldn’t resist parting ways with the Wrangler and seizing the advantageous offer that presented itself.

Acquired: Winter 2021
Model Year: 2021
Model: Jeep Grand Cherokee High Altitude
Type: SUV
Color: Black

Once again, it was time for a new Jeep Grand Cherokee, following the familiar pattern. This time, we opted for a sleek all-black paint with a stylish accent mix. Seeking an extra boost of power, we upgraded to the V8 Hemi engine. Presently, we continue to drive this vehicle, but we are actively searching for its successor. As of now, we are entertaining the possibility of straying from Jeep for the first time in quite a while. The outcome remains uncertain. While this particular Jeep Grand Cherokee has served us well overall, its technology and drivetrain have become outdated and are in need of a refresh.

Acquired: Spring 2021
Model Year: 2020
Model: Honda Grom 125
Type: Motorcycle
Color: Green

Driven by the desire to learn how to ride a motorcycle, I faced resistance from my concerned wife who believed it was too dangerous. To find a middle ground, we reached a compromise: I would opt for a small and slow bike that I could comfortably ride around town. This led me to the Honda Grom, and naturally, I chose it in a vibrant shade of green. With its 125cc engine, it struggles a bit to carry my larger frame, but it gets the job done. After the purchase, I enrolled in a motorcycle safety course and successfully obtained my license. As life has evolved with the arrival of our child and less available riding time, I find myself considering parting ways with the Grom. However, I genuinely enjoy the experience of riding a motorcycle, so we’ll see if I can persuade my wife to let me upgrade to something slightly larger and more suited to my current needs.

Acquired: Spring 2022
Model Year: 2022
Model: Toyota Tundra Platinum
Type: Pickup Truck
Color: Gray

Since I first started driving, I had always yearned for a pickup truck to call my own. Seeing most people around me with their trucks while I drove cars or less impressive SUVs intensified my desire. The primary obstacle that stood in my way was the price tag. As much as I longed for a top-of-the-line trim, it consistently exceeded my budget. However, when the announcement of the F-150 Lightning came, it felt like the perfect truck for me. Not only did it possess a bed and a frunk for storage, but it was also an electric vehicle—an appealing combination. Without knowing the precise pricing details, I eagerly placed a $100 deposit to secure a future opportunity to purchase one.

When the time finally arrived and the time slots and pricing were disclosed, it became apparent that the truck I desired was beyond my financial reach and would not be available for a couple more years. Determined to make my truck ownership dream a reality, I thoroughly explored every available truck option in early 2022. After careful consideration, I ultimately settled on the Toyota Tundra Platinum. The decision was influenced by various factors, including its technology features, and the offer I received for my Jeep Wrangler provided the means to step up to a new tier of vehicles. I joined a waiting list and patiently waited for about a month until I received a call informing me that the exact truck I desired was ready for delivery. Without even test driving it, I sold my Jeep to and, just a few days later, made the purchase of my truck.

Thus far, owning a truck has surpassed my expectations. I find myself utilizing it as a true workhorse more frequently than anticipated. Without hesitation, I can confidently say that I would happily buy another Tundra in the future.

What’s next?

I am already contemplating the replacement of my current Toyota Tundra with a newer model, as it offers upgraded features that were not available when I made my purchase. While the actual decision remains uncertain, if everything aligns, it may happen in 2024.

Meanwhile, the lease on our current Grand Cherokee is nearing its end, prompting us to actively search for the next vehicle. Presently, we have narrowed down our options to a shortlist that includes the 2024 Volkswagen Atlas Cross Sport, the 2024 Chevrolet Traverse RS, and, of course, the 2024 Jeep Grand Cherokee. Stay tuned to discover which of these options we will ultimately drive away with as our next vehicle!

Please enjoy this gallery of my car photography over the years:

Toyota Tundra Infotainment Review

As a tech enthusiest and an information technology professional, I‘m always looking at technology first when looking at a vehicle. If I had to rank infotainment (what the industry calls the vehicle’s screen, software, and entertainment package) on a list of most important features it would definitely be in the top three. Not only am I a tech enthusiast, I’m also a car enthusiast so I’m always looking at what’s new in the car world. I’ve thought about buying several vehicles and decided against it only because of the technology implementation (looking at you Ford Explorer).

My current vehicle, 2022 Toyota Tundra Platinum, has the best technology package in a truck as of the time I bought it. Even better than the F-150 Lightning (which I’m still ”in line” to buy). The F-150 Lightning has the same infotainment as the non-electric F-150s with the exception of the added controls for the EV.

Ford Explorer ST Backup Camera View
Ford Explorer ST Backup Camera View

Here’s what is wrong with most of today’s in-vehicle technology:

  • Large screens with bad use of space
  • Not utilizing integrated cameras effectively (see photo)
  • Trying to pack options on the screen that no one wants or uses
  • Not prioritizing the majority of drivers that use Apple CarPlay or Android Auto

Instead of filling the screen with the functions you are currently using, most manufacturers leave space for other controls, split screen, or messages. The same applies to mirroring you phone to the built-in display.

The 2022 Toyota Tundra has the cleanest large screen infotainment I’ve seen to date. This was major factor in why I purchased this particular truck, especially after pre-ordering an F-150 Lightning, and never owning a Toyota before. The Tundra’s infotainment is simple and thoughtfully laid out on the giant 14-inch LCD display in the center of the dash. There’s not a lot of bloat either with a modest selection of four different modes, plus Apple CarPlay or Android Auto.

When using Apple CarPlay or Android Auto, it takes over the entire screen giving you the most screen real estate to see your maps, music, or podcasts. My previous vehicles from Stellantis had a bottom navigation bar with CarPlay enabled to allow you to navigate away from CarPlay without having to do anything. Toyota’s implementation, like others I have seen, put a Toyota icon on your homescreen that when tapped, takes you to the built-in vehicle controls. This allows your phone mirroring experience to be more immersive . When the truck’s cameras are activated you again see it fullscreen and are able to see multiple cameras at once. Most of my in-car use is CarPlay so I never use the truck’s built-in functionality so the fullscreen experience was important to me. Hopefully soon Apple updates Carplay to better use the large amount of screen space I have now and make the elements fit better.

Digital rearview mirror camera
Front and bird’s eye cameras at a stop light

2022 Toyota Tundra technology overview

UI elements utilize large screen
Fullscreen Apple CarPlay / Android Auto
Responsive and high resolution
No bloatware or complicated views
Landscape orientation
Digital rearview mirror

Can’t use in-vehicle WiFi hotspot and wireless CarPlay simulteanously
CarPlay elements not made for such a large screen
Uses Google Maps, but not an online version
360º camera view only available in park [P]
Most camera views only available in drive [D]

In my short four months of owning the Toyota Tundra, it received one software update that was mainly bug fixes, but that doesn’t prevent them from adding features via an update. Hopefully they can add some cool stuff I haven’t thought of, but this is a promising start to a car brand that I once wrote off due to their interest in technology innovation.

Read about why I sold my Jeep and bought a truck.

Top 10 Reasons I’m Going to Miss My Jeep Wrangler

Jeep Wrangler Front

Recently I went through a process of selling my Jeep Wrangler to an online service.
Read about how that went here.

Before I sold the Wrangler, I made a video of the Top 10 Reasons I’m Selling My Jeep Wrangler.
I figured I would express that even though I made that video and sold it, I’m still going to miss my Wrangler.

These are the top 10 reasons why I’m going to miss my Jeep Wrangler.

10. Maintenance
Doing your own maintenance on your vehicle is something enjoyed by many and the Jeep Wrangler makes it easy and enjoyable. Over the four years I’ve owned my Jeep, I performed a wide variety of tasks in my garage without issue. The oil plug and filter location makes oil changes a breeze. The last time I did an oil change, it took me about 15 minutes and 10 of those minutes were letting the oil completely drain. The overall ground clearance of the Jeep made rotating and swapping wheels easy as well. I even replaced the front brakes last year and was surprised at how easy Jeep made it. It’s like they knew most people get in there and tinker with stuff so they make it self-service friendly.

9. Fun-factor
Having a Jeep Wrangler is fun. It’s much more capable than your standard SUV and comes with a lot of cool tricks like the removable top and doors. It rides and drives like a truck so you get that feel for it too. Overall the Wrangler is fun to drive around, even with its compromises.

8. Off-road
Coming from a series of boy-racer type cars, having an off-road capable vehicle is a dramatic shift. Not having to worry about curbs, parking barriers, and potholes is nice. I never officially took my Jeep to an off-road trail or mud pit, but I did take my mall crawler off the road. Wether it was in my yard, the random dirt road, or the occasional grass parking lot, I can say my Jeep went off the road.

7. The Jeep club
There’s a large (unofficial) club of Jeep Wrangler drivers and owners. The day you start driving a Wrangler your in this club. Just about every other Jeep driver waves at you and gives you the feeling like you are in a community. I’ve had countless people come up to me and start a conversation based solely on the fact that I was driving a Jeep Wrangler. It’s weird, but at the same time I think I’ll miss it.

6. Ruggedness
Everything about the Wrangler is rugged. It looks rugged, the interior has rugged textures, and most of the time has all terrain tires on it. You can leave your top down/off in the rain and not have to worry about anything getting damaged. I recall a time I was at work and my soft top was down and my doors were off. It poured for probably an hour. Afterwards I went out to asses the damage. I pulled the plug in both floorboards and the almost three inches of water drained out. The sun then dried up everything else and by the time I left for the day it was dry. No damage done.

5. Convertible
Speaking of having the top down, you may not realize this, but the Wrangler is a convertible. Optioned with either a soft top or hard top (I had both), the Jeep’s top can be removed or retracted for an open-air experience that’s like no other. Taking off all four doors and having the top down is one of my favorite summer activities in the Jeep.

4. Aftermarket accessories
As one of the most popular vehicles in the United States, there are a lot of aftermarket accessories for the Jeep Wrangler. You can change almost anything the Jeep with the available third-party market. I added pre-runner lights to the grille, swapped the grille inserts for matte black finish, added a smaller antenna, wired in a 30″ light bar on the hood, upgraded the spare tire carrier to support bigger/heavier tires, added brighter reverse lights to the back bumper, and wired a LED brake light ring inside the spare tire.

3. The look
I really like the look of the current Jeep Wrangler. Prior to model year 2018, the Wrangler looked ugly and outdated to me. When they redesigned it, I was immediately interested in being a Wrangler owner.

save the manual sticker

2. Stick shift
The manual transmission, standard, and stick shift all mean the same thing. Shifting your own gears is a dying art as most cars today come with an automatic or dual-clutch transmission and only two pedals. In 2013, I decided to buy a Ford Focus ST that only came in manual transmission. I thought myself how to drive it and then never looked back. Since then, I’ve had two more vehicles both with stick shifts. The number of new vehicles being produced with standard transmissions is at an all-time low and with the electric revolution coming, it may go away for good.

1. The color
I’ve always wanted a green car. It’s my favorite color and you rarely see cars any color except white, black, gray, or red. My previous two vehicles have been yellow/orange and blue and I finally got my green car. Mojito! the name that Jeep gave this version of green is an exciting color and gets noticed everywhere I went. It was a limited run color so there aren’t a lot of Jeeps around with that same color. Someday I hope to see more green vehicles for sale and I’ll do what I can to get another one.

Keep up with the Double B Garage YouTube channel and don’t forget to subscribe!

I Sold My Car to

Spoiler: They picked it up in my driveway!

The used car market is at an all-time high and I did what any American would do and tried to take advantage of it. My daily driver has been a 2018 Jeep Wrangler (4-door) for the last 46 months. While I always like to shop around for my next vehicle, there hasn’t been much I was excited about. I usually keep my vehicles for two to three years before I get bored and trade them in on the new hotness. This Jeep has been an exception and might be the longest I’ve ever driven one continuous vehicle. Selling to Driveway wasn’t my first choice, but they were the highest bidder.

I made a YouTube video on the top 10 reasons why I’m selling my Wrangler.

You’ve probably seen all the online companies emerging that want to buy your car and pick it up for you. The popular ones being Carvana, Vroom, and Carmax, but I decided I was going to get prices from all of them. It’s an easy process to get a quote on selling your car. You just give them information about it and they give you a price instantly. Most of the time they honor that initial price throughout the buying process.

Last year I saw the announcement of the Ford F-150 Lightning, all electric pickup truck, and I was immediately enthralled with an electric truck. Ford took “pre-orders” of the Lightning models only to announce later that they wouldn’t be able to make that many quickly. Recently this year, Ford let me know that I won’t be getting a Lightning in the next 12 months. While sad about that, I was excited by the thought of having a truck, so I started looking at my options. All the while I was keeping an eye on what the value of my Jeep was. I never thought that I would sell it to a 3rd-party, but more likely would trade it to a dealer on a new car/truck.

In February of this year I told myself my next vehicle was going to be a truck, so I decided to actually keep tabs on my Wrangler price. Since then, the prices haven’t changed much, but I was pretty much going with the highest bidder. I found the prices to be all over the place and didn’t expect Driveway to be the leader. When I got quotes from each of these vendors I used the same information and options to make it fair across the board. I also used fake contact information because I didn’t want bothered and just wanted to see the price.

My price tracking from the nine services I contacted
driveway promo image
Promo image from showing how easy it is to hand someone your keys

You can see how close the big names are, but hilariously CarBrain and Peddle are very low and not sure who would actually take that price. In my research I also learned about all the different companies that will offer to buy your car. Prior to this I didn’t know Carmax and KBB did the online buying thing. Additionally I also learned about services I’ve never heard of like CarBrain and Peddle.
There are some out there that I didn’t bother looking at mainly because they didn’t offer instant quotes online without talking to someone. My time is worth more than what you’re probably going to offer me. Initially I thought Vroom or Carvana would be one of the companies buying the Jeep, but Driveway surprised me.

I recently got word that my truck of choice was on it’s way from the factory to a dealer near me. This meant it was ‘go-time’ for me to sell the Wrangler to Driveway. I went through the online quote process with my real information and somehow it was lower (by $1,000) than the previous number I had. This was fine so I completed all the additional information requested. Shortly after, I was texted by a person from Driveway confirming details. Here’s where it starts to get shaky… this is the timeline of what happened next.

Thursday March 31stText conversation from John at Driveway: “Hello Ben, this is John from I’m reaching out regarding your 2018 Jeep All-New Wrangler. We sent you an offer of $40,477. Are you interested in moving forward with selling that vehicle?” Why yes John, I am. “Can I call you to explain the process?”
Over an hour later John called me and talked me through what would happen next. I had made an appointment online for the next week to meet someone at a dealer near me to inspect the vehicle. Then they would schedule a date to come pick it up later. I asked a few questions about logistics and timing because I didn’t yet have a replacement vehicle. He assured me they were backed up and it would be 1-2 weeks before they came to get it.

“So… the person we had scheduled to pick up your Jeep next week can’t drive a stick shift”

Friday April 1st – Phone call from Jamie at Driveway: “We need to get approval from you, for your bank to release the payoff information on your car loan.” I was on the phone with Jamie for a while before we concluded that the bank might be closed for the day so we’d try again next week. Jamie also informed me that it might be too soon for them to get me a check for next week’s appointment. This is when I found out that the “inspection” appointment I made was the pickup my vehicle and take it away, appointment. I told her this was too soon and I needed to reschedule. So she was able to get my appointment rescheduled for the week after next.

Monday April 4th – Phone call from Susan at Driveway: “So… the person we had scheduled to pickup your Jeep next week can’t drive a stick shift, so we need to schedule someone who can drive a stick shift.” Susan even made me chuckle by calling it a “millennial anti-theft device” and I agreed, even though I’m a millennial.

Tuesday April 5th – Phone call from Susan again: We rescheduled the pickup and I had some more questions answered, because at this point basically everything changed. We scheduled the pickup on Monday April 11th and instead of it being at a nearby dealer, it was at my house. I told her that previously I thought it was somewhere else and she didn’t have record of that same information. No big deal, home is better for me. I asked about the payoff information and she said it looked good. She told me that they would provide me a check on Monday with the difference between the purchase price and my loan payoff, even though I thought I was getting a wire transfer. I also asked her to confirm the price. Susan said they had a lower price than my initial offer, but she was able to see that John mentioned the higher one, so they were going to honor that.

Tuesday April 5th – Phone call from Susan again: “Hi Ben, I have the bank on the line to confirm your information.” I talked to a representative from the bank I financed the Jeep through and confirmed everything. So now maybe we were actually ready and set for Monday.

Sunday April 10th – I received a reminder email from Driveway about my appointment on Monday. This was the first time I had an official appointment notice for the updated day/time. It was nice to know it was still happening. The email stated I needed to have my driver’s license, registration, keys, and all persons named on the title/registration needed to be present. Luckily that’s all me so I was ready.

I did some last minute gathering of all my personal belongings and left a few presents behind for the next owner. I didn’t bother cleaning the interior or exterior of the Jeep. I learned a long time ago that spending your own personal time cleaning a vehicle for trade/sell doesn’t actually return any additional value. I also left all my stickers/decals on the exterior. They can remove those.

I learned a long time ago that spending your own personal time cleaning a vehicle for trade/sell doesn’t actually return any additional value.

Monday April 11th – I got a call around 10am from Brian at Driveway. He was confirming some details and times. I told him I was able to meet earlier and so we planned for 11am. Shortly after 11, he arrived via Uber and greeted me.

The entire process took less than 15 minutes. He started the car, took some photos, looked around, and then gave me the check. He opted not to do a test drive since he was happy with what he saw. I had to sign some power of attorney documents (standard for vehicle sell/trade) and the sales documents. He removed my license plate and attached a dealer plate, then drove it away.

That deal is now done. They’re going to payoff the remainder of my loan and deal with my bank directly. The check I received is a difference between the sale amount and the payoff.

I had a lot of hesitation going into this process as I’ve never sold a car to anyone but a local buyer or dealer. Selling your car to an online service can be scary, but Driveway made it mostly easy the entire time. There were a few hiccups of scheduling, pricing, and information, but in the end it worked out. I can honestly say I would do this again tomorrow if I needed to. The only thing I lost in the deal was the tax benefit of trading in the Jeep at the same time of buying a new vehicle. The tax savings was about half of the difference Driveway offered, so still worth it to me.

Introducing: Double B Garage

SUV Search: Complete

Most new SUVs are good, but none are perfect.


My wife and I are in the market for a new SUV this fall. We are looking to replace our 2014 Jeep Grand Cherokee, not because we hate it, but because our lease is about to come to an end. There are so many options out there that fit our needs, which could be why this segment is becoming the most popular among car manufacturers today.

Feature Rich

We have a very specific wishlist for this next SUV, mainly because of what we have already been accustomed to. Most of the items are luxuries or technology based goodies that we feel every car should have.

  • Remote startpullquote
  • Heated / ventilated front seats
  • Large panoramic sunroof
  • Heated steering wheel
  • Apple CarPlay compatible stereo
  • LED daytime running lights
  • Factory-installed hitch
  • Powered lift-gate

Not that bad of a list right?

In addition to those refinements, we really need a car that has an engine that can really move when we need to. We previously had a vehicle with an undersized engine and while it was good on gas, merging onto the highway proved to be somewhat dangerous. Some of the options we’re looking at vaulted us into the luxury SUV space which we didn’t want to tread in. Companies like BMW, Lexus, and Jaguar have great offerings but we did not want to get in on the low-end of their trim levels to meet our budget.

Narrowing It Down

In January of this year, we traveled to Detroit for the North American Auto Show to take a look at some potential new models. We came away from this show mostly disheartened by the fact that our beloved Jeep was not changing and thus not keeping up with the influx of technology in this space. The early leader leaving the show was the newly redesigned GMC Terrain. Remember that car I mentioned earlier that had a very underpowered engine? That was a 2013 GMC Terrain with a 4-cylinder lawnmower engine that would redline going up the slightest hill. Needless to say, we only owned that car for about six months. There was some hesitation to lean towards the new Terrain, but the new 2.0 turbocharged engine seemed like a good upgrade that we’d be happy with. Leaving the show I was just about set on getting the new Terrain, in fact, if they would have offered a trade right then and there, I probably would have taken it. They didn’t offer me a new 2018 GMC Terrain on the spot, so we decided to sleep on it.

Fast forward eight months and we’re still looking at new cars coming out and deciding what we’re going to do. We have a slight deadline because our lease is set to expire sometime in October of this year. Lots of time ahead, but we aren’t taking this decision lightly. While the GMC Terrain is still in the running, we’ve had some other potentials come into view. The 2017.5 Nissan Murano checks all of our boxes and looks pretty cool too. We took a Sunday trip to our local Nissan dealer (because they are closed on Sundays) and eyeballed some new Muranos. This spelled bad news for the Murano because it just doesn’t look at good in person as it does in promotional photos. Now back to one again, the original GMC Terrain that started courting us in January.

There has always been one wildcard in our race, but it only had the support of half the votes. I have really admired the Volvo XC60 since it’s redesign last year, and even added it to my list. Volvo is a great car company, and they know it, which is why the are now moving up the price list and becoming more of a luxury brand than ever before. My wife has never been impressed by either the XC60 or XC90. “Volvos are for old people, and I’m not old yet” exclaims my wife every time I mention the Volvo SUV. I’ve realized that’s a fight I cannot win, and thus we move on.

The Winner

A strange, almost divine series of events have unfolded lately that lead us to pick our next SUV. I was doing more research as I always do and found that the 2018 Jeep Grand Cherokees were soon entering production. I thought to myself, “I wonder what’s new on the 2018 model year?”, turns out, just enough. The upcoming Grand Cherokee updates included one key feature that was missing from all previous Grand Cherokee models, Apple CarPlay. This was the one feature we had to have, not because it’s cool, new, and easy to use, it’s because most car infotainment system are downright horrible. The ability to essentially mirror your iPhone on your car’s screen for music and maps is monumental. Along with the addition of CarPlay, Jeep brought back a new special edition trim called High Altitude which fits our styling tastes perfectly. The basics of this special edition are removing all the chrome accents, including the Jeep badges, and replacing them with matte finish dark accents. This creates a very modern take on a more luxurious trim.

If all goes well with finances and timing, we will be leasing a 2018 Jeep Grand Cherokee High Altitude in white.

How I Did The Research

Over the last 10 months I’ve been researching mid-size SUVs as they are announced and adding them to a spreadsheet to compare the specifications. I have posted it here so that you all can see the various types of specs I was comparing and how the different vehicles stack up. You’ll also notice that I went after specific trim levels on each SUV and only cared about certain features. This was mostly due to the fact that almost all SUVs in this class are going to perform the same and have the same overall sizing.

I hope you have enjoyed reading about my research and hope this will help someone else make a decision on a very large purchase. I will definitely post an update once we finally get our new SUV.

Click here for spreadsheet