I think I’ve got a bead on what you are looking for. I’ve compiled some cars and trucks for you to consider. I’ve limited myself to vehicles with dealerships located within 30’s minutes of your house. This limitation eliminates pretty much all of the luxury brands, but stealth wealth is always better when it comes to cars.

Lease a 2016 Nissan Maxima

As you know, I just finished up with a Maxima lease, and I loved every second of it. If I hadn’t gone with a truck, I would have definitely hopped into another one of these. The 2016’s, now available are a pretty significant redesign, but maintains the formula that I found to appealing. It may be wearing a Nissan badge, but it’s delivering Infiniti luxury.

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These things provide some SERIOUS performance, the sound systems are fantastic, and Tim Hill is going to cut you an amazing lease deal on one of these. My lease felt like a total steal. Drive it hard, give zero fucks about how you treat it, get another one in 3 years.

A good rundown on this new Maxima can be read here:

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The best thing to do to research this car is just go drive one.

Buy a Toyota Land Cruiser

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You don’t like buying cars, so maybe you should buy a car people tend to keep more than a decade. The Land Cruiser and it’s classier twin, the Lexus LX570, are over-engineered, large, gas-guzzlers. However, they fit 8 people in luxury, can get to or out of places just as well if not better than anything this side of a military hummer, and tend to provide extreme reliability over many years.

Toyota also just released a new one, that’s even nicer from the looks of it.

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What most people don’t realize about Land Cruisers is they are actually ok-handling vehicle with four-well independent suspension. This vehicle also shares an engine with my Tundra, and I’ve got to say, it’s simply knocks my socks off.

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Lease a Hyundai Genesis

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Hyundai is really holding this car back by insisting to call it a Hyundai. If you can look past the badge, you have easily the best deal going in the entry luxury segment. Both V6 and V8 variants provide strong performance in a rear-wheel drive train layout. The option list on these things read like a car twice its price, check out their site for more details.

I drove these extensively. They are very comfortable, and feel really nice. Most people don’t know what they are when they see them, so there’s very little brand baggage to be had with this car. It’s pretty hard to imagine someone giving someone legitimate guff for driving a Hyundai.

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Option this car to your heart’s content, it’s not going to get all that expensive.

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Buy a Ford F150

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These this have gotten real nice. In 2015 they switched to an aluminum body and largely re-engineered it. Shopping these can get hairy, because there are so many options each is like a snowflake, but I would be able to help you there, we can just run down your needs and I can find you one, or you can play around with the configuration to get an idea of cost and equipment level.

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Look to spend in the 50’s on one of these, and you won’t be disappointed by the level of luxury it delivers.

I recommend buying an F150, not to keep it a long time like in the case of the Land Cruiser, but because they retain their value, like most pickups, far better than any car. After 5 years of ownership you can expect to sell one for about 60% of it’s original MSRP. Considering the 2015’s are going for about $7-9K off MSRP already, that’s not bad at all.

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2015 VW Tuareg

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This is a selection that is neither particularly reliable, or a retainer of trade-in value. It’s not brand spanking new either, though it did get a mild refresh in 2015. However, this is a car VW made with Audi (the Q7) and Porsche (the Cayenne), and it’s actually still quite good. While a similar form to your wife’s Jeep, this vehicle is different in almost every way.

It does a good job at feeling German, but hides well behind the VW badge. While you can outfit these to be nearly as luxurious as their Audi cousins, most folks don’t notice at first glance that this is actually a really nice car to be on the inside of.

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I have no advice on whether to buy or lease here, though I’d personally lease. Don’t get me wrong, VW has come a long way recently in terms of long-term reliability, but I’d want to move on after 3-5 years just to be safe.

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Honorable mentions

Be cool - BMW i3

Have fun - Subaru BRZ

Get a better/nicer wagon than Kerry’s - 2016 Audi Q7