8: Land Rover Freelander
Land Rover sales slipped to all-time lows in the ’90s, and the brand needed an infusion of sales. Thus a small SUV was developed to capitalize on the compact SUV craze that was taking over the market at the time. The Freelander was considered a failure for the brand as sales were far less than expected.

From an off-road standpoint, the Freelander wasn’t very capable and that didn’t do anything to help its reputation. Land Rover would go on to redesign the Freelander but it was too late and the compact SUV just wasn’t selling. Still, if you can find a Freelander with low mileage, it may be a unique trophy item.