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Donald Osborne on Buying Right, Selling Right, and Living Right

Donald Osborne on Buying Right, Selling Right, and Living Right

Bring a Trailer Podcast Oct 16, 2025 59 min
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About this episode

Donald Osborne, a classic car expert and appraiser, shares insights on buying and selling cars with maximum impact for minimal outlay. He discusses the evolution of Bring a Trailer, the importance of honesty in car transactions, and the emotional aspects of car ownership. Through engaging anecdotes, he highlights the significance of understanding market dynamics and the joy of owning unique vehicles. The conversation also touches on memorable experiences with various classic cars and the thrill of participating in automotive events.

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Company

Bring a Trailer

"Well, we can start with my background. I knew Randy Nanenberg before Bring a Trailer started, and I spent a very cold evening in Pebble Beach..."

Bring a Trailer is a website where people can buy and sell classic cars. It's popular among car enthusiasts who want to find unique vehicles.

Car

Porsche 911

"Oh, look, it's another new Porsche 911. Oh, you have to explain the color."

The Porsche 911 is a famous sports car that many people recognize. It's known for its unique shape and powerful performance, making it a favorite among car enthusiasts.

Car

1960 Fiat 500 D Tetto Apribile

Featured on Bring a Trailer: 1960 Fiat 500 D Tetto Apribile

Term

provenance

"...this price range based on its condition, its provenance, all the things that make someone want a car. Then I say, okay, your car also is a really fantastic car..."

Provenance is like a car's biography. It tells you who owned it before, how well it was taken care of, and any changes made to it, which can help you understand its value better.

Car

Cord

"...I have a speeding of pre-war cars, two Cords, and I love them. And I was just back at the big Auburn, Indiana meat..."

Cord was a brand of fancy cars made a long time ago, famous for their unique styles and features.

Car

Auburn

"...I would really like a big Auburn, the full classic Auburn sedan. But all of them got turned into speedster replicas..."

Auburn was a car brand that made stylish cars in the early 20th century, known for their beautiful designs.

Car

Chevrolet Corvette

"...ay, fine. And then you say, oh, I've always liked Corvette. Terrific. Let's try and find the right Corvette..."

The Chevrolet Corvette is a famous American sports car that people love for its speed and cool looks. It has been around since the 1950s and is known for being fun to drive without costing as much as some other fancy sports cars. Many car enthusiasts talk about it because it's a classic and represents American car culture.

Term

Bloomington Gold

"A Bloomington. Give me the Bloomington Golds, Donald. Do not buy the bargain Corvette that your neighbor has had in his backyard that his 17-year-old son has been fixing up. But I get it still cheap."

Bloomington Gold is a well-known event for Corvette enthusiasts where top-quality Corvettes are shown and certified. It helps buyers know which cars are considered the best.

Car

Shelby Cobra

"So he said, you know, I love driving my Cobra, but you know, there are many months in the year that more than 10 minutes in the Cobra, I'm over it."

The Shelby Cobra is a famous sports car from the 1960s that is known for being fast and powerful. It's a classic car that many enthusiasts admire.

Car

Alfa Romeo 2600 Sprint

"it was about my path to an Alfa Romeo 2600 Sprint. It's actually how Keith and I met. I was a subscriber to the Alfa Romeo Market Letter..."

The Alfa Romeo 2600 Sprint is a classic car from the 1960s that is known for being stylish and fast. It has a four-seat layout, making it a comfortable option for long drives.

Car

Alfa Romeo 2600

"...I love the 2600. This is a 1962 Swiss Market poster for the Giulia Ti in the 2600. And I had a black 2600 sprint. So this is absolutely perfect..."

The Alfa Romeo 2600 is a vintage car from the 1960s that many car enthusiasts admire for its looks and driving experience. The Sprint is a sporty version of this car that people often find appealing.

Car

106-Series 2600

Featured on Bring a Trailer: 106-Series 2600

Car

Alfa Romeo Giulia

"...2600. This is a 1962 Swiss Market poster for the Giulia Ti in the 2600. And I had a black 2600 sprint. S..."

The Alfa Romeo Giulia is a stylish car that people love for how fun it is to drive. It has been around since the 1960s and is known for looking good and handling well on the road. Many car fans talk about it because it combines Italian design with great performance.

Term

Hemmings Motor News

"...So I'm thumbing through the pages here. I will actually date myself of Hemmings Motor News. So before you could..."

Hemmings Motor News is a magazine that helps people buy and sell classic cars. It's popular among car lovers who are looking for vintage vehicles or parts.

Term

clutch pressure

"the problem is that it really has no clutch pressure at all. And the brakes aren't really good."

Clutch pressure is how strong the clutch system is in a car. If it's low, the car might have trouble changing gears.

Term

carburetors

"rebuild the carburetors, the notorious Solix PHH 44 carburetors."

Carburetors help mix air and fuel in a car's engine so it can run. They're mostly found in older cars.

Concept

live auction

"And I'm watching an auction. I won't mention the auction company, but I'm watching a live auction currently online from a location a few hundred miles away from where I am."

In a live auction, people can bid on things like cars right then and there. The person who offers the most money wins the item being sold.

Car

Lancia Epsilon

"I've got an everyday car in Italy, a Lancia Epsilon, and I'm restoring a 1935 Fiat 508"

The Lancia Epsilon is a small car from Italy that is designed for city driving. It's known for being stylish and comfortable.

Car

Fiat 508 Balila Bertone

"...and I'm restoring a 1935 Fiat 508 Balila Bertone sedan, one of three built..."

The Fiat 508 Balila Bertone is an old car from 1935 that is special because it was designed by a famous Italian company. It's rare and valuable because only a few were made.

Car

Lancia Flaminia

"...ne point when I had the 2600 spread, I also had a Lancia Flaminia Penetrina coupe. And I thought, oh, you know, an..."

Lancia is an Italian car brand that has been around for a long time, since 1906, and is known for making stylish and innovative cars. They have created some famous models, especially in racing. People talk about Lancia because of its interesting history and unique designs.

Car

Fiat 2300

"I also had a, at not the same time, a Fiat 2300 Gia coupe. And I thought, all these cars do exactly the same thing."

The Fiat 2300 is a car made by the Italian company Fiat in the 1960s. It was known for being comfortable and came in different styles, including a coupe.

Car

Crosley Hotshot

"I had a really neat vintage racer that was based on a 1951 Crosley hot shot. I saw the Crosley Gardner Special."

The Crosley Hotshot is a small sports car made in the early 1950s. It was light and fun to drive, making it one of the first American sports cars.

Concept

Le Mans

"Wait, this isn't the little blue car that raced at Le Mans, is it? No, no, no, no, it's red."

Le Mans is a well-known car race that takes place in France every year. It's famous for being very long and challenging, and many different types of cars compete in it.

Concept

VSCCA

"...bought it from Fantasy Junction and brought it back east and raced in the VSCCA. Did it have custom bodies?"

The VSCCA is a club for people who love old sports cars. They hold races and events where these classic cars can be driven and enjoyed.

Car

Crosley

"...there's like, you probably know them, they're probably your buddies. There's a little crew of Crosley racers. The H modified."

Crosley was a car brand that made small cars a long time ago. They were known for being affordable and different from other cars at the time.

Car

1951 Crosley Le Mans Special

Featured on Bring a Trailer: 1951 Crosley Le Mans Special

Part

Halibrand Magnesium Midget Sprint Car Wheels

"The neatest thing about it, and I joke that it was the most valuable part of the car is the fact that it ran on Halibrand Magnesium Midget Sprint car wheels."

Halibrand Magnesium Midget Sprint Car Wheels are special lightweight wheels made for racing cars. They help the car go faster because they are not heavy.

Term

Weber carburetor

"Don't they put about a 45 millimeter Weber on them or something like that? It depends. Mine ran on dual wevers..."

A Weber carburetor is a type of device that mixes air and fuel for an engine. It's often used in fast cars because it helps the engine run better and faster.

Car

Lancia Ardea

"I had a 1953, obviously not pre-war, right? You say? Lancia Ardea, which is the last of the series..."

The Lancia Ardea is a small car made by the Italian company Lancia. It was known for having some unique features, like a special engine and a five-speed gearbox, which was rare for its time.

Term

five-speed gearbox

"the world's first production five speed gearbox in a production car, pillarless suicide opening doors..."

A five-speed gearbox is a part of a car that helps it change gears. Having five speeds means the car can go faster or use less fuel depending on how you drive.

Car

Alfa Romeo Spider

"..., I'm bald. I had a 1960 Alfa Romeo 2000 Touring Spider, which I absolutely loved. And then if I wanted ..."

The Alfa Romeo Spider is a classic convertible car that people love for its good looks and fun driving experience. It was popular in the 1960s and 70s and is known for being light and sporty. Many car enthusiasts talk about it because it's a beautiful example of Italian car design.

Car

Alfa Romeo 2000 Touring Spider

"I had a 1960 Alfa Romeo 2000 Touring Spider, which I absolutely loved."

The Alfa Romeo 2000 Touring Spider is a stylish old sports car from Italy that people loved for its good looks and fun driving experience.

Car

Islero

Featured on Bring a Trailer: Islero

Car

Lamborghini 350 GT

"...always loved, again, loving the Corky. I love the 350 GT. Awesome."

The Lamborghini 350 GT is a luxury sports car that was made in the 1960s and is known for being powerful and stylish. It was the first car made by Lamborghini and helped the brand become famous for fast cars. People talk about it because it's an important part of Lamborghini's history.

Car

Lamborghini 400 GT

"...the performance of the 350 GT and the 400 GT in their successor that cost half as much..."

The Lamborghini 400 GT is a more advanced version of the 350 GT. It has a stronger engine and better performance, making it a sought-after classic.

Concept

Pebble Beach auction

"...I can sign it for sale at Pebble Beach at auction. And I set a world record for the car at auction..."

The Pebble Beach auction is a famous event where people sell and buy classic cars. It's known for having very rare and expensive cars, and many collectors go there to find unique vehicles.

Car

Toyota Corolla

"...d, great. The person who bought the car was Adam Corolla. So it was hysterical. When he was building his B..."

The Toyota Corolla is a small car that many people buy because it's reliable and doesn't use a lot of gas. It's been around since the 1960s and is popular because it's affordable and easy to take care of. People often mention it because it's a great choice for everyday driving.

Car

Lamborghini

"...he was building his Blue Lamborghini collection, that was one of them. So it was quite funny."

Lamborghini is a famous car brand that makes super-fast and expensive cars. They are known for their flashy designs and powerful engines, making them very desirable among car enthusiasts.

Car

Jaguar Mark

"...side. One of the cars I recently sold was a 1953 Jaguar Mark 7, which I absolutely love. This is a fantastic ..."

The Jaguar Mark I is a fancy car made in the 1950s that people loved for its beautiful design and powerful performance. It helped make Jaguar a well-known brand for luxury cars. Many car enthusiasts talk about it because it's a classic example of British car design.

Car

Jaguar Dtype

"...the Jaguar pair was going to be a D-Type and a Mark 7."

The Jaguar D-Type is a famous racing car made by Jaguar in the 1950s. It's known for its unique shape and winning races, especially the 24 Hours of Le Mans.

Car

Mercedes-Benz 300SL Gullwing

"...there was a three-address L Gullwing. That was a nice car. Nothing terribly special that suddenly like set an auction record..."

The Mercedes-Benz 300SL Gullwing is a famous classic car that has doors that open upwards like a bird's wings. It's known for being fast and stylish.

Car

Porsche 906

"...one guy bought a Porsche 906 owner's manual for his 906, right? Like they've been separated for all these years."

The Porsche 906 is a classic sports car from the 1960s that was built for racing. It's famous for being fast and lightweight, making it popular among car enthusiasts.

Car

Cupra Born

"...om I was probably three or four years old. I was born in 1983. The curator would balance a dime on edg..."

The Cupra Born is a new electric car that is sporty and fun to drive. It was made by a brand called Cupra and is designed to be good for the environment while still being exciting to use. People talk about it because it's a modern car that shows how the future of driving can be both fast and eco-friendly.

Car

Ford Edge

"...orn in 1983. The curator would balance a dime on edge on the hood of the Kellner Coupe, and then he wou..."

The Ford Edge is a midsize SUV that people like because it has a lot of space inside and is comfortable to drive. It has been around since 2006 and is a good choice for families or anyone who needs a versatile vehicle. Many people talk about it because it combines comfort with practicality.

Car

Ferrari 250 GTO

"...ery easy also to become jaded. 100%. Oh, for our 250 GTO. Which chassis number is that? Yeah, whatever. An..."

The Ferrari 250 GTO is a very rare and beautiful sports car from the 1960s that many car lovers dream of owning. Only a few were made, which makes it super special and very expensive today. People often talk about it because it's considered one of the best cars ever made.

Car

Pontiac GTO

"...easy also to become jaded. 100%. Oh, for our 250 GTO. Which chassis number is that? Yeah, whatever. An..."
Car

Ferrari 512S

"... the 911 RSRs that were, you know, they take the Ferrari 512s and leave them in the dust going up course, the h..."

The Ferrari 512 M is a race car from the late 1960s and early 1970s that is famous for being fast and having a unique look. It was built by Ferrari to compete in long-distance races and is loved by car collectors today. People talk about it because of its important role in racing history.

Car

1997 Chevrolet Monte Carlo NASCAR Winston Cup Race Car

Featured on Bring a Trailer: Ex–Jeff Gordon 1997 Chevrolet Monte Carlo NASCAR Winston Cup Race Car

Car

Tesla Model S

"...ely. The last two times I've done it in 1907 Ford Model S. Absolutely fantastic. And I will be heading to ..."
Car

Ford Model

"...solutely. The last two times I've done it in 1907 Ford Model S. Absolutely fantastic. And I will be heading t..."

The Ford Model T is an old car that was made over a hundred years ago and is famous for being the first car that many people could actually afford. It changed how cars were made by using an assembly line, which helped produce them faster and cheaper. People talk about it because it played a big role in making cars popular.

21 cars featured

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