-For more The Oprah Winfrey Show visit bit.ly/1FZkz7q Original airdate: April 25, 1988 Donald Trump is perhaps best known for the money he's made (and lost) in real estate, his less-than-humble demeanor and his hit reality TV show, 'The Apprentice.' In recent years, the business tycoon has also been chasing the dream of holding the highest office in the land. Although many people know he has been eyeing the Oval Office for a couple of election cycles, you may be surprised to learn just how far back his presidential aspirations reach. Watch as Donald, in a 1988 appearance on 'The Oprah Winfrey Show,' shares his thoughts on running for office. Find OWN on TV at www.oprah.com/FindOWN SUBSCRIBE: bit.ly/1vqD1PN Oprah Winfrey Network is the first and only network named for, and inspired by, a single iconic leader. Oprah Winfrey's heart and creative instincts inform the brand -- and the magnetism of the channel. Winfrey provides leadership in programming and attracts superstar talent to join her in primetime, building a global community of like-minded viewers and leading that community to connect on social media and beyond. OWN is a singular destination on cable. Depth with edge. Heart. Star power. Connection. And endless possibilities. Discover OWN TV: Find OWN on you TV!: bit.ly/1wJ0ugI Our Fantastic Lineup: bit.ly/1qMi2jE Connect with OWN Online: Visit the OWN WEBSITE: bit.ly/1qMi2jE Like OWN on FACEBOOK: on.fb.me/1AXYujp Follow OWN on TWITTER: bit.ly/1sJin8Y Follow OWN on INSTAGRAM: bit.ly/LnqzMz Follow OWN on PINTEREST: bit.ly/1u0CqR6 Donald Trump Teases a President Bid During a 1988 Oprah Show | The Oprah Winfrey Show | Oprah Winfrey Network www.youtube.com/user/OWN