BOBBYCAST #615 - Vanessa Carlton on Why She Opens Concerts with ‘A Thousand Miles,’ Performing with Drake & Her Career Journey
The Bobby Bones Show
Premiere Networks
4.8 • 10.2K Ratings
🗓️ 28 May 2026
⏱️ 76 minutes
🧾️ Download transcript
Summary
Vanessa Carlton sits down with Bobby to look back on the moments that shaped her career, from the lasting impact of “A Thousand Miles” to why she still chooses to open her concerts with it. She also shares what it was like performing with Drake, rates her memorable first pitch performance, and tells the story of how a man in a castle helped launch her music career. Vanessa also talks about life on the road, why she tours with a fan, and how her relationship with her biggest song has evolved over the years.
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Transcript
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| 0:00.0 | This is an I-Heart podcast. |
| 0:02.6 | Guaranteed human. |
| 0:10.9 | His manager reached out to my manager and said, |
| 0:13.8 | Will you come and sing at my show? |
| 0:16.7 | Did you? |
| 0:17.3 | I was in rehearsal for a show. |
| 0:18.8 | It was the same day as a show. |
| 0:20.7 | I like Drake. Like, this would be fun and cool, but I can in rehearsal for a show. It was the same day as a show. I like Drake. |
| 0:21.6 | Like, this would be fun and cool, but I can't do it. |
| 0:26.5 | Today's guest is Vanessa Carlton. |
| 0:29.2 | A thousand miles. |
| 0:30.6 | That song rocks, but her career goes way beyond that. |
| 0:34.4 | Back in the day, she started playing piano at two years old, |
| 0:37.0 | spent the last two decades, |
| 0:38.9 | constantly evolving, moving from pop success and more personal indie records, performing on |
| 0:45.3 | Broadway, even scoring film. She has a new album out called Vails that is out now. She's been |
| 0:51.6 | on the road with Stevie Nix. She is currently on her spring 2026 U.S. tour, |
| 0:55.4 | and she's playing in the UK this summer. |
| 0:57.7 | Big fan. |
| 0:59.0 | I love Ordinary Day. |
| 1:00.3 | I love 1,000 miles. |
| 1:02.2 | Here she is. |
... |
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