BOBBYCAST - Will Anderson on Putting out a Book of Poems Written by His Late Wife + Bobby & Will Talk Politics: Why Education and Healthcare Should be Free + Origin of his Band Parachute and If They’ll Get Back Together + Difficulty of Dating Again after Losing His Wife
The Bobby Bones Show
iHeartPodcasts
4.8 • 10.2K Ratings
🗓️ 28 October 2025
⏱️ 65 minutes
🔗️ Recording | Apple Podcasts | RSS
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Summary
On this episode of the BobbyCast, Bobby talks with singer-songwriter Will Anderson about love, loss, and rebuilding a life in public. Will shares why he’s putting out a book of poems written by his late wife, how he’s preserving her voice on the page, and what navigating dating again has really been like. Bobby and Will also wade into politics—their case for free education and healthcare, the idea of an age limit for the presidency, and whether Bobby would ever actually run for office. Will takes us back to the origin of his band Parachute, the early grind, the breakout, and what it would take for them to get back together. It’s an honest, thoughtful conversation about grief, purpose, creativity—and what comes next.
Check out Will on TikTok HERE and Monday Music Club with Willy J HERE
Get tickets to see Will, a copy of his late wife's book of poems, and more HERE
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Transcript
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| 0:00.0 | This is an I-Heart podcast. |
| 0:06.4 | Welcome to episode 549 with Will Anderson, who is the lead singer of a band I used to really like called Parachute. |
| 0:14.5 | They're no longer together. He is a solo artist, and not only does he have music out now that's new, he has published a poetry |
| 0:23.8 | book from his late wife who died tragically. And we talk about that a bit. So he's got a debut |
| 0:30.9 | solo album called How Little Love is, How Worth Everything, and it's basically a eulogy for his |
| 0:37.2 | late wife. And she was a poet. And so we talk |
| 0:42.2 | about a lot of music and we talk about his wife and poetry. We talk about health care. We talk |
| 0:48.2 | about a lot of things. I didn't really expect, I also really enjoyed how this podcast started. I like to talk about things where it's just like me and somebody else talking about something instead of just going through like the chronicle events of their life, which we get to eventually anyway. But I really like this. I like Will a lot. Again, I've been a fan of his music for a long time. He's got some shows coming up in November. These are intimate shows where he also |
| 1:12.5 | reads poems from his wife's poetry book, San Francisco, Los Angeles, Charlottesville, Chicago, |
| 1:20.6 | Will Anderson Music, if you want to get tickets to that. And also, you can see the book over there |
| 1:25.4 | too. He's got two Instagram accounts. Like his main account is Will Anderson |
| 1:29.2 | Music. But the one that I like is Monday Music Club with Willie Jay where he just talks about famous music |
| 1:35.2 | stories and we talk about that. So that's a lot to say. I really enjoyed this podcast. I really enjoyed |
| 1:40.4 | the hour plus I spent with Will. And maybe this is the first time you're hearing of him. |
| 1:46.2 | So enjoy Will Anderson. |
| 1:48.1 | Will, good to meet you. |
| 1:58.4 | I've been a fan for a long time. Thank you, man. I've obviously, you're a legend, but I have a lot of friends who know you as well. So this is nice to finally get a chance to connect. Well, I don't know if that's good or bad because you didn't say, |
| 2:00.1 | have a lot of friends that say nice things about you. |
| 2:01.1 | You said, have a lot of friends that have... They all love you. |
| 2:02.1 | Let's put it that way. |
| 2:03.2 | Let's put it that way. |
| 2:04.0 | Nothing but good things. Well, I don't know if that's good or bad, because you didn't say, I have a lot of friends that say nice things about you. You said, I have a lot of friends that have... |
... |
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