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Nick
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Nick
What up household? What you are about to hear is our Vile Files plus Update Special episodes where you get an update on some of your favorite Ass Nick callers. So enjoy this little preview. Also, just a reminder, all Vile Files episodes are now ad free on Vile Files plus. So if you want to listen to all your favorite Vile Files episodes ad free, Vile Files plus is the place to find that. Also become a part of the household and enjoy interactive features including a forum to discuss episodes, share your hot takes, and ask us questions that we might talk about on the show. Don't wait to join the fun. Sign up for Vile Files plus now and become a member of the household today via supporting cast@val files.com we can't wait to see you there. Enjoy this preview of Update Special.
Welcome back, Jane.
Jane
Thank you, Nick. I'm happy to be here.
Nick
I wanted to give a little update after the holidays.
Well, just to bring any audience members up to speed who aren't familiar with your story, you called in having a bit of an estranged relationship with your father and you wrote him a very meaningful letter some time ago and you did not get, I don't think, any response.
Jane
Yep, we spent the holidays together. We went to like a festival in my hometown, which is where he lives now, and it was him and his wife and me and my husband and we actually had a really wonderful time. I of course took your advice, Nick, and kind of just met him where he was at, and instead of trying to change him or have all these internal thoughts during, you know, the hangout about like, I wish he could be better, I wish he could understand me, I just tried to meet him where he was. And that allowed for a lot of authentic connection. That also allowed for me to kind of realize the ways that we are similar and how before, I just wasn't really noticing those or accepting those parts because.
Nick
Question.
In what way do you feel that you guys are similar that you feel is a weakness or an insecurity or a shortcoming that you relate to?
Jane
Yes, we both have some time blindness. And so that's one thing where. And so, yeah, that's one thing where in the past, it would always be like, my dad doesn't care about me because he didn't show up on time. And he can be forgetful and he can be, like, a little sporadic, not super reliable. And I pride myself on being more reliable. But, you know, in order to be nicer to myself about my time blindness, I also need to give him grace about it. And so that was something like. I really learned that I'm judging myself on the things that we share. And in order to be nicer to myself, I also need to accept that he's human in those ways.
Nick
What do you mean by time blindness? I'm just curious.
Jane
Yeah, just like. I mean, that's like an ADHD term. So just like you. You were blind to time, you show up late. Not usually. Not showing up at all, but just like 15 minutes to 20 minutes late, usually.
Nick
Right.
Jane
Is like time blindness. And we showed up late to the festival, and I noticed I had, like, a lot of anxiety because I was like, oh, gosh, I'm showing up late there on time.
Nick
And while other. Yeah. Others consider it inconsiderate or rude or you not literally showing up for someone, to the people, that's not their intention.
Yeah, okay.
Jane
Exactly. And, yeah, to give him grace that, like, being on time is not his strong suit. And that may have been really difficult and triggering when I was a kid and I, like, needed him to show up places, but now it's. I can accept that he's a flawed human, and that doesn't mean he doesn't care about me. And when I don't show up places on time, that doesn't mean that I'm a bad person either. Just means that that is not something that comes naturally to either of us.
Nick
Yeah, it's interesting. And listen, interpersonal relationships, specifically around family are tricky because, like, there's the security of their family. They're not going anywhere. I know that's not always the case for a lot of families, but there's. There's this bond that friends don't have. You can become friends who are like brother and sister, but, like, you don't even have to like your sibling, to, to love them and to want to do things for them or to have expectations of them. You know, obviously in the parent child relationship is that much more significant. But like, at the same time, I think people forget that, like even your parents are the main character in their story and you're the main character in yours. And that's the perspective you're both coming from. And all of us in life, when I interact with people or talk about people on the show in terms of my intentions of how they should feel about it versus how they feel about it, and we're all coming from that perspective. And so the only way that gets better is to check ourselves. Right. That's great. Great that you're able to do that.
Yeah.
Because it's really just about moving forward, honestly, like relitigating old fights. At some point you do have to move on. At some point, an apology just has to be enough. If you feel like it's sincere. You might not even fully agree about like the situation, but they might be like, listen, yeah, that part. Yeah, I could. I definitely fucked up there. And I.
You listen.
Not my. Wasn't my intention, but like, I get how, I get how you feel that way. I'm sorry, I'll try to be more careful, but sometimes you just got to move on. So awesome that you guys were able to do that. And if you sent me a ten page letter or whatever, zero chance I'd read.
Jane
It wasn't a ten page letter. It was, it was multiple pages. And I was 19 years old. It was.
Nick
If I got.
Nick is also dyslexic.
I'm just, honestly, if you sent me a text that might only be three.
Jane
Sentences, he's still not reading.
Nick
Not reading it. Yeah, I know. Basically, I'm speed reading it. I'm looking for keywords, you know, to be like, does it end on a positive note? Is it, you know, like, what's the energy? And I'm like, I. I know what I need to know. You know, we all. My point is we receive and give information differently and you being aware of that is. Is a step in the right direction. So I appreciate that.
Jane
Absolutely. And I, you know, I kind of realized like now that I'm almost 30, like writing a letter to my dad is not necessarily the way that I want to communicate with him. I feel like that was more coming from my mom a little bit. Like that's how she would commun with him. That's how she would communicate with people. And I'm just, I'm just kind of learning. Like yeah, me at 19 writing a letter to my dad about how he didn't show up well is just like that doesn't align with how I deal with issues anymore. So.
Nick
You'Re crazy.
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Episode: Preview: Subscribe to Viall Files+
Date: January 24, 2026
Host: Nick Viall
Guest: Jane (former “Ask Nick” caller)
This episode features a special preview of the "Viall Files+ Update Special" in which Nick Viall reconnects with a past “Ask Nick” caller, Jane. The conversation centers on navigating a challenging father-daughter relationship, personal growth, the power of acceptance, and evolving ways to communicate and connect within family dynamics.
[03:08] Nick asks Jane about specific similarities she shares with her father that may be points of insecurity:
[04:08] Jane defines time blindness: “That’s like an ADHD term ... you were blind to time, you show up late. Not usually not showing up at all, but just like 15 minutes to 20 minutes late, usually.”
She shares an anecdote about showing up late to the festival, recognizing the anxiety it caused and how it mirrored past frustrations with her dad.
[05:21] Nick discusses the complexity and unique security of familial bonds:
[06:23] On letting go of past grievances:
Nick wraps up his point with humor, referencing the volume of Jane’s original letter:
On giving grace to herself and her father:
On the intention behind lateness:
On evolving family dynamics:
On recognizing communication styles:
This preview episode of the "Viall Files+ Update Special" provides a heartfelt, insightful look at relationship evolution—specifically the delicate work of reconciliation and acceptance within family. Jane’s journey demonstrates the power of meeting loved ones where they are, recognizing shared traits (even the frustrating ones), and how maturing perspectives can reshape old patterns. Nick offers both practical advice and philosophical musings, seasoned with his trademark wit.
Listeners leave with a strong sense of hope for repairing difficult relationships by extending grace—both to others and to oneself.