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January 19, 2024 26 mins

Go behind the scenes on the making of What Happened to Libby Caswell. Host Melissa Jeltsen talks to fellow journalist and podcaster Emma Gray (MSNBC columnist, host of the Love To See It podcast, and co-author of the Rich Text Substack) about what drew Melissa to Libby's case, what she looks for when considering a new investigative project, why she focuses on stories about violence against women, and what she hopes both seasons of What Happened To tell us about how we, as a culture, view women's lives and deaths.

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Speaker 1 (00:02):
Originals.

Speaker 2 (00:03):
This is an iHeart original. Hi, what Happened To? Listeners?
Melissa here, I wanted to pop into your feed and
share a special bonus episode with you. Usually I'm the
one interviewing people, but this time, my friend and fellow journalist,

(00:26):
Emma Gray turns the tables and interviews me. Emma and
I work together for many years at the Huffington Post,
both covering women's issues. She's now a columnist at MSNBC,
co author of the Rich Text Substack, and co host
of the fantastic podcast Love to See It with Emma
and Claire. In this conversation, Emma lifts the curtain a

(00:47):
bit on the making of What Happened To, the reporting
that went into this season, the challenges and lessons I learned,
and so much more. I hope you enjoy listening.

Speaker 3 (01:04):
I'm so excited to have this conversation, Melissa. I was
so gripped by Libby's story, and you're reporting, and you
are just such an expert in this space, and I
am just so glad that you are taking on these stories.
This is obviously the second season of What Happened To,

(01:24):
the first season was about a young woman, Sandy Beale,
who died in the nineteen seventies. This season is about
Libby Caswell, who died forty years later in twenty seventeen.
I'm curious to hear you talk a little bit about
the ways in which these stories overlap and also the
ways in which they diverge, because I feel like I

(01:45):
picked up on some very parallel themes and then in
other ways, you know, these two women have such distinct stories.

Speaker 2 (01:53):
Yeah, it's a great question. Both of them were very young,
and both of them were really out going and kind
of ambitious, and both of them sort of came from
more working class backgrounds. I was very struck by my
reporting in season one on Sandy Beil. There wasn't a

(02:14):
single news article written about her death. Right she was
found shot in her car in a poleyard that was
frequented by police, and there wasn't even a news article
generated from this very unusual death. And similarly, in Libby's case,
she would someone that the police didn't necessarily. I don't

(02:35):
want to say that they didn't value, because I do
think there are people in the department who really cared
about her case. But she didn't come from money or
have a lot of influence in society. She was just
a young woman with a child who was really trying
to see how to get her foothold in the world

(02:56):
and make her way. And so both of them didn't
have very much power or influence in society at that point,
and I think both of their deaths didn't really generate
much interest or curiosity about what really happened to them.

Speaker 3 (03:12):
I was very struck in both seasons by the way
that these women were viewed and valued by the culture
at large, specifically by the police, in a way that
ultimately seems to have really impacted the investigations into their deaths.
What do you think these stories tell us about how

(03:34):
we as a culture view women's lives and then also
their deaths, like on a larger scale.

Speaker 2 (03:42):
Well, I think about Libby, and I don't want to
give way any spoilers here, but you know, she was
found in a really shady motel on the bad part
of town, and I think that speaks to how her
death was viewed right as sort of not very important,
not something that deserved a lot of consideration. And for Sandy,

(04:06):
I think it was basically just kind of swept under
the rug. I have thought a lot about what would
happen today. If Sandy Bial, someone who's training to become
a police officer working with the Police Explorer program, was
found shot to death with letters and stuff in her

(04:27):
car that really indicated that she had relationships with male
police officers, I think it would be a much bigger scandal.
I think that there is so much more understanding these
days about power and the responsibilities we have to young
people and young women in this situation, and I think
it would have gone very differently. And we have seen

(04:48):
a case in Massachusetts just in the last few years
that was very similar to this that has gotten a
lot of attention and investigation. But the more that I
have uncovered about Libby's case, the more I'm like, I'm
shocked this stuff is happening in twenty seventeen. And it's
not just the investigation into her death, which I think

(05:10):
was far too short and far too shallow considering the
circumstances surrounding it, but just also how she was treated
by police and by the systems that were supposed to
support her during her life, Like it is really incomprehensible
how someone who is asking for help ends up being

(05:32):
punished by these systems. Still today, there's such a superficial
understanding of how domestic violence operates that leads a lot
of victims to end up being held responsible themselves, punished themselves,
and ultimately set the message that they're not valued and
if they try to get help, they are likely to

(05:54):
get in trouble themselves.

Speaker 3 (05:56):
Yeah, I mean, a major theme of Livy's story is
this disconnect between the realities of what it means to
be in and attempt to get out of an abusive relationship.
And then I'll say lackluster resources available to victims, to
their loved ones, resources like the police. What more specifically,

(06:18):
do you think this story tells us about the gaps
in law enforcement's ability to adequately deal with domestic violence cases.

Speaker 2 (06:27):
I think this question is why I was really drawn
to Libby's story, right beyond even trying to work out
what happened to her in her death, but how what
happened in her life when she was presenting as a
pretty typical teenage domestic violence victim. Like at this point,
I've covered so many of these stories and they're not unique,

(06:48):
they follow very traditional patterns, and that was what was
going on for her. She had a boyfriend who but
many many accounts, was physically abusive towards her. And we
know that victims are told to call the police. That
that is the recourse that we have been told is

(07:08):
available to us. When I first started working in this area,
I too thought, well, yeah, every time I saw a
domestic violence case that went poorly, I was like, the
police should have done more. That was what the problem is.
But the more I've reported in this area and the
more I've sort of questioned that premise, the police are
not always the best response in these cases and often

(07:32):
can make things worse. And I think we see that
in Libby's case. Her family was calling the police over
and over again seeking help, and the police did not
offer her resources beyond basically giving the family a lecture
and then ultimately calling their house a nuisance property, finding

(07:56):
them and taking them to court for calling the police.
And these nuisance ordinances exist all across the country and
have been used against domestic violence victims a lot as
a way of not so subtly sending the message we
don't want you to call. This is not a role
that we want to be playing here. But you know,

(08:18):
I've had a lot of conversations with Libby's mom about
like what could she have done differently, like what else
would have been out there for her? Because she didn't know.
All she thought was like, oh, Okay, this is happening.
The police are the right people to respond, and she
learned pretty quickly that it wasn't. But I've had a
hard time trying to identify other areas for her to

(08:42):
look into. I mean, clearly there are shelters. Shelters offer
some support, but they're also not necessarily a great place
for everyone to be, especially if you have a child.
There's just kind of a lack of imagination around what
can be offering victims that can improve their lives. And

(09:03):
I hope that this podcast will spur a conversation about
what we can do to support people and families.

Speaker 3 (09:11):
I'm curious, you know, you are a journalist who tends
to focus on reporting that has themes of violence against women.
What is it about that area of journalism and storytelling
that drew you to it.

Speaker 2 (09:27):
I sort of came there in a haphazard way of
writing about gun violence and writing about specifically how women
were affected by gun violence, and as I dug into
that data, really coming to this realization that so much
gun violence that involves women is domestic violence, is violence

(09:47):
as committed by their partners. So that was sort of
how I started my entry point into this world. But
I think what made me really interested in continuing to
report is that it is such a form of violence,
and yet there's so many misconceptions about it, and it's
often sort of just overlooked even when these stories are

(10:09):
being told.

Speaker 3 (10:10):
Something that I love about your reporting is this effort
not to just focus on Libby's death, but to talk
about her life and talk about what her story says
about the larger gaps that exist in our society. And
I'm curious if you could talk a little bit about
how and when you first heard about Libby Caswall like,

(10:32):
let's take it back to the beginning.

Speaker 2 (10:34):
Yeah, So I was still reporting Season one at the time,
and I had been working with a source, a doctor
Bill Smock, who's a forensic pathologist. I've known him for
many years and I really trust his judgment, and I
had been running some stuff by him for the Sandy
Beale story and he reached out to me and was like, look,

(10:55):
I have another case and if you are going to
do another story, I really want you to con this one,
and there's so much documentation that you can dig into.
I mean, that was a very big difference between doing
a story from the nineteen seventies and a story from
twenty seventeen. Is just the sheer amount of paperwork and
people to talk to. So that was like when I

(11:17):
first heard it and he sent me some information. He
had a PowerPoint presentation that he had created about the
forensic evidence that he found very compelling in her case,
and so he sent that to me. I looked through it,
but in the moment, I was like, I need to
finish season one before I can start thinking about any
other cases. But I couldn't stop thinking about her and

(11:39):
the circumstances surrounding her death, the stuff about the nusance law,
all the nine one one calls, the way they had
been treated, And I knew that the family was willing
to talk. And you know, it's no small feat being
involved in a podcast like this. It involves communication with
me for over a year where I'm really dredging up

(12:01):
stuff from the past and I'm asking difficult questions and
not everyone is up for that. And so I had
a conversation with her mom and really tried to lay
out what it would look like if I was to
take on this story and she was willing to do it.

Speaker 3 (12:18):
There is a lot of context given within this podcast.
I feel after listening to it, like I have an
understanding of the forces that were at play that made
livy situation or Sandy's situation so dangerous and volatile, and
the ways in which the systems that we all operate

(12:39):
within failed both of them in different ways. Definitely, something
that I've noticed consuming a lot of true crime is
this almost disconnect that I sometimes feel from the person
telling the story from the humanity of the people that
they are talking about. And I think something this show

(12:59):
does really well is paint a real human picture of
all of the characters involved. The victim of course, Libby
of course at the center of this story, but also
the people that are around her, her family members, even
potential perpetrators. And I think you do a great job
of really resisting flattening these stories into tropes.

Speaker 2 (13:23):
Yeah, thank you for that. And I think that's what
makes the podcast process like so robust is just you
can talk to a million people. So I tried to
talk to as many people as who would be willing
to talk to me about Libby to get a really,
you know, three sixty view of her life and her personality.
And later on in the season you'll see I do

(13:45):
the same thing for her boyfriend. It was a harder
lift because I wasn't able to get him to speak
with me, but I got a lot of his family,
and I think that's probably one of the episodes that
I'm proudest of because I know from just the amount
of people who I've talked to who are domestic violence victims,
they don't see their partners or the ex partners most

(14:07):
of the time as monsters, as evil. They see them
as people who are hurt and had really bad things
happened to them too, and you know, are going through
their own struggles, and they oftentimes love them and want
the best for them. So it was very important to
me that although you know, I didn't want to shy

(14:29):
away from any of his like alleged behaviors and how
they might have impacted her and traumatized her, but I
also wanted to create some space to understand the forces
at play that might have created him and his behavior.

Speaker 3 (14:52):
So before the first season of What Happened to You,
primarily worked with the written word line media. Both of
us now work a lot in the audio space, and
I'm curious to hear from you what are the challenges
of transitioning into audio journalism and also what ways do

(15:15):
you feel it's kind of deepened your ability to tell
these stories.

Speaker 2 (15:20):
Yeah, I mean, it's it's such a shift, i think,
especially coming from the background that we both did where
it was like a pretty fast paced news environment. There's
been a real challenge of like being able to be
a little more patient and work on things for a
longer time period before they come out. I mean I

(15:40):
was used to, you know, putting out multiple stories in
a single week, and this is spending a year and
a half on a single story. And there's many months
of that where I'm like, oh, I've just got this
great story that I'm developing, but no one can hear
it yet, and you're just kind of in the weeds
for a while. That was challenging for someone who's a
little impatient like myself, But now it's all worth it

(16:04):
when it's coming together. You know, I've always loved long
form investigative journalism. It's just the best when you get
to develop characters, you know, really get ameshed in different
people's lives, and I feel like being able to do
a podcast like this where you get to hear people,
you hear their accents, you hear how they are approaching

(16:25):
things like the emotion, it deepens the story so much,
and I'm just really grateful that I get the opportunity
to spend as much time as I have with these
people and really bring their stories into focus.

Speaker 3 (16:39):
I want to talk a little bit about some of
the specifics of Libby's story before we finish. Libby and
Devin both struggled with drug abuse. We know that there
is a lot of stigma towards people who have substance
abuse disorder who struggle with drug use, and particularly about

(17:01):
why they start and why they continue to use these drugs.
Can you talk about that a little more and how
that stigma played into both of their stories.

Speaker 2 (17:12):
You know, one of my concerns even covering Libby's story
was will people care about her when they find out
that she did struggle and she struggled with meth a
drug that has a really bad reputation. I didn't want
people to write her off and just see her as
I don't know trashy or weak or whatever these stereotypes

(17:34):
are around people who use drugs like meth. I do
try to spend some time in the podcast really exploring
her as a person before we introduce the drug use,
so that the listener has an opportunity to see her
beyond just one of the struggles that she was facing.
But drug abuse is incredibly common in the US and

(17:57):
across the world, and it affects family tremendously. And I
really felt for Cindy, Libby's mom, the struggle it was
for her, seeing her daughter go through something like this
and trying her best to support her and not knowing
how I mean, that's, you know, a very universal story.

(18:18):
In particular for Libby and Devin, their drug use, paired
with the violence in their relationship, really worked to push
their relationship more into the shadows and make it even
harder to seek support. So if you're thinking about police
is the support, right, that's also you're not going to

(18:38):
want to go talk to police if you're doing a
legal behavior like using drugs, But it's something that has
shame wrapped up in it already, privacy secresy. So these
two factors kind of melding together I think made it
more dangerous for both of them.

Speaker 3 (18:58):
Yeah, it's sort of a perfect story. And I'm so
struck by your choice to hold onto that information so
that those of us listening could kind of go on
this journey of empathy for Libby before introducing that. And
to me, that brings up a question of kind of
what do we demand from our victims, Like what sort

(19:22):
of quote unquote perfection do we want from people who
are victimized in this world, especially women.

Speaker 2 (19:30):
Yeah, I feel like her story is a great example
of not a perfect victim. Right, She had problems with meth,
she had resisted law enforcement if they responded to her house.
She was called uncooperative because she did not want to
work with the police. She had gotten in trouble herself before.

(19:51):
When we're looking for like the perfect victim to be
grateful for police intervention and do all the right thing,
are the quote unquote right things like that's not where
she was at. And I think those are the stories
that are really important to tell because that's the majority
of victims are not going to act like how you

(20:12):
might expect them to or how you might want them to,
and it's really up to us to do the work
to understand where they're coming from, where she's coming from,
and how to support someone in that situation, because if
you're not in it, you don't really know what's best, right.
I think one of the things I learned covering domestic

(20:32):
violence was like, victims might act counterintuitively to how you
might imagine that they should act, but they might be
doing things that will keep them safe, that will keep
their kids safe that you just can't even understand. Having
a little bit of faith that they know what they're
doing to try to protect themselves and trying to support

(20:54):
them where they are, And oftentimes that means that they
don't necessarily want to leave their partner, or they might
not be ready to leave their partner. They just want
the violence to stop, and how can we support them there,
even if it's uncomfortable.

Speaker 3 (21:08):
Yes, Yeah, pushing through that discomfort, I feel like is
a big part of it, and understanding that people who
experience violence of any kind shouldn't need to earn our
empathy through their quote unquote good or correct behavior. One
of the strongest through lines through the podcast is the
voice of Cindy Caswell, Libby's mom. She's been a major

(21:31):
advocate for her daughter, getting her story out there, uncovering
things that are unknown or have been not investigated enough.
Can you talk more about Cindy and what it's been
like for you to get to know her. Obviously, as
you said, you've spent a lot of time talking to
her over the last year.

Speaker 1 (21:49):
Yeah.

Speaker 2 (21:49):
I mean, Cindy is really a remarkable person, and she's
gone through such a transformation even in the time that
I've known her. When I first went and interviewed her
in Missus, I remember being like, I wonder if her
voice is going to come through very well because she's
so quiet, and she was so soft spoken and reserved

(22:10):
when I first met her. And now I talk to
her and it's like a different person because she really
has just done a lot of processing over the last year,
but also just becomes so educated about domestic violence, about
cases like her own daughters, and she's found like a

(22:31):
well of strength and it's really changed who she is.
She's gone back to school for early childhood education, Like,
she's made a huge amount of changes in her life
and it's been a real honor to watch it and
also just to bear witness to her ongoing understanding and

(22:52):
interpreting of her daughter's experience, like she's has a much
different perspective on it now than she did when it
first happened, and her own role in it, and she's
dealt with a lot of shame around it, a lot
of guilt that she didn't understand well enough that she
didn't do the right thing for her daughter. And that's

(23:14):
a very common experience for someone who loses someone so early.
But I think that witnessing what she's gone through is
a real testament just to the strength that can come
from living through something like this and really trying to
help others as an outcome.

Speaker 3 (23:35):
So, just to finish up, Melissa, I'm curious what kind
of story are you interested in exploring next. Do you
already have one in your back pocket for a potential
season three?

Speaker 2 (23:46):
Well, I won't give anything away. I have a few ideas,
but I'm curious to see how this season is received
and what comes out of it. And I'm just very
hopeful that a lot of people will listen to Libby's
story and it will resonate with them.

Speaker 1 (24:16):
I think God did from Lorraine and Attim, keep you grown,
don't make.

Speaker 2 (24:32):
What happened to Libby Caswell is written reported and hosted
by me Melissa Jelson, with writing and story editing by
Marisa Brown and Lauren Hanson. Episodes are edited by Jeremy
Thal and Carl Catle. Our executive producer is Ryan Murdoch.
For iHeart Podcasts, executive producers are Jason English and Katrina Norvell,

(24:55):
with our supervising producer Carl Catle. Fact checking by my
Shoe Cree. Our theme song is written by Aaron Kaufman
and performed by Aaron Kaufman and Elizabeth Wolfe. Original music
by Aaron Kaufman with additional music by Jeremy Thal. Our
episodes are mixed and mastered by Carl Catle. To find

(25:16):
out more about my investigation or to send a tip,
please email me at what Happened to Libby at gmail
dot com. Thanks so much for listening.

Speaker 1 (25:36):
Fie my soup in Pieces.

Speaker 2 (25:41):
In Pieces

Speaker 1 (25:47):
You in Peace, sids and pie sizes in the
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Host

Melissa Jeltsen

Melissa Jeltsen

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