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OTR Christmas Shows

OTR Christmas Shows

Good Grief with Sara Bareilles | OTR Christmas Shows

Sep 30, 2026 · 1 hr 16 min · 26 segments

Step into the warmth of the holiday season as *OTR Christmas Shows* presents a special festive broadcast featuring the soulful artistry of Sara Bareilles in "Good Grief." In this heartwarming episode…

Step into the warmth of the holiday season as *OTR Christmas Shows* presents a special festive broadcast featuring the soulful artistry of Sara Bareilles in "Good Grief." In this heartwarming episode, classic holiday radio traditions blend seamlessly with poignant musical reflections on love, memory, and finding light during the winter season.As families gather around the radio fire, "Good Grief" explores the delicate balance between holiday joy and tender nostalgia. Through timeless storytelling, emotional musical arrangements, and evocative sound design, this broadcast captures the true spirit of Christmas—offering comfort, reflection, and hope to all who tune in. Gather your loved ones, pour a cup of warm cocoa, and let the classic airwaves fill your home with holiday cheer and timeless melody.#OTRChristmasShows #OldTimeRadio #SaraBareilles #GoodGrief #HolidayRadio #ChristmasClassics #VintageRadio #GoldenAgeOfRadio #FestiveAudioDrama #ChristmasRadio

Step into the warmth of the holiday season as *OTR Christmas Shows* presents a special festive broadcast featuring the soulful artistry of Sara Bareilles in "Good Grief." In this heartwarming episode…

Spotify Amazon Music Website

Show signals: SuitabilityLimitedBiasNot political

Speakers: Sara BareillesGuestChelsea HandlerHostCatherineHost

Top entities: Sara Bareilles×33 Good Grief×10 Anderson Cooper×6 Stephen Colbert×4 CHELSEA HANDLER×13

Truth, Toxic Relationships, and Growth34:29 – 43:27

C

CatherineHost

34:29

[upbeat music] We do advice on this show.

C

CatherineHost

34:34

We give advice.

C

CatherineHost

34:35

So I wanna ask you if it could be your best advice that you've been given-

Sara BareillesGuest

34:39

Mm

C

CatherineHost

34:39

... or your, the worst advice you've been given, or it can be both.

Sara BareillesGuest

34:43

Oh.

Sara BareillesGuest

34:44

I don't know if it's someone who's given me this advice, but I think just telling the truth is the best advice I could give or receive.

Sara BareillesGuest

34:57

I just think you have to find the, you have to find a way to tell the truth in a, like, with kindness.

C

CatherineHost

35:03

I l- I love that.

C

CatherineHost

35:04

I totally agree with you.

C

CatherineHost

35:05

I couldn't, I, I-

Sara BareillesGuest

35:06

I just, I-

C

CatherineHost

35:07

I really have no...

C

CatherineHost

35:09

I think there is a level of integrity that comes-

Sara BareillesGuest

35:11

Yes

C

CatherineHost

35:11

... with telling the truth too, and I really don't understand why so many people have an issue with being front-facing.

Sara BareillesGuest

35:19

I couldn't agree more.

Sara BareillesGuest

35:21

I have no patience for the, for, like, lack of transparency.

C

CatherineHost

35:25

Yeah.

C

CatherineHost

35:25

So like-

Sara BareillesGuest

35:25

Like your family rules that you posted the other day that I j-

C

CatherineHost

35:28

[laughs]

Sara BareillesGuest

35:28

...

Sara BareillesGuest

35:28

I just r- reread them.

Sara BareillesGuest

35:30

Just like, ugh, this is everything to me.

Sara BareillesPersonAmerican singer-songwriter and musician
99%33 mentions
Good GriefMusic AlbumStudio album by Sara Bareilles
98%10 mentions
Anderson CooperPersonAmerican broadcaster
97%6 mentions
Stephen ColbertPersonAmerican comedian and writer
96%4 mentions
CHELSEA HANDLERPersonAmerican comedian and actress
95%13 mentions
PrescottCityCity in Arizona
94%3 mentions
Clear alignersEntity
92%6 mentions
Apple PodcastsSoftware Application
91%22 mentions
Tony GonzalezPersonAmerican football player
90%8 mentions
Joe TippettPersonAmerican actor
89%7 mentions
iHeartRadioCompanyCompany
88%17 mentions
New YorkAdministrative AreaUS state
86%15 mentions
Staten IslandAdministrative AreaCounty in New York State
85%8 mentions
Labor DayEntityHoliday
84%2 mentions
San FranciscoCityCity in California
83%1 mention
Meg WolitzerPersonAmerican novelist
82%2 mentions
BrooklynAdministrative AreaCounty in New York State
81%2 mentions
Andrea GibsonPersonAmerican poet and activist
79%6 mentions
Revisionist HistoryEntityHistory podcast
78%7 mentions
Broadway theatreEntity
77%4 mentions
Salt Lake CityCityCity in Utah
76%1 mention
PiscesEntityAstrological sign
75%13 mentions
ConnecticutAdministrative AreaUS state
73%2 mentions
PhiladelphiaCityCity in Pennsylvania
73%2 mentions
Santa BarbaraCityCity in California
71%3 mentions
Donald TrumpPerson45th and 47th U.S. President
70%6 mentions
United StatesEntity
69%3 mentions
Lake ArrowheadPlaceUnincorporated community in California
68%3 mentions
ArizonaAdministrative AreaUS state
66%3 mentions
Melissa ErricoPersonAmerican actress and singer
65%4 mentions
SagittariusEntityAstrological sign
64%5 mentions
Bobby BonesPersonAmerican radio personality
63%5 mentions
SeasonEntity
62%1 mention
SaginawCityCity in Michigan
61%1 mention
New HavenCityCity in Connecticut
59%2 mentions
San DiegoCityCity in California
59%2 mentions
PittsburghCityCity in Pennsylvania
57%2 mentions
Matt CasselPersonAmerican American football player
56%6 mentions
WaitressBookMusical by Jessie Nelson
55%2 mentions
ChristmasEntityFestival
54%1 mention
MichiganAdministrative AreaUS state
52%1 mention
Los AngelesCityCity in California
51%2 mentions
AtlantaCityCity in Georgia
50%1 mention
NFLSports OrganizationLeague
49%3 mentions
LondonCityCapital of England
48%1 mention
HoustonCityCity in Texas
46%1 mention
EnglishEntitySpoken language
45%1 mention
FrenchLanguageSpoken language
45%1 mention
Stephen RootPersonAmerican actor
43%4 mentions
BaltimoreCityCity in Maryland
39%1 mention

Romantic RelationshipsRelationships
Grief ProcessingDeath > Bereavement
Sara BareillesMusic > Popular Music > Singer-Songwriters
Good Grief albumMusic > Popular Music > Singer-Songwriters > Sara Bareilles
Grief Rituals and Continuing BondsDeath > Bereavement > Grief Processing
Grief, Anxiety, and Self-ForgivenessPsychology > Mental Health > Emotional Regulation
Communication and Conflict ResolutionRelationships > Romantic Relationships > Marriage and Partnership
Couples Therapy and Collaborative MarriageRelationships > Romantic Relationships > Marriage and Partnership > Communication and Conflict Resolution
Music and Theater WorkArts > Performing Arts > Creative Careers
Popular MusicMusic
Performing ArtsArts
BereavementDeath
Mental HealthPsychology
Creative CareersArts > Performing Arts
Singer-SongwritersMusic > Popular Music
Emotional RegulationPsychology > Mental Health
Music
Psychology
Death
Relationships
Arts
Marriage and PartnershipRelationships > Romantic Relationships

Truth, Toxic Relationships, and Growth34:29 – 43:27

C

CatherineHost

34:29

[upbeat music] We do advice on this show.

C

CatherineHost

34:34

We give advice.

C

CatherineHost

34:35

So I wanna ask you if it could be your best advice that you've been given-

Sara BareillesGuest

34:39

Mm

C

CatherineHost

34:39

... or your, the worst advice you've been given, or it can be both.

Sara BareillesGuest

34:43

Oh.

Sara BareillesGuest

34:44

I don't know if it's someone who's given me this advice, but I think just telling the truth is the best advice I could give or receive.

Sara BareillesGuest

34:57

I just think you have to find the, you have to find a way to tell the truth in a, like, with kindness.

C

CatherineHost

35:03

I l- I love that.

C

CatherineHost

35:04

I totally agree with you.

C

CatherineHost

35:05

I couldn't, I, I-

Sara BareillesGuest

35:06

I just, I-

C

CatherineHost

35:07

I really have no...

C

CatherineHost

35:09

I think there is a level of integrity that comes-

Sara BareillesGuest

35:11

Yes

C

CatherineHost

35:11

... with telling the truth too, and I really don't understand why so many people have an issue with being front-facing.

Sara BareillesGuest

35:19

I couldn't agree more.

Sara BareillesGuest

35:21

I have no patience for the, for, like, lack of transparency.

C

CatherineHost

35:25

Yeah.

C

CatherineHost

35:25

So like-

Sara BareillesGuest

35:25

Like your family rules that you posted the other day that I j-

C

CatherineHost

35:28

[laughs]

Sara BareillesGuest

35:28

...

Sara BareillesGuest

35:28

I just r- reread them.

Sara BareillesGuest

35:30

Just like, ugh, this is everything to me.

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