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My Worst Date

Hosted by Keegan Winfield, Christina Conner, Cassi Young-Paxton

My Worst Date is a comedy and relationships podcast hosted by Keegan Winfield, Christina Conner and Cassi Young-Paxton, who discuss dating disasters, pop culture and true crime, often using listener stories. The show has 523 episodes released weekly, with a median length of about 61 minutes. Estimated downloads are 5,000 to 25,000 per episode, with an estimated rate of $130 to $620 per episode.

Why brands sponsor My Worst Date

Weekly dating-disaster comedy with a loyal audience of 306 Apple ratings

  • 523 episodes released weekly since 2018 give a long, stable back catalog.
  • Listener-submitted dating stories create a conversational, personal host-read format.
  • Apple Podcasts rating of 4.7 from 306 ratings signals an engaged, satisfied audience.
Best fordating appsbeauty and groomingrelationship-adjacent consumer brands
Watch forExplicit language and adult themes limit suitability for family or conservative brands.

Brand fit report

Content

Topics, IAB taxonomy
Relationships60%
Comedy20%
True Crime10%
Pop Culture10%
Formats
co-hosted banter, listener stories, movie review
Tone
irreverent, conversational
Language
English
Production
Clean, edited audio
Typical length
50 to 65 minutes

Audience

Commercial intent20/100
Comments asking for links, prices or where to buy
Sentiment85/100
Estimated from titles, descriptions and engagement
Est. downloads per episode5k–25k
Estimated, confidence 60%: 306 Apple ratings (band 200 to 1,000, shifted for a show with 523 episodes and an 8-year run), weekly cadence, Megaphone hosting and a Podcast Index popularity of 9 point to the 5,000 to 25,000 band.
Audience asks aboutWhat are the worst dating stories shared on the show?How do you handle red flags on a first date?What does the hosts' take on a recent movie or pop culture topic sound like?
Age
25%18-24
40%25-34
25%35-44
10%45+
Gender
60%women
40%men
Countries
🇺🇸 United States80%
LanguagesEnglish 100%

Commercial

0%of the last 20 episodes had a sponsor
None seenno sponsor mentions in the last 20 episodes
Brands seen
None yet
Categories promoted
None yet
Affiliate links
No

No sponsor mentions found in the feed

Suitability GARM Brand Safety Floor + Suitability

Profanityhigh
Adultmedium
Drugsmedium
Violencelow
Politicslow

The feed carries the explicit flag and episode titles such as 'Night Pills' and 'Tiddy Meat' suggest mature sexual and drug references.

We classify content, never people. No age, gender, ethnicity, religion or political views are inferred about the creator. Audience figures are estimates unless marked verified. Creators can correct anything on their profile.

Where to listen

Benchmark score: 86 / 100

Public rule, same for everyone. How it works.

Consistency Latest episode within the usual cadence50 / 50
Activity Episodes in the last 90 days, weekly is full marks30 / 30
Reach Estimated downloads per episode, 20k is full marks15 / 20

Recent episodes

EpisodeDateLength
Literal Demon2026-10-141 h 30 min
The Anger Episode2026-10-071 h 35 min
Shorty - 902026-10-0533 min
Night Pills2026-09-301 h 46 min
Shed2026-09-231 h 39 min
Mess Blind2026-09-161 h 26 min

Last six episodes from the show's feed, latest 5 days ago, a new one about every 7 days.

Ever been on a crazy bad date? You're not alone! Join hosts and best friends Keegan Winfield, Christina Conner, and Cassi Young-Paxton as they dish about pop culture, relationships, true crime and share stories from listeners and their past of the worst dating disasters.
My Worst Date's own show description from the podcast feed

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About My Worst Date

My Worst Date is a relationships and comedy podcast hosted by Keegan Winfield, Christina Conner and Cassi Young-Paxton. According to the feed, the hosts discuss dating disasters, pop culture, true crime and listener stories, with episodes that often run about an hour. The show has released 523 episodes, published weekly, and is listed on Apple Podcasts with a 4.7 average rating from 306 ratings.

The show's audience is estimated rather than measured. Based on its rating count, cadence and history, we estimate 5,000 to 25,000 downloads per episode, with listeners likely to skew toward adults aged 25 to 34 in the United States. The feed shows no sponsors in its last 20 episodes, and the show carries an explicit flag.

At an estimated rate of $18 to $25 per 1,000 downloads, a host-read mid-roll would cost roughly $130 to $620 per episode. This suits dating apps, beauty and grooming brands, and consumer products aimed at adults in relationships or dating.

Written from the show's public RSS feed, its Podcast Index listing and episode titles. Numbers updated 2026-10-19. My Worst Date can edit or remove this page at any time.

Questions about My Worst Date

How much does My Worst Date charge for a podcast sponsorship?

Based on estimated downloads of 5,000 to 25,000 per episode, a host-read mid-roll would cost an estimated $130 to $620 per episode. Rates are estimates and not confirmed by the show.

What is My Worst Date about?

My Worst Date is a comedy podcast where hosts Keegan Winfield, Christina Conner and Cassi Young-Paxton share dating disasters, discuss pop culture and true crime, and read listener stories.

How do I contact My Worst Date about sponsoring an episode?

The show's contact email unlocks on Starbooked for $0.80. Boosted shows can be booked through Starbooked.

Similar creators

Podcast and other creators in relationships, ranked by score.

CreatorNichesEst. downloadsMedian viewsRateScore
true crimedating50k–$360–2000100
true crimecomedy65k–$900–2000100
comedytrue crime15k–$90–620100
relationshipscomedy15k–$90–620100
comedydating50k–$360–200098
comedyrelationships15k–$90–62088