HELP! I Suck at Dating

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Latest Episodes:

Dating Hotline Bling with Sarah Trott Sep 01, 2022

Show notes

Sarah Trott from Matt James' season is back with Jared to help members of #SuckArmy with their dating woes!

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Hot to Trot with Sarah Trott Aug 29, 2022

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Sarah Trott from Matt James' season is hanging out with Jared! She opens up about her difficult decision to leave The Bachelor and how her life has changed since that moment.

We find out why she DIDN'T become The Bachelorette and what would have happened if she had made the trip to Paradise!

And, she reveals if she's ever had a crush on her boyfriend's identical twin!

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Dating Check-Up with Becca Tilley Aug 25, 2022

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Becca Tiley is hanging out with Jared and helping #SuckArmy with their dating questions!

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Feeling Needy with Becca Tilley Aug 22, 2022

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Becca Tilley is sitting in with Jared to discuss how to not Suck at Dating while Dean is on his backpacking trip!
We hear all the details on Becca’s big relationship reveal with singer Hayley Kiyoko!
And we find out if wedding bells might be in her near future!

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Dial S for Sucky Daters Aug 18, 2022

Show notes

Dean and Jared have more advice for members of #SuckArmy live on the Help I Suck at Dating Helpline!

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Big Little Lies with Serena Chew Aug 15, 2022

Show notes

Serena Chew from Matt James’ season flies in to help Dean and Jared suck less at dating. She shares the good and the bad of being a flight attendant and we hear everything about her new relationship – and if the guy is from Bachelor Nation!
Do you share your location with your partner?? Dean shares what he considers to be downsides to that open line of digital stalking.

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Calls for Help from the #SuckArmy Aug 11, 2022

Show notes

You have dating questions, we have 2 guys that slightly suck less at dating! It’s a perfect match! Dean and Jared are taking your calls and answering all of your relationship questions. Hard truths are served up, and hopefully we can help improve your suck factor when it comes to dating.

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Rumor Mill with Bekah Martinez Aug 08, 2022

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Dean and Jared connect with Bekah Martinez (Arie's season) and we get an update on her life as a mom! She clears up some rumors about becoming a foster parent, but that doesn’t mean she’s done having kids! Get the real truth about Bekah’s plans for the future.
She takes a look back at her time on The Bachelor and shares a hard truth about why she felt like she had to fight everybody.
And Bekah gets real about how her relationship changed during her pregnancy and why she and her boyfriend almost called it quits.

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More Calls on the Sucky Daters Helpline with Jessenia Cruz Aug 04, 2022

Show notes

#SuckArmy needs help with relationships and our operators are standing by! Dean and Jared are back with Jessenia Cruz from Matt James’ season to try and fix some sucky dating situations!

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We Don’t Talk About Exes with Jessenia Cruz Aug 01, 2022

Show notes

Dean and Jared are joined by Jessenia Cruz from Matt James’ season, who is single but that doesn’t mean she sucks at dating!

Jessenia shares all the drama from her time on The Bachelor, including what really happened in that fateful 2 on 1.
Is it EVER okay to cancel on a date at the last minute?? You might be surprised by Dean’s perspective.
And we delve into the psychology of “ghosting”.

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