We're back to answering YOUR questions! You guys came at us with some tough topics this time around: Should you and your partner talk about your pasts? What should you do if you and your ex are in the same friend group? Do you only seem to want what you can't have? And after having been on The Bachelor, what was dating in the real world like for Sharleen? Our answers to your burning question lie ahead... Can you handle the truth? 

If you have a relationship question, write us at: [email protected]

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Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

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It's Love Fest time! Today we're joined by Vanessa Grimaldi and her then-boyfriend (but now-fiancé!) Josh Wolfe. (Josh proposed 3 days after we recorded this!!) We learn the unique way in which these two got to know each other, how they complement each other, and the hilarious hurdle Josh had to overcome. We also talk housework, Canadian snacks, and Squatty Pottys (#notsponsored.... we wish). Finally, the Dear Shandy Newlyweds Game! Who knows who better?? Watch on to find out...

If you have a relationship question, write us at: [email protected]

More Vanessa & Josh

https://www.instagram.com/vanessagrimaldi30

https://www.instagram.com/jbrwolfe

https://www.instagram.com/nobetteryou

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Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

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You've definitely been there: On a date, and the onus feels like it's on you to ask questions and keep the conversation moving. Is your date self-absorbed, or is there more to this? Could you be accidentally contributing to this dynamic? This caller conversation went in a very different direction than expected, but we loved how it brought us (sooner than intended!) to Nervous Energy. We then segue into a couple of our big first date Dos and Don'ts. Do YOU commit any of these early dating crimes??

If you have a relationship question, write us at: [email protected]

Join us every Thursday for a new episode of Dear Shandy! Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy

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Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

Support this podcast at — https://redcircle.com/dear-shandy/donations

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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Can you REALLY be friends with an ex? We're joined by Margie, Andy's ex-fiancée, who conveniently happens to have a PhD in clinical psychology. We go for a stroll down memory lane to learn about their history together. Then we discuss how they came to be friends today and what the key components are to true friendship post-romance. Finally, we get Margie's professional input: What are the biggest mistakes people make when it comes to dating and relationships? Warning: You WILL see yourself in these!

If you have a relationship question, write us at: [email protected]

Join us every Thursday for a new episode of Dear Shandy! Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy

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Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

Support this podcast at — https://redcircle.com/dear-shandy/donations

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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Today is all about YOUR questions... the broader ones, that is. What are our thoughts on prenups, and do we have one? How should a woman deal with a man who doesn't satisfy her? After our meeting, did Andy go on dates with anyone else, or did he immediately close down the shop? And did Sharleen play it cool? Find out the answers to your burning questions in our first ever Q&A sesh!

If you have a relationship question, write us at: [email protected]

Join us every Thursday for a new episode of Dear Shandy! Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy

Follow us!

Dear Shandy - https://www.instagram.com/dearshandy

Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

Support this podcast at — https://redcircle.com/dear-shandy/donations

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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

For our inaugural Love Fest episode, it's only fitting to be joined by dear friends (and engaged couple!) Caila Quinn and Nick Burrello. We dive deep on first impressions (and how those might have changed!), specific traits they value in each other, and relationship hurdles. Andy and Nick also bond over Instagram-husbandry. 😉 PLUS, we have our first ever Dear Shandy Newlyweds Game! Who knows who better??

If you have a relationship question, write us at: [email protected]

More Caila & Nick

https://www.instagram.com/cailaquinn

https://www.instagram.com/nickburrello

https://withlovecaila.com/

Join us every Thursday for a new episode of Dear Shandy! Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy

Follow us!

Dear Shandy - https://www.instagram.com/dearshandy

Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

Support this podcast at — https://redcircle.com/dear-shandy/donations

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See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Can you have a genuine connection but still get played? Is age a factor in the likelihood of a guy being a player? And how old was Andy at his most "player-y"? Our caller's story has a magical start but a confusing end that left her wondering what she could have done differently. Listen on to hear the Shandy take!

If you have a relationship question, write us at: [email protected]

Join us every Thursday for a new episode of Dear Shandy! Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy

Follow us!

Dear Shandy - https://www.instagram.com/dearshandy

Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

Support this podcast at — https://redcircle.com/dear-shandy/donations

Learn more about your ad choices. Visit megaphone.fm/adchoices

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

We recorded this on a whim, not sure if it'd ever see the light of day. We weren't sure how best to introduce ourselves and kick off a podcast, but since it's our most frequently asked question, we ultimately decided to recap (and reminisce!) about how we met. Watch on to hear how two diehard skeptics who don't believe in fate, serendipity, or The One, somehow found themselves believing in something (almost).

If you have a relationship question, write us at: [email protected]

Join us every Thursday for a new episode of Dear Shandy! Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy

Follow us!

Dear Shandy - https://www.instagram.com/dearshandy

Sharleen Joynt - https://www.instagram.com/sharleenjoynt

Andy Levine - https://www.instagram.com/machinelevine

Support this podcast at — https://redcircle.com/dear-shandy/donations

Learn more about your ad choices. Visit megaphone.fm/adchoices

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Join us every Thursday for a new episode of Dear Shandy! Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy

Follow us!
Dear Shandy - https://www.instagram.com/dearshandy
Sharleen Joynt - https://www.instagram.com/sharleenjoynt
Andy Levine - https://www.instagram.com/machinelevine