5 Year Anniversary Q&A! Answering YOUR Questions - Ep 411
Dear Shandy11 Sep 2025

5 Year Anniversary Q&A! Answering YOUR Questions - Ep 411

It's that time of year again... Dear Shandy is officially 5 years old, and what better way to celebrate than to answer YOUR questions! We polled you over on Instagram and received Qs about us, our relationship, the podcast, Ruby, and everything in between! Thank you, Shandies, for HALF A DECADE of laughs, kinship and community. We absolutely adore you! Come join us in our living room to chat!



Thanks to our sponsors!

- Shop Sharleen’s favorite bras and underwear at https://www.skims.com

- Go to https://www.cozyearth.com and use code SHANDY for up to 40% off!

- Go to http://fastgrowingtrees.com and use SHANDY for 15% off your first order!

- Go to https://www.zocdoc.com/SHANDY and download the ZocDoc app for FREE!

- Go to https://quince.com/shandy for free shipping on your order and 365-day returns!




Time Stamps:

0:00 - Housekeeping

3:33 - If Shandy Could Re-Plan Their Wedding With An Unlimited Budget, What Would It Look Like?

4:45 - Longest Time Spent Apart

7:09 - How Did Sharleen Know Andy Was “The One” And Vice Versa?

9:10 - When Was Shandy The Most Jealous?

14:00 - What Are Some Of The Little Things Shandy Fights About?

17:08 - One Word To Describe Each Other

17:57 - 3 Sex & The City Questions

20:56 - What Are Shandy’s Most Unpopular Food Opinions?

21:28 - Why Did Sharleen Move To The US & Would She Move Back To Canada?

23:56 - Is Sharleen Still Friends With Anyone From Her Bachelor Season?

25:11 - Dream Location For Sharleen’s Next Opera

27:37 - Does Sharleen Cook & If So, Asian Food?

27:56 - Sharleen’s Tips For Having Personal Style

29:35 - Having Lived In NYC His Whole Life, Has Andy Ever Owned A Car?

30:54 - What Is Andy’s Opinion On Where Movies Are Headed?

34:35 - Andy’s Best Airplane Movie

35:21 - How Does Andy Survive NYC As A Germaphobe?

36:17 - What Does Andy Do While Sharleen Plays Video Games?

36:45 - Does Ruby Have A Middle Name?

37:04 - How Is Ruby With Other Dogs?

37:47 - How Has Ruby Changed Shandy’s Lives?

39:58 - Has Shandy Considered Getting Another Pet?

40:12 - The Kitchen Faucet Behind Andy

41:39 - Anything Shandy Would Change About The Podcast?

43:20 - Who From Bachelor Nation Does Shandy Wish Would Come On?

45:21 - Does Shandy Pay Guests To Come On?

47:52 - Does Andy Have Another Job?

48:20 - Happiest Podcast Memory

49:30 - Would Shandy Consider A Live Show?

50:09 - If Shandy Could Permanently Remove One Object From The World, What Would It Be?

51:40 - Swords For Arms Or Chainsaws For Legs?

53:00 - Have A Dragon Or Be A Dragon?

55:46 - Thank You




If you have a relationship question, write us at: dearshandy@gmail.com


Subscribe and watch the episodes on YouTube! https://bit.ly/SubscribeDearShandy


More Dear Shandy

Instagram - https://www.instagram.com/dearshandy

Facebook - https://fb.me/dearshandy


More Sharleen

Instagram - https://www.instagram.com/sharleenjoynt

Blog - http://www.alltheprettypandas.com


More Andy

Instagram - https://www.instagram.com/machinelevine


Produced by Gabrielle Galon - https://www.instagram.com/gabsamillion

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