In this episode of Excuse My Grandma, Kim and Grandma Gail get brutally honest with special guest Anna Kai, aka @maybeboth. They escaped bitter cold New York to enjoy new restaurants in Palm Beach, see friends, and work, of course. 

Social media star and podcast host Anna Kai joins Excuse My Grandma to share her honest thoughts on looking for a husband, “committee decision dating”, grief, and being an influencer. Anna tells Kim and Grandma Gail about her attempts at becoming a blogger during the pandemic instead of getting a ‘normal’ job.

In The Grandma Report, the three women discuss dating trends found by Tinder in a recent article. Whether looking for a man in finance or asking friends to vet a guy before the first date, Anna shares her personal experiences based on the study. They then read an email from Grandma Gail’s Hotline, where a listener receives much needed tough love. Want Gail’s honest opinion on your dating dilemma or family drama? Email [email protected] or DM us on Instagram with your voicemails! 

Kim, Gail, and Anna then play their new game “Should We Bring It Back?”, questioning whether or not old dating trends like ‘Guy picks up the girl for the date’ and ‘meeting the parents at the door’ should be modern traditions. Anna, who lived with her boyfriend and parents under one roof, had a lot to say about these.

To finish the episode, they play Grandma’s Old-Fashioned Dating Quiz. The results? Grandma approved! Anna also shares inspiring advice from her own grandfather, including embracing being alone and moving forward by taking risks. Grandma Gail then imparts her words of wisdom, telling Anna, Kim, and listeners to live everyday, how to deal with loss, and remember the good things. 

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Music By: Guy Kelly

(00:00) Introduction

(02:38) Interview with Anna Kai

(26:26) The Grandma Report

(34:33) Grandma Gail’s Hotline

(38:30) Should We Bring It Back?

(41:49) Grandparent’s Advice

(49:30) Grandma Gail’s Old-Fashioned Dating Quiz