Podcast thumbnail for Over A Glass Or Two

Over A Glass Or Two

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by OAGOT

4.7(18 reviews)
407 episodes
Updated Bi-weekly
Accepts GuestsHas SponsorsLocation 🇵🇭

Podcast Overview

At Over A Glass Or Two, Jessy Daing & Jcas share global positivity and Filipino stories over drinks. Explore diverse tales and find us on various platforms. Bridge generations in the Pinoy multiverse! #OAGOT 🔴 Subscribe on YouTube: https://www.youtube.com/c/OverAGlassOrTwo 🐦 Follow us on X: https://twitter.com/OverAGlassOrTwo ⚫ Catch us on TikTok: https://www.tiktok.com/@oagot 🟢 Tune in on Spotify: https://open.spotify.com/show/4JRuEXUwkQ2dgJmHF4woDy

Language

🇫🇮

Publishing Since

6/12/2019

1 verified contact email on file for Over A Glass Or Two

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Recent Episodes

Episode thumbnail for Rachel Alejandro & Husband Carlos: Toxic Friends, Aging & The "Path Not Taken" | OAGOT S17 E9

May 23, 2026

Rachel Alejandro & Husband Carlos: Toxic Friends, Aging & The "Path Not Taken" | OAGOT S17 E9

<p>The wine is still flowing, and the chikahan is getting deeper! Jessy Daing and JCAS return for Part 2 of our incredible, unfiltered sit-down with OPM icon Rachel Alejandro and her Spanish husband, Carlos Santa Maria. (Fun fact: Carlos reveals this is only the second interview he has ever agreed to do in his life!)</p><p><br></p><p>From debating Gen Z&#39;s respect for legends like Madonna to sharing deeply personal stories about surviving toxic relationships, we are laying it all on the table.</p><p><br></p><p>Grab your glass and join the conversation!</p><p><br></p><p>In this episode, we dive into:</p><p><br></p><p>👗 Madonna, Gen Z &amp; &quot;Acting Your Age&quot;: We discuss the internet&#39;s reaction to older pop icons, the pressure to dress a certain way as you get older, and why true confidence has no age limit.</p><p><br></p><p>📈 Leveling Up &amp; Toxic Friends: Should you job hop for a higher salary? We talk about career growth and the harsh reality of &quot;friends&quot; who disappear or secretly hate when you start succeeding.</p><p><br></p><p>🚫 The &quot;Path Not Taken&quot;: Does the road not traveled actually matter? Carlos shares powerful, life-changing advice from his father on why looking backward is toxic and why &quot;what ifs&quot; simply do not exist.</p><p><br></p><p>🚩 Fighting for Love vs. Walking Away: How do you know when to be relentless in a relationship and when to pack your bags? We discuss finding your breaking point, and Carlos introduces us to the ultimate Spanish wake-up call: the &quot;Sartenazo en la cabeza&quot; (a hit to the head with a frying pan!).</p><p><br></p><p>🎧 CATCH UP ON PAST &amp; NEW EPISODES:</p><p>Spotify | Apple Podcasts | iHeartRadio | Amazon Music</p><p><br></p><p>📺 WATCH US ON:</p><p>YouTube: https://www.youtube.com/@OverAGlassOrTwo</p><p>Facebook: https://www.facebook.com/OAGOT.US</p><p><br></p><p>📧 CONNECT WITH US:</p><p>Want to share your story or ask for advice?</p><p>Email us at: oagot.us@gmail.com (100% anonymous!)</p><p><br></p><p>💡 STREAM LIKE US:</p><p>Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 🎥</p><p><br></p><p>#OverAGlassOrTwo #OAGOT #RachelAlejandro #CarlosSantaMaria #GlobalFilipinos #PinoyPodcast #FilipinoAmerican #RelationshipAdvice #NoWhatIfs #ToxicFriends #OPM #PinoyAbroad #Philippines2026 #JessyDaing #JCAS</p>

Episode thumbnail for Rachel Alejandro & Spanish Husband Carlos: 16 Years Together & Moving to Spain! ✈️ | S17 E8

May 9, 2026

Rachel Alejandro & Spanish Husband Carlos: 16 Years Together & Moving to Spain! ✈️ | S17 E8

<p>Episode 402 - S17 E8: Rachel Alejandro &amp; Carlos Santa Maria: 16 Years of Opposites Attracting &amp; Moving to Spain (Part 1) 🥂</p><p><br></p><p>Jessy Daing and JCAS are popping open the wine for a very special, two-part sit-down interview! Tonight, we are joined by the &quot;Queen of Heartbreak Songs&quot; herself, OPM icon and international actress Rachel Alejandro, alongside her Spanish husband, Carlos Santa Maria. From hilarious travel habits to the realities of a 16-year multicultural relationship where opposites truly attract, this is Rachel and Carlos like you’ve never heard them before!</p><p><br></p><p>Grab your glass and join the chikahan!</p><p><br></p><p>In this episode, we dive into:</p><p><br></p><p>🧲 Do Opposites Actually Attract?: Carlos had zero girlfriends before Rachel. Now, they’ve been together for 16 years despite radically disagreeing on almost everything. We dissect why having different hobbies works, as long as your core values match.</p><p><br></p><p>🇪🇸 The Big Move to Spain: Carlos talks about returning to Valencia, his birthplace, while Rachel opens up about the realities of balancing her international acting and singing career. We discuss how she plans to navigate her busy travel schedule and keep their bond strong as they build a new life in Europe.</p><p><br></p><p>👨‍👩‍👧 Family Ties &amp; Daily Calls: We compare our family dynamics! Rachel shares why she still calls her parents every single day, while Jessy and Carlos open up about their different approaches to keeping in touch.</p><p><br></p><p>📸 Travel Vibes &amp; Photoshoot Patience: Jessy defends her &quot;40-minute OOTD photoshoot&quot; travel style, while Carlos and JCAS explain why they prefer a quick snap and a trip to the nearest pub.</p><p><br></p><p>🎧 CATCH UP ON PAST &amp; NEW EPISODES:</p><p>Spotify | Apple Podcasts | iHeartRadio | Amazon Music</p><p><br></p><p>📺 WATCH US ON:</p><p>YouTube: https://www.youtube.com/@OverAGlassOrTwo</p><p>Facebook: https://www.facebook.com/OAGOT.US</p><p><br></p><p>📧 CONNECT WITH US:</p><p>Want to share your story or ask for advice?</p><p>Email us at: oagot.us@gmail.com (100% anonymous!)</p><p><br></p><p>💡 STREAM LIKE US:</p><p>Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 🎥</p><p><br></p><p>#OverAGlassOrTwo #OAGOT #RachelAlejandro #CarlosSantaMaria #GlobalFilipinos #PinoyPodcast #FilipinoAmerican #RelationshipAdvice #OppositesAttract #OPM #PinoyAbroad #Philippines2026 #JessyDaing #JCAS</p>

Episode thumbnail for Should Couples Split Bills 50/50? & Exposing TOXIC Fake Friends 🐍 | Over a Glass or Two S17 E7

May 2, 2026

Should Couples Split Bills 50/50? & Exposing TOXIC Fake Friends 🐍 | Over a Glass or Two S17 E7

<p>Episode 401 - S17 E7: 50/50 Finances, Fake Friends, &amp; Reinventing You: Is Marrying for Money Wrong? 🥂</p><p><br></p><p>Jessy Daing and JCAS are back and holding nothing back in this brand-new episode of Over a Glass or Two! From navigating the tricky waters of splitting the bill with your partner to dealing with two-faced friends, we’re unpacking the modern realities that every Global Filipino faces. Grab your favorite drink and join the conversation!</p><p><br></p><p>In this episode, we dive into:</p><p><br></p><p>💸 The 50/50 Relationship Rule: Should couples split everything down the middle, or is the &quot;traditional&quot; way still alive? JCAS jokes about the &quot;sugar baby&quot; life, while Jessy breaks down why keeping score can ruin a relationship.</p><p><br></p><p>📱 Social Media Envy vs. Inspiration: How to protect your peace online. We talk about the pressure to flex, people faking &quot;lobster dinners,&quot; and why you should treat your feed like a personal photo album instead of a competition.</p><p><br></p><p>✨ Reinventing Yourself (Version 2.0): You don&#39;t have to start from scratch to level up! JCAS shares her exciting new journey into fashion design and sewing, while Jessy discusses the upcoming launch of her skincare line. Plus, we celebrate OPM icon Tootsie Guevara’s inspiring comeback. It is never too late to chase a new dream.</p><p><br></p><p>🐍 Confronting the &quot;Gossips&quot;: What do you do when a close friend stabs you in the back? We share our raw, personal experiences with &quot;friends&quot; who invent lies and why someone who gossips to you will definitely gossip about you.</p><p><br></p><p>💍 Marrying for Financial Stability: Is it automatically a red flag to want a wealthy partner? We debate the unfair &quot;gold digger&quot; double standards and why financial comfort is great—but only if there&#39;s real love, respect, and balance to back it up.</p><p><br></p><p>🎧 CATCH UP ON PAST &amp; NEW EPISODES:</p><p>Spotify | Apple Podcasts | iHeartRadio | Amazon Music</p><p><br></p><p>📺 WATCH US ON:</p><p>YouTube: https://www.youtube.com/@OverAGlassOrTwo</p><p>Facebook: https://www.facebook.com/OAGOT.US</p><p><br></p><p>📧 CONNECT WITH US:</p><p>Want to share your story or ask for advice?</p><p>Email us at: oagot.us@gmail.com (100% anonymous!)</p><p><br></p><p>💡 STREAM LIKE US:</p><p>Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 🎥</p><p><br></p><p>#OverAGlassOrTwo #OAGOT #GlobalFilipinos #PinoyPodcast #FilipinoAmerican #RelationshipAdvice #ToxicFriends #LevelUp #TootsieGuevara #JessyDaing #JCAS #PinoyAbroad #ReinventYourself #Philippines2026</p>

407 total episodes available

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Frequently asked questions

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What is Over A Glass Or Two?

At Over A Glass Or Two, Jessy Daing & Jcas share global positivity and Filipino stories over drinks. Explore diverse tales and find us on various platforms. Bridge generations in the Pinoy multiverse! #OAGOT

🔴 Subscribe on YouTube: https://www.youtube.com/c/OverAGlassOrTwo 🐦 Follow us on X: https://twitter.com/OverAGlassOrTwo ⚫ Catch us on TikTok: https://www.tiktok.com/@oagot 🟢 Tune in on Spotify: https://open.spotify.com/show/4JRuEXUwkQ2dgJmHF4woDy

How often does this podcast release new episodes?

This podcast updates bi-weekly.

Where can I listen to this podcast?

This podcast is available on 9 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

Yes, this podcast regularly features guests.

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