Over A Glass Or Two

OAGOT

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

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

    May 23

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

    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!) From debating Gen Z's respect for legends like Madonna to sharing deeply personal stories about surviving toxic relationships, we are laying it all on the table. Grab your glass and join the conversation! In this episode, we dive into: 👗 Madonna, Gen Z & "Acting Your Age": We discuss the internet'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. 📈 Leveling Up & Toxic Friends: Should you job hop for a higher salary? We talk about career growth and the harsh reality of "friends" who disappear or secretly hate when you start succeeding. 🚫 The "Path Not Taken": Does the road not traveled actually matter? Carlos shares powerful, life-changing advice from his father on why looking backward is toxic and why "what ifs" simply do not exist. 🚩 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 "Sartenazo en la cabeza" (a hit to the head with a frying pan!). 🎧 CATCH UP ON PAST & NEW EPISODES: Spotify | Apple Podcasts | iHeartRadio | Amazon Music 📺 WATCH US ON: YouTube: https://www.youtube.com/@OverAGlassOrTwo Facebook: https://www.facebook.com/OAGOT.US 📧 CONNECT WITH US: Want to share your story or ask for advice? Email us at: oagot.us@gmail.com (100% anonymous!) 💡 STREAM LIKE US: Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 🎥 #OverAGlassOrTwo #OAGOT #RachelAlejandro #CarlosSantaMaria #GlobalFilipinos #PinoyPodcast #FilipinoAmerican #RelationshipAdvice #NoWhatIfs #ToxicFriends #OPM #PinoyAbroad #Philippines2026 #JessyDaing #JCAS

    1h 5m
  2. Rachel Alejandro & Spanish Husband Carlos: 16 Years Together & Moving to Spain! ✈️ | S17 E8

    May 9

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

    Episode 402 - S17 E8: Rachel Alejandro & Carlos Santa Maria: 16 Years of Opposites Attracting & Moving to Spain (Part 1) 🥂 Jessy Daing and JCAS are popping open the wine for a very special, two-part sit-down interview! Tonight, we are joined by the "Queen of Heartbreak Songs" 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! Grab your glass and join the chikahan! In this episode, we dive into: 🧲 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. 🇪🇸 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. 👨‍👩‍👧 Family Ties & 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. 📸 Travel Vibes & Photoshoot Patience: Jessy defends her "40-minute OOTD photoshoot" travel style, while Carlos and JCAS explain why they prefer a quick snap and a trip to the nearest pub. 🎧 CATCH UP ON PAST & NEW EPISODES: Spotify | Apple Podcasts | iHeartRadio | Amazon Music 📺 WATCH US ON: YouTube: https://www.youtube.com/@OverAGlassOrTwo Facebook: https://www.facebook.com/OAGOT.US 📧 CONNECT WITH US: Want to share your story or ask for advice? Email us at: oagot.us@gmail.com (100% anonymous!) 💡 STREAM LIKE US: Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 🎥 #OverAGlassOrTwo #OAGOT #RachelAlejandro #CarlosSantaMaria #GlobalFilipinos #PinoyPodcast #FilipinoAmerican #RelationshipAdvice #OppositesAttract #OPM #PinoyAbroad #Philippines2026 #JessyDaing #JCAS

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

    May 2

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

    Episode 401 - S17 E7: 50/50 Finances, Fake Friends, & Reinventing You: Is Marrying for Money Wrong? 🥂 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! In this episode, we dive into: 💸 The 50/50 Relationship Rule: Should couples split everything down the middle, or is the "traditional" way still alive? JCAS jokes about the "sugar baby" life, while Jessy breaks down why keeping score can ruin a relationship. 📱 Social Media Envy vs. Inspiration: How to protect your peace online. We talk about the pressure to flex, people faking "lobster dinners," and why you should treat your feed like a personal photo album instead of a competition. ✨ Reinventing Yourself (Version 2.0): You don'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. 🐍 Confronting the "Gossips": What do you do when a close friend stabs you in the back? We share our raw, personal experiences with "friends" who invent lies and why someone who gossips to you will definitely gossip about you. 💍 Marrying for Financial Stability: Is it automatically a red flag to want a wealthy partner? We debate the unfair "gold digger" double standards and why financial comfort is great—but only if there's real love, respect, and balance to back it up. 🎧 CATCH UP ON PAST & NEW EPISODES: Spotify | Apple Podcasts | iHeartRadio | Amazon Music 📺 WATCH US ON: YouTube: https://www.youtube.com/@OverAGlassOrTwo Facebook: https://www.facebook.com/OAGOT.US 📧 CONNECT WITH US: Want to share your story or ask for advice? Email us at: oagot.us@gmail.com (100% anonymous!) 💡 STREAM LIKE US: Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 🎥 #OverAGlassOrTwo #OAGOT #GlobalFilipinos #PinoyPodcast #FilipinoAmerican #RelationshipAdvice #ToxicFriends #LevelUp #TootsieGuevara #JessyDaing #JCAS #PinoyAbroad #ReinventYourself #Philippines2026

    36 min
  4. Dating Apps, Jealousy, & Success: Is Academic Excellence Overrated? 🥂 | S17 E6

    Mar 28

    Dating Apps, Jealousy, & Success: Is Academic Excellence Overrated? 🥂 | S17 E6

    Episode 400 - S17 E6: Dating App Scams, "Red Flag" Jealousy, and the Truth About Success Jessy Daing and JCAS are back with another raw, "no-filter" conversation over a glass or two. From the struggles of finding love in the digital age to the reality of toxic relationships and the "karera ng buhay" (race of life), we’re diving deep into the topics that every Global Filipino can relate to. In this episode, we dive into: 📱 Dating Apps: Savior or Scam?: JCAS shares the "stages" of online dating - from matching to avoiding "AI Catfishing". Plus, we talk about "Raya," the exclusive app for celebrities and millionaires . 🚩 Jealousy vs. Proof of Care: Is a jealous partner a red flag or just someone who loves you? . Jessy opens up about her past experiences with extreme jealousy . 💔 Staying for the Kids: A heart-wrenching look at whether staying in a toxic environment "for the children" is actually the right choice. 🎓 The Academic Excellence Myth: Does a straight-A record guarantee success in the real world? We discuss why "Street Smarts" (Maabilidad) often beats "Book Smarts" when it comes to thriving in life and business. 🤫 Being Ignored vs. Being Lied To: Which one hurts more?. We break down how being ignored affects your worth, while being lied to destroys your trust. 🎧 CATCH UP ON PAST & NEW EPISODES: Spotify | Apple Podcasts | iHeartRadio | Amazon Music 📺 WATCH US ON: YouTube: https://www.youtube.com/@OverAGlassOrTwo Facebook: https://www.facebook.com/OAGOT.US 📧 CONNECT WITH US: Want to share your story or ask for advice? Email us at: oagot.us@gmail.com (100% anonymous!) 💡 STREAM LIKE US: Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 🎥 #OverAGlassOrTwo #OAGOT #GlobalFilipinos #PinoyPride #TaglishPodcast #FilipinoAmerican #DatingApps #RelationshipAdvice #PinoyAbroad #JessyDaing #JCAS #SuccessMindset #Philippines2026

    1h 1m
  5. Bakit nag-aaway ang magkakapatid sa mana? 🏠 + AI vs. Pinoy Call Center

    Feb 21

    Bakit nag-aaway ang magkakapatid sa mana? 🏠 + AI vs. Pinoy Call Center

    Episode 398 - S17 E4: Filipino Identity Abroad: Family Land Wars, AI Virtual Assistants & More! 🥂 Buhay na buhay at kicking again for 2026! Matapos ang aming "hibernation," Jessy Daing and JCAS are back to give you the real background of Over A Glass Or Two - mula sa aming TFC roots hanggang sa aming pagbabalik ngayon. Hindi kami mag-ho-hold back sa mga topics na relate ang bawat Global Pinoy: 🏠 Inheritance at Land Wars: Ano nga ba ang nangyayari sa "Ancestral Home" kapag hindi nagkasundo ang magkakapatid? Greediness nga ba o katarungan? 🇵🇭 Heritage at Wika: Failing nga ba tayo as parents kung hindi marunong mag-Tagalog ang mga anak natin? 🤖 AI vs. Call Centers: Maapektuhan ba ang BPO industry sa Pilipinas? Share namin ang aming "robotic" encounter sa customer service. Chapters: 00:00 Welcome Back to the OAGOT 2026 Season! 05:12 Inheriting Land: When Family and Money Collide 12:45 Will AI Wipe Out Pinoy Call Centers? 22:30 The "Tagalog" Debate: Parenting Abroad 48:20 Why Foreigners Can’t Bash Our Culture (But We Can!) 🎧 CATCH UP ON PAST & NEW EPISODES: Spotify | Apple Podcasts | iHeartRadio | Amazon Music 📺 WATCH: Facebook & YouTube https://www.youtube.com/@OverAGlassOrTwo https://www.facebook.com/OAGOT.US 📧 CONNECT WITH US: Have a "Kwentong OAGOT" or a dilemma you want us to dissect? Email us at: oagot.us@gmail.com (It’s 100% anonymous!) 💡 STREAM LIKE US: Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 🎥 #OverAGlassOrTwo #OAGOT #GlobalFilipinos #PinoyPride #TaglishPodcast #FilipinoAmerican #OFWStories #Philippines2026 #PinoyCallCenter #InheritanceDrama #TagalogLanguage #JessyDaing #JCAS

    1 hr
  6. Do You Believe in Soulmates? ❤️ + The Future of AI for Global Filipinos

    Feb 7

    Do You Believe in Soulmates? ❤️ + The Future of AI for Global Filipinos

    Episode 397 - S17 E3: Soulmates, Relationship Boundaries, and the AI Revolution for Global Pinoys Grab your favorite mug (or wine glass!) because Jessy Daing and JCAS are back for another "no-holds-barred" session! We’re diving into the deep end-from the magic of finding "the one" to the high-tech hurdles of 2026. In this episode, we strip away the inhibitions and get real about the modern Filipino experience. Whether you're in Manhattan, the Philippines, or anywhere in between, this conversation is for you! In this episode, we dive into: ❤️ Soulmates vs. Timing: Is there really one person for everyone, or is it all about being in the right place at the right time? Jessy and JCAS discuss if a soulmate can be a friend, a sibling, or even "the one that got away.". 🇵🇭 The Tagalog Debate: Do you need to speak the language to be "truly" Pinoy?. We talk about the Gen Z and Alpha Filipinos abroad who are embracing the culture more than ever, even if their Tagalog is a little "baluktot.". 📱 The Password Pact: Should couples share their phone passwords?. Jessy shares how transparency transformed her 11-year relationship, while we debate the fine line between trust and intuition.. 💨 The Ultimate Comfort Test: Is farting in front of your partner a "green flag" or a "brown flag"?. We talk about accepting flaws-from aging to triple chins-and why physical facades eventually fade.. 🤖 The AI Onslaught: It’s 2026, and AI is everywhere-from summarizing doctor’s visits to delivering food in Jersey City.. We discuss the "scary" side of technology and why we’re worried the younger generation might stop thinking for themselves.. Whether you're "bed-wrapping" or listening on your commute, join our community as we navigate the humps and hurdles of life together.. 🎧 CATCH UP ON PAST & NEW EPISODES: Spotify | Apple Podcasts | iHeartRadio | Amazon Music 📺 WATCH: Facebook & YouTube 📧 CONNECT WITH US: Have a dilemma or a story to share? Send us an email (it can be anonymous!) at: oagot.us@gmail.com. 💡 STREAM LIKE US: Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 Get a $10 credit just for you! 🎥 #OverAGlassOrTwo #OAGOT #FilipinoPodcast #GlobalFilipinos #PinoyPride #Soulmates #RelationshipAdvice #AI2026 #Taglish #FilAm #JessyDaing #JCAS #PinoyAbroad #ModernRelationships #BisayaPride

    1 hr
  7. Filipino Homecoming: 2026 Kickoff, Traffic, Triumphs, and Reflections on our Pinoy Roots

    Jan 24

    Filipino Homecoming: 2026 Kickoff, Traffic, Triumphs, and Reflections on our Pinoy Roots

    Episode 396 - S17 E2: Our Honest Thoughts on the Philippines Today & Why We Love The Global Pinoy Spirit We are officially back for the 2026 season! 🥂 After our short break, Jessy Daing and JCAS return to the mic to catch up on life, travels, and what it truly means to be a Filipino in today's world. In this episode, we’re moving past the surface and talking about the heart of the Filipino experience - the highs of coming home and the bittersweet realities we face. In this episode, we dive into: 🏠 The Reality of Homecoming: Jessy shares her recent trip to the Philippines. While the new airports are impressive, the "real" Philippines - the traffic on EDSA and the poverty in Quezon City - left her with mixed emotions and a heavy heart. 🎄 Why Paskong Pinoy is Unbeatable: There is nothing like the holiday season in the Philippines. We discuss the "agile" and resourceful spirit of Filipinos who always find a way to celebrate bongga, no matter the struggle. 🍢 The Cravings are Real: From the best p**o bumbong and bibingka to the street food we can't find anywhere else (Fishballs, anyone?), we talk about the flavors that define our childhood. 🌏 Global Pinoy Pride: Reflections on why so many Filipinos leave to work abroad and the resilience required to support families from across the ocean. 🏝️ Holiday Highlights: From family time in Chicago to a 14th wedding anniversary trip to the Bahamas, we catch up on the personal milestones that kept us busy during the hiatus. Whether you’re a "well-traveled person" or just missing home, grab a glass and join the conversation as we look forward to a year of abundant blessings. 🍷💬 🎧 CATCH UP ON PAST & NEW EPISODES: Spotify | Apple Podcasts | iHeartRadio | Amazon Music 📺 WATCH: Facebook & YouTube 📧 CONNECT WITH US: Want to suggest a topic? Email us at: oagot.us@gmail.com 💡 STREAM LIKE US: Check out StreamYard! 👉 https://streamyard.com/pal/c/5195989254668288 Get a $10 credit just for you! 🎥 #OverAGlassOrTwo #OAGOT #FilipinoPodcast #PinoyTalkShow #GlobalFilipinos #FilAm #PaskongPinoy #Homecoming #JessyDaing #JCAS #PinoyPride #TaglishPodcast #PinoyAbroad #FilipinoAmerican #OFWStories #Philippines2026

    59 min

Ratings & Reviews

5
out of 5
3 Ratings

About

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