We Should Talk

About We Should Talk

Hosted by Georgie and Malcolm, Caribbean entrepreneurs and hosts of the former CITE group, We Should Talk is about the untold stories, honest truths, and complex realities of life, success, entrepreneurship, tech, and relationships. Insightful, vulnerable, sometimes spicy.

Publisher

We Should Talk

Category

business · society & culture

Language

en

Explicit

No

First episode

26 Sept 2026

Latest episode

12 Nov 2026

Latest episodes

9 episodes in the feed.

1. 

   12 Nov 2026

   Are Dating Apps Killing Real Connection? | We Should Talk LIVE

   We Should Talk goes LIVE! In this special livestream episode, hosts Georgie-Ann Getton and Malcolm Paul sit down with Isaiah and Jude, co-founders of Greenlight Date, to explore modern dating, dating app fatigue, and the challenges of building meaningful relationships in a digital world. From endless swiping and unrealistic expectations to who should pay on the first date, this live conversation gets into the realities of dating today and how Greenlight Date is working to bring people back to real-life connections. In this livestream, we cover: Why traditional dating apps are leaving people frustrated and disconnected. How Greenlight Date is changing the dating experience through real date invitations. Who should pay on the first date and whether expensive dates actually matter. Why dating with intention and clear communication is important. The impact of social media, AI, and dating app gamification on relationships. Dating expectations, attraction, compatibility, and first-date dealbreakers. How entrepreneurs can build a dating platform designed for meaningful connections. Originally broadcast live as part of We Should Talk, bringing honest, unfiltered conversations about relationships, entrepreneurship, technology, and modern life. Are dating apps helping people find real love, or are they making meaningful connections harder? Who do you think should pay on the first date? Leave your thoughts in the comments below! Don't forget to like, subscribe, and share this episode with a friend who needs to hear this. Meet Isaiah and Jude, co-founders of Greenlight Date, a dating platform focused on helping people move beyond endless swiping and build meaningful connections through real-life dates. Greenlight Date aims to make dating more intentional by allowing users to propose dates, make counteroffers, and connect around shared interests and values. Learn more about Greenlight Date: Website - https://greenlightdate.com (https://greenlightdate.com/) (00:13) - Welcome to We Should Talk & Meet the Greenlight Date Founders (02:00) - Why Isaiah and Jude Started a Dating App (04:00) - How Greenlight Date Works & Where to Find It (06:00) - The Dating App Swipe Game (08:00) - Sending Date Offers & Making Counteroffers (09:00) - Who Should Pay for the First Date? (12:00) - Dating Expectations & Splitting the Bill (14:00) - First-Date Spending, Values & Relationship Dynamics (16:00) - Why Counteroffers Can Lead to Better Dates (18:00) - Building a Dating App That Helps People Leave the App (20:00) - Dating App Success & Real-Life Connections (24:00) - Dating with Intention Instead of Playing Games (26:00) - Healthy Relationships & Communicating Expectations (28:00) - Personal Growth, Healing & Emotional Readiness (30:00) - Dating Culture in New York City (34:00) - The Illusion of Endless Dating Options (36:00) - Coffee Dates vs. Expensive First Dates (40:00) - Attraction, Conversation & Genuine Compatibility (42:00) - Unrealistic Dating Standards & Expectations (46:00) - Hot Takes: Dating, Communication & Intentions (48:00) - Is the First Date a Disqualifier Round? (51:00) - Attraction, Chemistry & First-Date Expectations (54:00) - Would You Ask a Man Out on a Date? (56:00) - Dating App Fatigue & Gamification (58:00) - What's Next for Greenlight Date? (01:02:00) - Final Advice & Closing Thoughts

2. 

   5 Nov 2026

   How Much Money Do You REALLY Need Before You Start Investing? | We Should Talk Ep. 7

   In this episode of We Should Talk, hosts Georgie-Ann Getton and Malcolm Paul sit down with financial advisor Tiff to uncover the realities of wealth building, smart money management, and long-term financial planning. Tiff breaks down the subtle signs of wealth, when it makes sense to work with a financial advisor, why building an emergency fund matters before investing, and how to balance planning for retirement with enjoying life today. In this episode, we cover: How to recognize the subtle signifiers of real wealth. When to consider hiring a financial advisor. Why saving 3–6 months of living expenses is an important financial priority. The difference between saving and investing. How to balance retirement planning, financial independence, and enjoying your youth. Overcoming financial anxiety and the scarcity mindset. What is your number one financial goal for this year? Are you prioritizing saving or investing right now? Leave your thoughts in the comments below! Don't forget to like, subscribe, and share this episode with a friend who needs to hear this. Connect with Georgie-Ann Getton: Website - https://gsdsolutionsinc.com (https://gsdsolutionsinc.com/) Instagram - https://instagram.com/georgieanngetton (https://instagram.com/georgieanngetton) LinkedIn - https://www.linkedin.com/in/georgieanngetton (https://www.linkedin.com/in/georgieanngetton) Connect with Malcolm Paul: Website - https://ninjasitm.com/ (https://ninjasitm.com/) Instagram - https://instagram.com/lefteyecc (https://instagram.com/lefteyecc) LinkedIn - https://www.linkedin.com/in/malcolm-paul/ (https://www.linkedin.com/in/malcolm-paul/) Financial Concepts & Resources Mentioned: CDs (Certificates of Deposit) vs. Fixed and Variable Annuities Coast FIRE (Financial Independence, Retire Early) Series Financial Certifications & CRPC Designation Klarna and Buy Now, Pay Later Platforms (00:00) - Intro: The Power of Having Emergency Savings (01:21) - Meet Financial Advisor Tiff (02:20) - Myth vs. Reality: Subtle Signifiers of Real Wealth (05:58) - When Should You Hire a Financial Advisor? (07:38) - Savings vs. Investing: What Should You Prioritize First? (11:46) - Goal-Based Saving & "F*** You" Money (14:48) - Tiff’s Career Journey from Bank Teller to Financial Advisor (17:36) - Large Financial Institutions vs. Boutique Broker-Dealers (20:40) - Balancing Coast FIRE, Retirement, and Enjoying Your Youth (27:36) - Lightning Round (27:47) - Buy Now, Pay Later (Klarna, etc.) (29:11) - Starting a Business Without Savings (29:36) - Cash/Debit vs. Credit & Real Estate Liquidity (31:09) - Overcoming Scarcity Mindset & Financial Anxiety (35:36) - Final Takeaways: Financial Freedom on Your Own Terms

3. 

   28 Oct 2026

   Is Everyone Just Winging It? Rethinking Success, Burnout & AI in Entrepreneurship | We Should Talk Ep 6

   Welcome back to We Should Talk! In this episode, host Georgie-Ann Getton sits down with guest Malcolm Paul to unpack what modern success, freedom, and sustainability truly look like. Drawing on their shared Caribbean roots and tech backgrounds, they dive deep into the cultural shifts around work culture, the reality of founder burnout, and the importance of preserving human wisdom and critical thinking in an AI-driven era. They explore: Why everyone—even leaders—is essentially "winging it". How Caribbean cultural upbringings shape views on money, asking for help, and entrepreneurship. The transition from labor-heavy work to modern knowledge work. Using AI as a tool to streamline output without losing human-led strategy and critical thinking. Moving toward "sustainable entrepreneurship," where self-care, mental health, and play take priority. Resources & Products Mentioned: Blackfulness App – A meditation application featuring soothing black and brown voices. Blink: The Power of Thinking Without Thinking by Malcolm Gladwell. Organizations & Events Mentioned: GSD Solutions Door Labs Caribbeans in Tech and Entrepreneurship (CITE) IBM Watson Hackathon (held at Baruch College) Brooklyn Tech Expo (00:00) - Cold Open: Working from Home (00:28) - Welcome to We Should Talk (01:31) - Who Is Malcolm? (06:04) - Malcolm's Background & Career (09:33) - How We Met & CITE (12:27) - Caribbean Entrepreneurship & Investment (15:13) - Health & Knowledge Work (17:23) - Defining Success (19:56) - Replenishing Your Cup (24:28) - Play & Compound Effects (27:01) - College & Creativity (29:56) - AI & the Education System (32:07) - Trust but Verify with AI (37:34) - Speed vs. Experience (43:56) - It's a Life Show (44:45) - Mental Health & Wellness (47:03) - Sustainable Entrepreneurship (49:52) - Living Within Your Means (52:57) - Final Words

4. 

   21 Oct 2026

   AI, Freedom, & Multiple Streams of Income | We Should Talk Ep. 4

   Co-host Georgie-Ann Getton chats with AI Strategist Natarsha Wright to discuss cutting through the AI noise, building smarter systems, and maintaining a healthy work-life balance in a fast-evolving tech landscape. Together, they delve into what it truly means to define personal freedom and success, the realities of building income streams, the power of nurturing adult curiosity, and how to safely adopt AI without fear. Learn more about Natarsha and connect with her Linkedin https://www.linkedin.com/in/natarshawright/ (https://www.linkedin.com/in/natarshawright/) Subscribe & Engage: "Enjoyed this conversation? Make sure to hit the subscribe button, leave a comment with your 'freedom number,' and share this video with a friend! Explore AI Resources: "Check out the links in the description to follow Natarsha Wright's work and learn how to implement safe, responsible AI into your daily operations!" YouTube Channel: youtube.com/@georgieanngetton (https://youtube.com/@georgieanngetton) Programs & Organizations: Goldman Sachs 1 Million Black Women Program Lovable (Vibe Coding Platform) Amazon AWS Media & Key References: Rachel Rodgers (Video mentioned regarding technological evolution and labor) (00:00) - Introduction & Childlike Mindset (00:28) - Meet Natasha Wright: AI Strategist (01:24) - Icebreaker: Last Meal Choice (03:31) - What "We Should Talk" is About (04:16) - How Georgie-Ann and Natasha First Met (05:45) - Building an AI App at the Hackathon (07:50) - What Inspired Natasha's AI Readiness App (11:08) - Pitching to AWS and Feedback (12:27) - Feeding Your Curiosity and Adult Play (14:36) - Natasha’s Background and Shift to AI Training (17:58) - Facing Job Uncertainty & Future-Proofing (22:23) - Navigating AI Noise to Help Others (23:53) - How Many Income Streams Do You Really Need? (27:00) - The Reality of Sacrifice and Discipline (27:54) - Defining Your "Freedom Number" (32:38) - Shifting Money Mindsets and Childlike Faith (34:33) - AI, Rest, and Human Limits (35:50) - Rapid Fire: Should Everyone Use AI?

5. 

   14 Oct 2026

   Why You Must Choose Yourself: Navigating the Future of Work & Rejection | We Should Talk Ep. 3

   Co-host, Georgie-Ann Getton sits down with long-time team member and collaborator Fred Lucca to dive deep into life, career growth, and designing a life that feels good right now…not just 30 years from now when youre ready to retire In this episode, Fred shares his journey from pitching a hackathon startup as a 15-year-old high school student in southern Brazil to securing international roles in Singapore and eventually earning a full merit-based scholarship in the United States. Together, Georgie-Ann and Fred unpack the Future of Work, treating yourself as your own business, building personal systems, re-framing rejection, and finding active free will in your everyday life. In this episode, we cover: ➡️ The true reality of the Future of Work and remote international collaboration ➡️ Why age and location are no longer barriers to finding career opportunities ➡️ How to manage yourself like a company using personal CRMs, principles, and goals ➡️ Dealing with rejection: Why "no" is just a comma, not a full stop ➡️ Balancing adaptability, doom scrolling, and routine as a Gen Z vs. Millennial ➡️ Reclaiming free will in your daily life and becoming a tourist in your own city Programs & Institutions Mentioned: StartingBlock: Social impact entrepreneurship leadership program attended by Georgie-Ann. Merit-Based University Scholarship: Full scholarship program in South Carolina that brought Fred to the US. Tools & Platforms Mentioned: Notion: Used by Fred to build his quarterly "Plan Page," tracking goals, KPIs, and principles. ClickUp: Mentioned by Georgie-Ann for project management and file tracking. Google Sheets / Excel: Recommended for building a personal CRM and relationship management system. Reddit / LinkedIn / Facebook: Platforms used for finding scholarships, networking, and initial career connections. Wise / PayPal / Cash App / Zelle / Venmo: Payment methods for remote international contract work. (00:00) - Cold Open: Never Say No to Yourself (00:21) - Welcome to We Should Talk (01:56) - Meet Fred: From Brazil to the US (02:39) - How a Facebook Post Connected Us (04:13) - The Future of Work & Remote Collaboration (05:18) - The Hackathon That Started It All (06:22) - Cold Emailing a CEO in Singapore at Age 15 (09:18) - From Volunteer to Paid Intern (10:46) - Self-Management & Identifying Gaps (13:26) - Manage Yourself Like a Company (16:21) - Long-Term Vision & the Scholarship Discovery (18:21) - Free Will: Design Your Own Path (22:00) - If There's a Will, There's a Way (22:29) - Don't Reject Yourself (25:20) - Dealing with Rejection & Building Resilience (33:14) - Millennials vs Gen Z: The Resilience Gap (34:55) - Adaptability, Doomscrolling & Finding Your Routine (39:48) - Document Your System & Run Experiments (44:45) - Fred's Closing Words: The World Is Full of Opportunities (46:38) - Be a Tourist in Your Own City (50:23) - Outro

6. 

   9 Oct 2026

   Would YOU Pay For Your Friend's First Class Upgrade? | We Should Talk Hot Takes

   We Should Talk: hot takes! Let’s dive into the viral internet debate over Savannah James and April McDaniel’s work relationship and first-class seating arrangements. Is it pompous to sit in first class while your longtime friend and business partner sits in business class, or is it completely normal to keep personal finances separate regardless of net worth? Co-hosts Georgie-Ann and Malcolm invite Financial Advisor Tiff to the show to unpack wealth disparities, friendship etiquette, and the internet's reaction to high-net-worth relationships. (00:00) - Cold Open (00:39) - Welcome to We Should Talk (01:04) - Savannah James & April McDaniel Topic (01:41) - Georgianne's Take: Savannah Did Nothing Wrong (02:00) - Tiffany: Recognizing Your Class in Friendship (03:48) - Malcolm's Take: Maintaining Friendships (04:26) - The Reality of Billionaire Wealth (05:44) - Malkia's Take: People Projecting on Social Media (10:11) - Savannah's Role as a Wife & Mother (10:55) - People Don't Understand Money (11:39) - Final Thoughts (14:56) - Outro

7. 

   7 Oct 2026

   Is AI Making Students Dumber? | Education, AI, and Critical Thinking | We Should Talk Ep. 2

   In this episode of We Should Talk, co-hosts Georgie-Ann Getton and Malcolm Paul are joined by educational consultant Nara Legrand (Founder of Legrand Prep) to dive deep into the impact of Artificial Intelligence on modern education. From high school students relying on ChatGPT for essays to professors grading papers with AI. We discuss the line between smart collaboration and loss of critical thinking. We also dive into unpacking the loss of "friction" in modern learning, the growing literacy crisis, and how parents and educators can foster true resilience and lifelong learning skills in an AI-driven world. In this episode, we cover: ➡️How AI is shifting student learning outcomes from active thinking to passive outputs ➡️The difference between using AI as a collaborator versus an easy shortcut ➡️Why removing friction from learning impairs critical thinking and resilience ➡️The importance of focusing on proof of process over final deliverables in education ➡️Actionable ways parents can instill discipline, financial literacy, and problem-solving skills at home GUEST BIO + CONTACT INFO Nara Legrand is an educator, entrepreneur, and the Founder and CEO of Legrand Prep, an education company built around a core belief: when students struggle, the answer is not simply more tutoring. It is figuring out why they are struggling in the first place. Her work combines diagnostic assessment, academic instruction, mindset, and executive functioning support to help students become stronger, more independent learners. With more than 15 years of experience in education and test preparation, Nara has worked with students across K through 12 and college settings and has helped families navigate everything from academic skill gaps to high stakes testing. A two time perfect SAT scorer, she developed the Rhodium Bridge Method, a diagnostic driven approach that addresses not only what students need to learn, but also the mindset, executive functioning skills, and learning habits that influence their performance. More than 92% of Legrand Prep students have reached SAT scores of 1400 or higher, and her students have earned more than $11 million in scholarships. Nara is a graduate of Columbia University, where she studied Political Science on the pre med track, and has continued her education in Women’s and Gender Studies and cybersecurity. Her work sits at the intersection of education, technology, equity, and the future of learning, with a particular interest in how AI can be used thoughtfully to strengthen critical thinking and meaningful instruction rather than replace them. As an educator, speaker, and mother, Nara is passionate about reimagining what education can look like when students are taught how to learn, not simply what to memorize. Her larger mission is simple but ambitious: to help fix America’s homework by creating better systems for how students learn, practice, and grow. Connect with Nara Website https://legrandprep.com (https://legrandprep.com) FB: https://www.facebook.com/profile.php?id=100081114817890 (https://www.facebook.com/profile.php?id=100081114817890) IG: https://instagram.com/nailingnumbersnara (https://instagram.com/nailingnumbersnara) LinkedIn: https://www.linkedin.com/in/naralegrand/ (https://www.linkedin.com/in/naralegrand/) If your child is preparing for the SAT and needs more than random practice questions, check out the SAT Training Lab by Legrand Prep. Students get a structured SAT study system with more than 90 instructional videos, practice and quizzes, full length tests, progress tracking, and support designed to help them identify what they are getting wrong, understand why, and know what to do next. Learn more and enroll: https://digitalsat.legrandprep.com/flagship-hybrid-sat-prep-program-page (https://digitalsat.legrandprep.com/flagship-hybrid-sat-prep-program-page) (00:00) - Teaser: The Podcast Problem & Intro (00:23) - Meet the Hosts & Special Guest Nara LeGrand (02:48) - Is AI Making Students Dumber? (03:36) - Kid 1 vs. Kid 2: Cheating vs. AI Collaboration (04:45) - 80% of Students Use AI for Homework: Where Did Effort Go? (07:44) - Lazy Kids or Lack of Resources and Mentorship? (10:00) - The Middle Schooler Who Wants AI to Write Her Newspaper Articles (12:09) - When Professors Use AI to Grade Papers (14:26) - Rethinking Education: Process Over Output (16:48) - Why We Need "Friction" and Difficulty to Actually Learn (20:04) - The Problem with Protecting Kids from the Struggle (24:32) - Why Boredom and Friction Create Better Brains (27:26) - How Education Begins at Home: Real Life Lessons (30:32) - The Lost Respect for Craft, Technique, and Complexity (35:59) - Final Words: Addressing the Literacy Crisis & Asking Better Questions (38:58) - Bonus Re-Do: Nara's Real Intro & Wrap Up

8. 

   30 Sept 2026

   Why Real Connection is Dying in the Age of Social Media & Tech | We Should Talk Ep. 1

   Welcome to the premiere episode of We Should Talk! Hosts Georgie-Ann Getton and Malcolm Paul dive into an honest, unfiltered conversation about what it truly means to navigate life, success, entrepreneurship, and human connection in today’s overstimulated world. In this episode, Georgie-Ann and Malcolm explore: How social media, dating apps, and AI are altering how we build relationships. The illusion of options versus true, meaningful human connections. How dynamic in-person experiences compare to surface-level online interactions. The rise of parasocial relationships and content culture. The lost art of mentorship, community building, and long-term networking. Whether you're an entrepreneur, techie, or someone looking to foster genuine connections, tune in as we open up the floor to conversations that actually matter. How do you feel about modern social media…is it bringing us closer together or pulling us apart? Leave your thoughts in the comments below! Don't forget to like, subscribe, and share this episode with a friend who needs to hear this P.s Subscribe to the podcast on your favorite audio platforms and check out our recording space at Gifted Media Productions. Links below! Apple Podcasts - https://t.ly/z14bI Spotify Podcasts - https://x.gd/S7zDv Gifted Media Productions https://www.giftedmediaproductions.com/ (00:00) - Preview & Welcome to We Should Talk (00:38) - The Backstory: How the Podcast Came to Be (02:22) - Why Malcolm Joined as Co-Host (Caribbeans in Tech & Collaboration) (04:07) - Shoutout to Gifted Media Productions & 10+ Years of Networking (05:39) - Unexpected Ideas & Crazy Career Stories (Professional Bridesmaids & Wedding Officiants) (08:34) - Real Connections vs. Social Media Disconnection (09:49) - The Decline of Community Mentorship & Real Conversations (11:57) - The Illusion of Options in Modern Dating & Networking (14:35) - The Juggler Effect: How the Internet Impacts Self-Confidence (16:45) - Island Life vs. Big City: Perspective Shifts & Social Media Dopamine (18:54) - Multi-Sensory Connection vs. Flat Texting & Parasocial Relationships (22:47) - Circles of Support: How Many Connections Do We Really Need? (26:55) - Final Thoughts & What's Coming Next on We Should Talk

9. 

   26 Sept 2026

   We Should Talk Ep 01 - Trailer

   What happens when technology gives us more ways to connect, but real connection starts feeling harder to find? In the premiere of We Should Talk, Georgie-Ann Getton and Malcolm Paul get into social media, relationships, community, and what genuine human connection looks like today. Listen to the trailer and join the conversation.

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Based on episode analysis; this does not confirm that the show is currently accepting guests.