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We Should Talk

We Should Talk

By: We Should Talk
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Summary
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.© 2026 Gifted Media Productions. All rights reserved. Economics Management Management & Leadership Social Sciences
Episodes
  • Is Everyone Just Winging It? Rethinking Success, Burnout & AI in Entrepreneurship | We Should Talk Ep 6
    28 Oct 2026

    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
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    54 min
  • AI, Freedom, & Multiple Streams of Income | We Should Talk Ep. 4
    21 Oct 2026

    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/

    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

    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?
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    45 min
  • Why You Must Choose Yourself: Navigating the Future of Work & Rejection | We Should Talk Ep. 3
    14 Oct 2026

    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
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    51 min
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