Sip & Speak Social: Leaders in Conversation — June 13, 2026

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About Course

This is an in-person event. The room that keeps selling out is back — and this time, we’re pulling up more chairs at the table. Join us for an afternoon of real leadership insight, high-energy networking, and the signature Sip & Speak experience that T&T professionals can’t stop talking about.


Sip & Speak Social is back — and June 13th is our boldest edition yet.

This isn’t a conference. It’s not a workshop. It’s not your average networking happy hour. It’s an afternoon where the right people get in a room, real conversations happen, and you leave with sharper insight, stronger connections, and the kind of energy that stays with you long after the last sip.

🎟 In-Person Event 📍 Cascadia Hotel, St. Ann’s, Trinidad 🗓 Saturday, June 13, 2026 🕓 4:00 PM – 7:00 PM 👥 limited seats

Dress Code: Caribbean Business Chic Think polished, purposeful, and with personality. This is a prestige room — dress the part, but make it yours. Past attendees have always brought their style A-game and we expect nothing less for June 13th.


WHAT’S NEW: THE LEADERSHIP PANEL

For the first time, Sip & Speak Social features The Leadership Panel — a dynamic, moderated conversation with multiple voices at the table: senior executives, founders, and leaders who’ve navigated the rooms most of us are still trying to get into.

This isn’t a lecture. It’s a real conversation — and you get a front-row seat. Expect candid insight on executive presence, leading under pressure, communicating with authority, and what it really takes to command a room at the highest level.


WHAT HAPPENS IN THE ROOM

🎤 Keynote — Samantha J. Best A signature talk on executive presence and high-stakes communication, drawing on 24+ years of broadcast experience. Practical, punchy, and immediately applicable.

🪑 The Leadership Panel A moderated panel of accomplished leaders in real conversation — not polished talking points. Honest, high-value insight you won’t find in a training manual.

🌐 Structured Networking Purposeful, guided — and actually fun. Past attendees consistently say the networking at Sip & Speak is unlike anything else on the T&T professional calendar. You’ll leave with real connections, not just business cards.

🎁 Giveaways & Raffle Prizes Past editions have sent guests home very happy. That’s all we’ll say.

🎉 Surprises — because it wouldn’t be Sip & Speak without a few.


WHO’S IN THE ROOM

Previous editions have welcomed members of the diplomatic corps, senior government and public-sector representatives, C-suite executives, entrepreneurs, founders, and regional business leaders. This is a curated room — and there’s a reason it sells out every time.

“By far the best speaking and training session I have attended in my broadcasting and telecommunications career of over 11 years — locally, regionally and internationally.” — Richard G., Broadcast & Telecoms Professional

“Classy, entertaining, and the networking portion was definitely the cherry on top. I had a great time and would attend the next Sip & Speak.” — Rochelle E., Past Attendee

See what past editions looked like: 👉 Sip & Speak — The Golden Hour: November 2025 👉 Sip & Speak — Sold-Out Success: April 2025


EARLY BIRD PRICING — LIMITED TIME

$99 USD $50 USD per ticket Price will eventually increase to $99 USD. Lock in your seat now.

INDIVIDUAL TICKET — $50 USD Secure your seat instantly via PayPal or local T&T bank transfer.

TEAM BOOKINGS or sponsorship packages: Click Here 

Partnership packages only: [email protected]

💳  Payment via PayPal — instant checkout or 🇹🇹 Prefer to pay in TTD via local bank transfer? Email us at [email protected] and we’ll send you the payment details right away.


🔴 Seats are limited.

Both previous editions sold out before event day. Early bird tickets — $50 USD. Price eventually goes up to $99 USD. Individual tickets are first-come, first-served. Limited Gold sponsor packages available — secure your brand’s place early. Don’t wait — your spot won’t wait for you.

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What Will You Learn?

  • Real leadership insight from The Leadership Panel — senior voices, unfiltered
  • A keynote on executive presence you can apply immediately
  • Structured networking that actually works — leave with real connections not just cards
  • The confidence, contacts and energy to show up bigger in your career
  • A Certificate of Participation to mark the occasion

Course Content

Your Sip & Speak Experience
Everything you need before, during, and after June 13th.

  • Before You Arrive — What to Know
  • About Your Host — Samantha J. Best
  • Your Certificate & Thoughts — Thank You for Showing Up

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