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We sit down with Stacey Sobers — calypsonian, actor, and entrepreneur — for an inspiring conversation on music, resilience, and community. Stacey shares her journey from growing up in Chaguanas to starring in Queen of the Road - Calypso Rose: The Musical, the untold story behind “Let Me Know When You’re Coming,” and the moment that shifted her from soca to calypso.
We talk about women in kaiso, mentorship, and the realities of competition at Skinner Park and the Savannah, her 2018 Calypso Queen win, and how she’s building her own sold-out concert brand Crackers & Cheese.
This episode is about more than music — it’s about gratitude, perseverance, and creating space for the next generation.
Click the link in my bio for the full episode.
#coriesheppardpodcast
00:00 – Intro
01:00 – Queen of the Road Calypso Rose musical
03:00 – Butterflies & nerves
04:20 – Exhaustion & rest
06:30 – Cast & band dynamics
07:12 – Learning lyrics
11:02 – “Let Me Know When You’re Coming”
13:20 – From soca to kaiso
20:00 – Party Time & early shows
21:05 – Family & Marlon Asher
23:00 – Competitions begin
24:30 – Voice training at COSTAATT
28:12 – Turning point after tragedy
31:20 – Winning Calypso Queen
36:10 – Challenges for women
43:00 – Skinner Park vs. Savannah
49:20 – Competing until 50
56:08 – “Respect the Tribe”
1:06:25 – Mentors & spiritual support
1:09:16 – Husband as manager
1:14:10 – Crackers & Cheese brand
1:18:14 – Pan at the centre
1:19:56 – Building sustainable shows
1:22:16 – Café Blue as hub
1:25:20 – Advice to young women
1:27:10 – Kaiso call & response
1:28:59 – Closing & Crackers & Cheese plug