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Winston V. Diamond

From Black Consciousness and Skepticism to Living Faith in Christ
October 5, 2026 by
Winston V. Diamond
Hope Team

In this episode of 12-Minute Convos with Jesus Believers, Engel Jones connects with fashion designer and creative Winston V. Diamond, who shares his journey of faith and transformation. Coming from a background rooted in black consciousness, Winston initially questioned the claims of Christianity and held deep reservations about the origin and authorship of the Bible. Everything began to shift in his mid-twenties during a conversation with a childhood friend who explained the rich historical assembly of Scripture across centuries and diverse authors, dispelling common misconceptions. Intrigued by this conversation, Winston attended a local church service where the prompting of the Holy Spirit compelled him to answer the altar call and dedicate his life to Jesus Christ. 

Following this spiritual awakening, Winston learned to listen to God's quiet promptings in every area of life, including pursuing his passion for creative expression through his studies at the Caribbean Academy Fashion Design of Trinidad and Tobago. Moving and adapting through challenging global seasons, Winston encourages believers to dream big, remain humble, and recognize that every opportunity God gives is intended to impact others. If you have ever wrestled with intellectual doubts or wondered how God leads us into creative callings, Winston's testimony will refresh your spirit!

Engel Jones
Engel Jones
Podcast Host


                         Guest's Bio


Winston Diamond was born and raised in the beautiful Twin Island of Trinidad and Tobago. He had a very humble upbringing and came to the Lord Jesus in his mid-twenties. He's a husband, father of four and a Bespoke Tailor by profession. He has a background in fashion illustration and fashion design and had the great opportunity of learning the highest form of tailoring under the tutelage of Mr. Andrew Ramroop OBE, CMTT a master tailor and the first Trinibagonian to work and own a Bespoke Tailoring atelier on Savile Row.

 Winston's mission is to be a catalyst for personal transformation and finding one's true purpose and passion for life by using tailoring as the tool and instrument in conveying biblical wisdom and the Lord's truth. 

IG: winstonvdiamond ; imritailoringatelier 

FB: winston v. diamond 












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