Winston has been an entrepreneur over 20 years. He went from selling hard to find comic books, running a printing logistics business, to media production and now StartupRobot – using technology to improve entrepreneurs' access to capital, talent and markets.

He studied Electrical Engineering, and then pursued an MBA in Social Entrepreneurship. He has also learned Lean Startup, Design Thinking and Agile project management in his time in a Tech Accelerator.

Winston recently served as Community Manager at Startup Jamaica and now serves as Chief Operations Officer at Hacker Hostel, an innovation and entrepreneurship training programme for Caribbean software engineering students.