Cloudsquire Pte Ltd – Sales and Marketing Intern

Cloudsquire is a Singapore-based AI company on a mission to help SMEs build their own AI Office — equipping small and medium enterprises with practical, ready-to-use AI tools instead of complex enterprise software they don't have the resources to manage. Our core products include HearBack, an AI-powered voice and chat intelligence platform, and Azina, an agentic workflow automation tool that acts as an AI staff member for day-to-day business operations. We work with businesses across education, hospitality, consumer goods, and infrastructure sectors. 

We're looking for an Outbound Sales Intern to drive targeted outreach into Education businesses across Singapore — working alongside our own AI agent to scale and sharpen outreach. You'll direct the AI agent to handle repetitive prospecting and first-touch messaging, while you focus on qualifying leads, refining strategy, and closing the human parts of the conversation. 

What You'll Do

• Research and build targeted prospect lists within Education
• Direct our AI agent to run first-touch outreach (LinkedIn, email) at scale
• Review and refine AI-generated outreach messaging to improve response rates
• Take over qualified conversations to book discovery calls/demos
• Track outreach activity and outcomes in our CRM

What We're Looking For

• Currently pursuing a diploma/degree, or recent graduate looking for internship opportunity
• Comfortable with cold outreach and handling rejection
• Clear, confident written and verbal communication
• Curious about working with AI tools, not just using them passively
• Organised, self-driven, comfortable working with targets
• Prior sales/BD internship experience a plus but not required

What You'll Gain

• Direct mentorship from the founding team in a fast-moving AI startup
• Hands-on experience directing an AI agent in a real B2B sales pipeline
• Real ownership of a sector pipeline from day one
• Exposure to the full sales cycle, from AI-assisted outreach to close