From Just Vibes to Real Visibility: Tillmate Is the Ai POS Built for Jamaica’s Retail Future

While integrating with grocers across the island, Upercart discovered something alarming: 4 out of 5 had no inventory system. No POS. No data. Just vibes.

In a country with nearly 425,000 MSMEs and over US$8 billion in POS transactions last year, this isn’t just a tech gap — it’s a national infrastructure challenge. And it’s stunting the growth of the very businesses driving our economy.

That’s where Tillmate comes in.

Built for How Jamaican Retail Works

Tillmate is Jamaica’s first AI-powered, cloud-based POS and inventory platform, built specifically for small retailers and MSMEs. It works on phones, tablets, or desktops, making it accessible no matter your budget or setup.

Retailers can:

• Sell fast with barcode scanning and receipt printing
• Track real-time inventory levels
• Manage staff roles and permissions
• Log purchases and expenses
• Generate clear, tax-ready reports — even when offline

In short, it’s a tool built for speed, clarity, and control in the daily hustle of Jamaican commerce.

Meet Tilly – The AI Coach

What sets Tillmate apart is Tilly, your in-app AI coach, trained on real Jamaican retail realities.
She breaks down complex concepts like profit margins, guides your pricing strategy, prepares loan-ready reports, walks staff through using features, and reminds business owners to “boss up,” not just cashier.

Tilly is the assistant you didn’t know you needed – one that speaks your language, understands your grind, and helps you grow with every transaction.

More Than a Product – It’s a Movement

Tillmate’s mission is bold and urgent:
Digitize 10% of Jamaica’s 425,000 MSMEs by 2030.
That means transforming corner shops, mini-marts, hardware stores, and pharmacies into smarter, more profitable businesses with intuitive tools and real-time coaching.

Because the truth is: just vibes won’t scale.
Data, insights, and digital tools will.