Tiddle is a software development company in Jamaica that automates operations for businesses and financial institutions.
We envision a world where financial services are friction-less and work better for people.
It is our aim to realize the full potential of:
- Microfinance Companies
- Credit Unions
- Asset Managers
- Mutual Funds
- Broker Dealers

Our Expertise
We have delivered end-to-end operational systems that integrate payments, compliance, and internal workflows to eliminate manual processes, improve visibility, and significantly increase efficiency and regulatory reliability.
This expertise translates directly into a focused suite of capabilities designed to strengthen and streamline core business operations:
- Payment integration
- Loyalty card integration
- Fraud prevention integration
- General ledger integration
- Compliance reporting workflows
- Workflow automation for operations
- Team collaboration features
BillExpress Online
Our expertise covers payment processing, fraud integration, and general ledger connectivity within a transactional environment.

Before
- Customer support teams had limited visibility into customer transactions
- Resolving issues required manual lookup across multiple pages
- This led to slow response times and inconsistent support experience
After
- Support teams gained real-time visibility into customer activity
- Issue resolution became faster and more consistent
- Overall operational efficiency and customer experience improved
Shillings
We build real-time market visibility and portfolio tracking for investment environments lacking accessible data tools.

Before
- No real-time portfolio view
- Portfolio performance not continuously visible
- Decision-making delayed and fragmented
After
- Real-time portfolio tracking with daily market updates
- Automated ingestion of public market data
- Faster, more confident investment decisions
Western Union
We also have expertise in compliance reporting and identity verification within a regulated remittance context.
Before
- Compliance teams relied on manual processes to track suspicious activity
- Reports were submitted via email and had to be manually compiled
- High volume from lottery scam activity overwhelmed the team
- Limited linkage between transaction reports and verified customer identity
- Reporting to the regulators was slow and inconsistent
After
- Clerks across all locations submitted reports through standardized forms
- Each report was automatically linked to the customer’s identification record
- All data was centralized in a single database for compliance use
- Compliance teams could batch, review, and submit reports efficiently
- Operational burden reduced significantly, improving regulatory adherence
GraceKennedy Call Center
We also have expertise in workflow automation and reporting tools for teams and business process operational environments.
Before
- Team leads manually extracted call data weekly from Nortel Symposium
- Performance calculations were done manually in Excel
- Process consumed an entire workday per week per team lead
- No historical data retained for long-term performance review
After
- Automated system extracted call data directly from Nortel Symposium
- Performance metrics calculated automatically across business lines
- Team leads accessed ready-made reports instantly
- Eliminated ~32 hours/month of manual work
Our Leadership
Our team blends software expertise with business acumen.

Dayton Outar
Managing Director
Dayton Outar brings a unique combination of leadership and engineering expertise, backed by over 15 years of experience in developing innovative software solutions.
In his professional career, Dayton has designed, upgraded, and delivered both web and desktop applications, applying his strong command of the full software development life cycle—from requirements gathering and planning through development and release. His problem-solving ability and initiative have been critical in resolving complex challenges and driving successful outcomes across diverse projects.
Certified since 2009 as a Microsoft Certified Enterprise Application Developer, Dayton has led and contributed to numerous large-scale system upgrades, including projects for one of the Caribbean’s largest conglomerates, GraceKennedy Limited. His track record reflects not only his ability to engineer robust solutions but also his capacity to lead, influence, and deliver results that strengthen organizations.

Conrad Nicely
Independent Director
Conrad Nicely brings over three decades of leadership and operational experience in the financial services industry, with a career spanning auditing, banking, and international remittance. His strategic acumen and disciplined execution make him an invaluable asset to the governance and growth of Tiddle Ltd., where his deep understanding of regulated financial systems supports the company’s pursuit of secure, innovative digital solutions.
Throughout his 24-year tenure at GraceKennedy, Conrad held senior management roles that demanded active engagement with corporate boards, contributing to strategic planning, performance oversight, and operational governance. His leadership extended across the Caribbean, where he established and managed extensive remittance networks, enhanced operational security, and drove regional expansion into Haiti, the Eastern Caribbean, and the United Kingdom.
A results-driven executive, Conrad has led initiatives to strengthen network security, liquidity management, and digital infrastructure in financial operations—skills that translate seamlessly into the technological and compliance frameworks guiding Tiddle Ltd.’s growth. His combination of analytical rigor and operational insight ensures that strategy and execution remain tightly aligned.
Conrad holds a Master of Business Administration from the University of Manchester. His leadership continues to bridge finance and technology, helping to position Tiddle Ltd. as a trusted and forward-looking player in the Caribbean’s evolving digital economy.
