Dwain Gayle

• Provided financial leadership, optimizing accounting workflows, financial reporting, and compliance across 12 companies and 32 restaurants, ensuring alignment with GAAP, IFRS, and SOX regulations.
• Managed financial planning, budgeting, forecasting, variance analysis, and cost control to strengthen financial stability, cash flow management, and working capital optimization.
• Strengthened collaboration between finance, sales, and operations, aligning financial strategies with business objectives and identifying revenue opportunities.
• Trained and led a remote accounting team in India, fostering efficiency, accuracy, and continuous process improvements.
• Partnered with banks, external auditors, tax professionals, and regulatory agencies, ensuring smooth audits, tax compliance, and financial reporting excellence

Key Achievements:

• Redesigned accounting processes, streamlining AP/AR, general ledger management, month-end/year-end close, and ERP system integration, improving efficiency, automation, and audit readiness.
• Successfully standardized financial processes across all 44 entities, reducing inefficiencies and ensuring seamless financial operations.
• Developed consolidated financial statements, P&L reports, balance sheets, and KPI dashboards, providing leadership with strategic insights for improved resource allocation and business growth.
• Improved cash flow forecasting, enabling better liquidity management and reducing financial risk.
• Implemented financial controls and automation, reducing errors and enhancing reporting accuracy.
• Enhanced financial visibility for leadership, supporting data-driven strategic decision-making.
• Strengthened cost management strategies, improving profitability and operational efficiency.

• Migrate the accounting system to be done in-house and setting up a robust in-house accounting system for the organization with over 2,500 memberships
• Proficiently resolved cash flow and operational issues by assessing quarterly/monthly/yearly performance reports on ongoing programs and timely restructuring frameworks.
• Closely worked with the CEO, Board of Directors, and Higher Management to formulate financial policies, aligning capital resource allocation, budgeting, and forecasting to operational objectives.
• Manage ALL financial affairs, month-end closing and monthly financial reporting
• Prepare and manage budgets
• Acted as the primary liaison with banks, external auditors, and regulatory agencies, ensuring 100% regulatory compliance and smooth audit processes.
• Create accurate financial Statements including income statements, Balance Sheets and Statement of Cash Flows

• Liaised between clients and tax authorities such as IRS representatives
• Strategized plans to help clients reduce liabilities and maximize deductions in future tax periods
• Minimized liabilities and refunds by identifying eligible deductions, credits, and abatements and optimizing tax return compliance with IRS regulations.
• Conducted financial analysis and strategic reporting by reviewing financial records and leveraging accounting expertise to provide accurate documentation, tax-saving strategies, and future financial planning insights.
• Improved accuracy and client advisory by utilizing tax software to streamline filing processes, enhance data precision, and maintain financial records for compliance audits while delivering personalized tax consultations to strengthen client relationships and retention.

• Successfully negotiate joint-Venture construction agreements with the Jamaican government for housing developments
• Optimized budgeting, cash flow, and investments, driving profitability. Led turnaround from net loss to a top housing and commercial real estate developer in Montego Bay.
• Implemented IFRS reporting, internal controls, and tax planning. Ensured regulatory compliance, conducted risk assessments, and presented financial statements, audits, and balance sheets to the board.
• Negotiated joint-venture housing agreements with the Jamaican government. Managed contracts, cost control, and financial structuring for large-scale housing and commercial developments.
• Conduct monthly and yearend closed.

• Strategic planning, budgeting, and consolidation of financial statements for the group of companies
• Conduct monthly and year-end closed
• Manage the group operation and developed new locations through-out the Caribbean to drive and grow new revenue and managed all HR functions
• Develop long term business strategy development
• Expanded company operations across multiple Caribbean locations, enhancing financial infrastructure and driving business growth.
• Strengthened financial efficiency by streamlining accounting processes, optimizing internal controls, and improving financial reporting accuracy.
• Ensured financial transparency and compliance by implementing risk management strategies, regulatory adherence, and audit-ready financial reporting.

• Increase revenue by elevated revenue opportunities and providing supporting tools for operations and sales in Jamaica and Bahama
• Manage Daily Cashflow
• Prepared monthly and yearly financial statements for the board, established relevant KPIs for the operation and identified cost-saving opportunities
• Manage ALL daily accounting transactions and HR related functions
• Collaborated with department heads to develop comprehensive business plan and presented financial forecast with recommendations
• Working with external auditors

• Raised $277M funding to build a 500-room resort and Club House
• Developing budgets and financial forecasts
• Negotiate and prepare all construction contracts
• Prepare monthly and annual financial statements for all stakeholders
• Liaison with banks, external auditors and Government agencies
• Manage the day-to-day accounting transactions
• Conduct Month-end close
• Install new ERP system
• Develop and implement internal controls

• Successfully coordinate the payroll transition to a new platform and location
• Directly managed all weekly payroll functions
• Resolving HR / Payroll issues on a daily basis