Controller
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Red Hospitality & Leisure
HI
Summary
The Controller will manage the full accounting cycle, P&L outcomes, and financial reporting for assigned business units while ensuring GAAP compliance. They will also lead process improvement initiatives, including the adoption of automation tools and the development of internal controls.
Job Description
Job Details: Job Location: Maui Dive Shop - Maui, HI, Salary Range: $100000.00 - $115000.00Salary/year, Travel Percentage: None, Position Overview:
RED Hospitality & Leisure is seeking an experienced Controller to manage full P&L accounting for a multi-entity hospitality organization. Reporting to the Director of Accounting, you will own the accounting cycle and financial reporting for your assigned business unit(s), ensure GAAP compliance, and provide strategic financial insight to market leadership. This role requires both strong technical accounting judgment and a genuine interest in process improvement — someone who looks for the manual, repetitive, or error-prone step in a process and proactively works to redesign or automate it, rather than simply absorbing more manual work. Hybrid role with approximately 10% travel to support oversight across entities.
Duties (NOT ALL INCLUSIVE):
Oversees the complete accounting cycle for assigned business unit(s), including general ledger, accounts payable, accounts receivable, payroll accounting, intercompany transactions, and multi-entity consolidations
Owns P&L outcomes for assigned business unit(s) — budgeting, forecasting, variance analysis, and monthly/quarterly reporting
Manages month-end and year-end close processes, audit support, and external financial reporting in accordance with U.S. GAAP
Maintains accounts receivable and accounts payable aging and health for assigned business unit(s), and reviews this cadence directly with the Director of Accounting
Owns payroll processing and related accounting entries for assigned business unit(s), including comp changes, corrections, and accruals
Prepares the weekly performance report for assigned market(s), partnering with the Director of Accounting and VP of Finance & Corporate Development on review and consolidation
Develops, implements, and strengthens internal controls and compliance frameworks within assigned business unit(s)
Collaborates with executive and market leadership on strategic planning, financial modeling, cost control, and KPI tracking
Administers tax filings, intercompany accounting, and cash flow management for assigned business unit(s)
Ensures direct reports (senior accountants, bookkeeping staff) are cross-trained across core functions to maintain coverage during PTO, leaves of absence, and other absences
Proactively identifies manual, redundant, or error-prone accounting processes within assigned business unit(s) and partners with the Director of Accounting to redesign or automate them
Champions AI and automation tool adoption within assigned business unit(s), evaluating new tools and driving adoption of approved technology and platforms
Identifies and executes systems improvement initiatives, including reporting enhancements and process automation
Protects operations by keeping financial information and plans confidential
Other projects and/or duties as assigned
Qualifications:
Bachelor's degree in accounting, finance, or related field; CPA preferred
3–5 years of progressive accounting/finance experience, including multi-entity consolidation and P&L management
Demonstrated leadership and team development experience
Expertise in U.S. GAAP, compliance, audit readiness, and internal control frameworks
Proficiency with ERP systems (e.g., Sage Intacct) and advanced Excel/reporting tools
Flexible travel (~10%) to support oversight across legal entities
Strong analytical skills — forecasting, budgeting, variance explanations, and scenario modeling
Genuinely tech-forward — comfortable adopting new technology and automation tools, and proactive about reducing manual work in day-to-day accounting processes
Superior analytical and problem-solving skills with the ability to prepare and maintain accurate and complete financial records and reports
Excellent communication skills — able to translate financial insights for non-finance stakeholders
Ability to exercise sound, independent judgment on accounting and reconciliation matters
Ability to handle sensitive matters on a confidential basis
Skilled in working under pressure of deadlines while maintaining a professional demeanor and strong working relationships with employees, ownership, and outside parties
Strong interpersonal skills and a positive, solutions-oriented attitude
RED Hospitality and Leisure is the largest luxury Watersports operator for hotels in South Florida, the Caribbean and Hawaii.
Established in 2018, RED partners with premier brands across the most exclusive islands to bring unique, one of a kind land and sea based experiences to our mutual guests from around the world. Our clients include The Ritz-Carlton, Autograph Collection, Westin, Grace Bay Club, The Bungalows, Margaritaville Key West, Havana Cabana, Pier House, Grand Wailea and others.
Daily snorkel and sunset trips disembark from our hotels every day with full catering menus, live music and sightseeing tours, while leisurely guests enjoy our on-site offerings, including hobie cat sailing lessons, kayak and SUPs rentals, best in class snorkeling equipment and boutique retail shopping.
We exist to create the Christmas card moments, the stories told around the dinner table and our goal is to create customers for life, by delivering consistent products and services our guests can enjoy across our portfolio of destinations.
Selected as a three time honoree by Great Places to Work, we pride ourselves on creating lifelong opportunities for hospitality-focused individuals as well, unlocking the ability to build a career in leadership, finance, human resources, concierge, sales, beach, sailing, retail, food and beverage, crew, maintenance, and captains, offering the ability to cross-train and transfer to more than six islands across the world.
Our core values of professionalism, performance, individual development and hyper-growth have led the company to expand from the USVI to Key West, Key Largo, Turks and Caicos, BVI and Hawaii, with more than 250 employees across the organization.
Come join us on the water!
Company size
201-500 employees
Industry
Hospitality
Org type
Public Company
Headquarters
Miami, Florida
RED Hospitality and Leisure is the largest luxury Watersports operator for hotels in South Florida, the Caribbean and Hawaii.
Established in 2018, RED partners with premier brands across the most exclusive islands to bring unique, one of a kind land and sea based experiences to our mutual guests from around the world. Our clients include The Ritz-Carlton, Autograph Collection, Westin, Grace Bay Club, The Bungalows, Margaritaville Key West, Havana Cabana, Pier House, Grand Wailea and others.
Daily snorkel and sunset trips disembark from our hotels every day with full catering menus, live music and sightseeing tours, while leisurely guests enjoy our on-site offerings, including hobie cat sailing lessons, kayak and SUPs rentals, best in class snorkeling equipment and boutique retail shopping.
We exist to create the Christmas card moments, the stories told around the dinner table and our goal is to create customers for life, by delivering consistent products and services our guests can enjoy across our portfolio of destinations.
Selected as a three time honoree by Great Places to Work, we pride ourselves on creating lifelong opportunities for hospitality-focused individuals as well, unlocking the ability to build a career in leadership, finance, human resources, concierge, sales, beach, sailing, retail, food and beverage, crew, maintenance, and captains, offering the ability to cross-train and transfer to more than six islands across the world.
Our core values of professionalism, performance, individual development and hyper-growth have led the company to expand from the USVI to Key West, Key Largo, Turks and Caicos, BVI and Hawaii, with more than 250 employees across the organization.
Come join us on the water!
Company size
201-500 employees
Industry
Hospitality
Org type
Public Company
Headquarters
Miami, Florida