Strategic Financial Controller - Cash Flow & Controls

Del Mar Vacations; San Juan (PR); Hybrid; USD 65,000 - 75,000; Full time

Benefits offered by this job

Hybrid Work Schedule

2 weeks vacation

1 week sick leave

Health insurance

HSA

401k with match

Yearly bonus program

Job summary

Del Mar Vacations is seeking a Controller to run the core accounting engine and act as a strategic partner to our CFO. This is not simply "tidy the books"—it's about clean close, strong controls, sharp reporting, and scalable finance workflows that support growth.

The role is hybrid/remote based in San Juan, Puerto Rico, with local commuting 1-2x per week. You will lead the 2-person accounting team and coordinate with outsourced partners to deliver trust-worthy financials and executive-level

Qualifications

• Bachelor’s degree in Accounting; CPA preferred.
• 7+ years in accounting/finance with progressive responsibility; public and private background preferred.
• Experience in high-transaction environments (hospitality, property management, marketplace models) preferred.
• Strong QuickBooks Online experience in a real operational environment.
• Ability to run close and controls, and also support forecasting, cash planning, and exec reporting.
• Clear communicator—no finance fog machine, no vague hand-waving.
• Love building systems, tightening processes, and making messy things make sense.
• Process improvement, automation, or experience building finance ops from scratch.

Responsibilities

• Drive the execution and performance of Del Mar Vacations' financial engine — delivering clean reporting, strong controls, and the cash visibility that empowers leadership to make confident decisions.
• Own the monthly close end-to-end: schedule, checklist, reconciliations, review, and final outputs
• Ensure clean revenue recognition, accruals, prepaid schedules, and balance sheet hygiene
• Build and maintain internal controls to reduce fraud, error, leakage, and financial surprises
• Keep us audit-ready all year, not just when someone’s panicking in March
• Produce monthly financial package (P&L, balance sheet, cash flow, KPIs, variance explanations)
• Deliver spend visibility and trend insights: what’s changing, why, and what we should do about it
• Partner with the CFO on forecasting, budget vs. actual analysis, and leadership-ready reporting
• Translate financial results into clear narratives for executives and department leaders
• Own cash visibility: near-term cash planning and systems to prevent surprises
• Oversee A/P and A/R workflow health: accuracy, timing, approvals, and controls
• Improve working capital rhythms (billing discipline, collections, payout timing, vendor terms)
• Build scalable workflows across systems: QuickBooks Online, Divvy, Guesty, HubSpot, Zuper
• Coordinate tax filings, forms, and payments with external partners
• Maintain documentation and schedules so compliance is routine—not a last-minute ritual
• Optimize our accounting tech stack and SOPs (standard operating procedures)
• Create clarity across departments on coding, purchasing, approvals, and accountability
• Lead Del Mar Vacations 2-person accounting team and partner with outsourced finance resources

Skills

Strong communication

Process improvement

Automation

System design

Leadership

Forecasting

Education

Bachelor’s degree in Accounting

CPA preferred

Tools

QuickBooks Online

Job description

Del Mar Vacations is seeking a Controller to run the core accounting engine and act as a strategic partner to our CFO. This is not simply "tidy the books"—it's about clean close, strong controls, sharp reporting, and scalable finance workflows that support growth.

The role is hybrid/remote based in San Juan, Puerto Rico, with local commuting 1-2x per week. You will lead the 2-person accounting team and coordinate with outsourced partners to deliver trust-worthy financials and executive-level