Head of Strategic Finance

FlowBay Harbor Islands, FL

About The Position

Flow is seeking a highly strategic, technology-forward, and analytically driven Head of Strategic Finance to lead the company’s financial planning, forecasting, budgeting, and performance analysis functions. This role will serve as a key business partner to the CFO and executive leadership team, leveraging advanced analytics, AI-enabled financial tools, and data-driven insights to support growth, operational efficiency, investment decisions, and long-term strategic planning across the real estate portfolio and operating business. As Flow continues to integrate cutting-edge technology and AI capabilities across the organization, the Head of Strategic Finance will play a critical leadership role in modernizing finance operations, implementing intelligent forecasting and reporting solutions, and building a finance function that operates at the forefront of innovation. The Head of Strategic Finance will oversee a high-performing team of 4–5 professionals and be responsible for building scalable financial processes, enhancing predictive analytics capabilities, and driving intelligent decision-making throughout the organization.

Requirements

  • Bachelor's degree in Finance, Accounting, Economics, Data Analytics, or related field required; MBA and/or CPA preferred.
  • 12+ years of progressive finance experience, including substantial FP&A leadership experience.
  • Real estate industry experience strongly preferred, including exposure to property operations, development, acquisitions, or asset management.
  • Prior experience managing and developing high-performing teams, with an entrepreneurial, collaborative, and adaptable leadership style.
  • Advanced financial modeling, forecasting, and analytical skills, including strong expertise in budgeting, cash flow analysis, and financial reporting.
  • Demonstrated experience leveraging technology, automation, and AI-driven tools within finance or analytics functions, with a forward-thinking, innovation-oriented mindset and passion for process transformation.
  • Experience with ERP systems, financial planning platforms, business intelligence tools, and AI-enabled analytics solutions; advanced Excel and financial presentation skills required; Power BI, Tableau, SQL, and/or modern data visualization tools preferred.
  • Strong executive communication and presentation skills, with the ability to translate complex financial data into actionable business insights for senior stakeholders.
  • Strategic thinker with strong business acumen who can operate at a high level while remaining hands-on in execution within a fast-paced, growth-oriented environment.
  • High level of intellectual curiosity, continuous learning mindset, and genuine enthusiasm for innovation and emerging technologies.

Nice To Haves

  • MBA and/or CPA preferred.
  • Real estate industry experience strongly preferred, including exposure to property operations, development, acquisitions, or asset management.
  • Power BI, Tableau, SQL, and/or modern data visualization tools preferred.

Responsibilities

  • Lead the annual budgeting process, long-range planning, and rolling forecasts across all business units and properties.
  • Develop and maintain sophisticated financial models to support acquisitions, developments, asset management, capital planning, and strategic initiatives.
  • Utilize AI-enabled forecasting tools, predictive analytics, and automation technologies to improve forecasting accuracy and speed of decision-making.
  • Analyze financial and operational performance, identifying trends, risks, opportunities, and data-driven strategic recommendations.
  • Build dynamic scenario modeling and sensitivity analyses using modern analytical and AI platforms.
  • Provide monthly, quarterly, and annual variance analysis against budget, forecast, and prior year results.
  • Partner closely with the CFO and executive leadership team on strategic planning, capital allocation, and operational decision-making.
  • Deliver actionable insights related to revenue growth, margin optimization, expense management, cash flow performance, and portfolio strategy.
  • Support financing activities, lender reporting, board materials, and investor presentations as needed.
  • Evaluate new business opportunities, market expansion initiatives, and investment strategies using data-driven and AI-assisted analysis.
  • Serve as a finance transformation leader helping embed AI and automation into business workflows and reporting processes.
  • Oversee preparation of executive-level dashboards, KPIs, and management reporting packages using modern BI and visualization tools.
  • Drive implementation and optimization of AI-powered reporting, automation, and analytics platforms.
  • Enhance real-time reporting capabilities and decision-support systems across the organization.
  • Establish scalable reporting frameworks and standardized financial metrics across all operating entities.
  • Partner with Technology and Operations teams to improve data architecture, reporting automation, and enterprise analytics capabilities.
  • Lead, mentor, and develop a team of 4–5 FP&A professionals.
  • Build a high-performance culture focused on innovation, accountability, continuous improvement, and technology adoption.
  • Champion the use of AI tools and advanced analytics capabilities within the finance organization.
  • Develop talent and elevate analytical sophistication across the FP&A team.
  • Lead initiatives focused on process automation, operational scalability, and finance transformation.
  • Improve planning efficiency and forecasting accuracy through intelligent systems and workflow enhancements.
  • Partner with Accounting, Asset Management, Operations, and Technology teams to improve data integrity and enterprise reporting consistency.
  • Support implementation and optimization of ERP systems, planning platforms, and AI-enabled financial technologies.
  • Continuously evaluate emerging technologies and best practices to keep Flow Life’s finance organization at the forefront of innovation.

Benefits

  • Comprehensive benefits package (Medical / Dental / Vision / Disability / Life)
  • Paid time off and 13 paid holidays
  • 401(k) retirement plan
  • Healthcare and Dependent Care Flexible Spending Accounts (FSAs)
  • Access to HSA-compatible plans
  • Pre-tax commuter benefits
  • Employee Assistance Program (EAP), free therapy through SpringHealth, acupuncture, and other wellness offerings
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