Senior Controller+ / Director of Finance

CHARLESGATEBoston, MA
2dHybrid

About The Position

We're hiring for a Senior Controller+ / Director of Finance who has the talent, experience, and desire to lead CHARLESGATE to scale nationally across multiple operating subsidiaries. If you’re a whip-smart accounting/finance leader who wants real responsibility, real challenges to solve, and a real fast-track path to CFO… keep reading. Why work at CHARLESGATE? CHARLESGATE is a multi-entity real estate platform (HoldCo + operating subsidiaries + investment/SPV entities). We’re scaling quickly (5x Inc 5000 Winner!) and we expect finance to be an operating weapon - not a stogy back-office function. We need a leader to own the finance engine behind it. We’re growing into more entities, more revenue types, and more complexity. The business will not slow down so finance can “catch up.” The mission for this role is to build and run a lean Finance Operating System across the companies for clean close, cash predictability, intercompany discipline, and decision-grade reporting at speed.

Requirements

  • 7 - 12+ years in accounting/finance; 3+ years leading teams
  • Proven multi-entity ownership: intercompany, eliminations, consolidation
  • Built/owned operating cadence: close + cash + forecast + KPI pack
  • Strong cash leadership experience: AR discipline + collections accountability
  • Ability to translate contribution margin + drivers into clear operator recommendations/actions
  • Systems and automations fluency: multi-entity accounting software + advanced spreadsheets/BI + AI-enabled workflows
  • Understanding of business operations + drivers: a model builder, not just a numbers jockey
  • Comfortable in ambiguity; know how to create structure without slowing the business

Nice To Haves

  • Industry adjacency: multifamily ownership/management, brokerage, agency/pro services, fund management, private equity
  • Allocation model design + implementation experience
  • Incentive comp administration (STIPs/LTIPs)
  • Fund/SPV/partnership accounting (capital calls, distributions, capital accounts)
  • CPA/audit background; M&A diligence/integration; forecast/BI models

Responsibilities

  • Accounting + Close Management (multi-entity)
  • Cash + Treasury + Working Capital
  • Revenue Operations for Finance (Contract → Invoice → Collect → Recognize)
  • Intercompany, Consolidation, and Allocations
  • Management Reporting + Forecasting Cadence
  • Asset Management Reporting + LP/Fund Finance
  • Controls + Governance + ERP
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