Managing Director- Westport, CT

The Calendar Group

$250K *
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years of relevant experience required.
  • Bachelor's degree in Finance or Accounting preferred.
  • Experience in family office or private banking settings is strongly preferred.
  • Proven track record in supporting ultra-high-net-worth (UHNW) individuals, executives, or founders.
  • Strong understanding of liquidity management and financial structures is essential.
  • Experience with real estate and household operations is advantageous.
  • Highly organized, detail-oriented, and proactive in problem-solving.
  • Tech-savvy with a focus on using technology for operational efficiency.

Responsibilities

  • Maintain real-time tracking of assets including investments and real estate.
  • Oversee liquidity planning, managing capital calls and cash deployment.
  • Manage banking relations and cash flow across different entities.
  • Execute financial transactions and ensure operational accuracy.
  • Act as the liaison for tax, legal, and financial advisors.
  • Prepare concise financial reports and perform ad hoc analyses.
  • Oversee financial operations for multiple properties and manage vendors.
  • Administer household financial tasks including payroll and budgets.

Benefits

  • Unique opportunity for long-term career growth alongside a private equity CEO.
  • Operating in a lean, entrepreneurial environment fostering freedom and initiative.
  • Potential for significant influence over a personal financial ecosystem.
  • Opportunity to employ advanced technology tools in daily operations.
  • Hybrid working schedule with flexibility for in-person collaboration.
Full Job Description
Our client, a private equity CEO based in Fairfield County, CT, is seeking a highly capable and financially minded Managing Director to oversee and optimize his personal financial ecosystem. This individual will operate as a trusted right hand, managing liquidity, financial infrastructure, household financial operations, and day-to-day financial administration with a focus on clarity, efficiency, and execution.

This role is best suited for someone who thrives in a lean, entrepreneurial environment and can seamlessly move between high-level financial strategy and hands-on execution. The ideal candidate is polished, proactive, self-directed, tech-savvy, and highly discreet. This is a unique opportunity offering significant long-term upside and the ability to grow alongside the principal as his personal office and infrastructure continue to evolve.

Key Responsibilities
  • Maintain a real-time view of all assets, including public markets, private investments, real estate, and cash
  • Oversee liquidity planning, including capital calls, distributions, and cash deployment
  • Manage banking relationships, account structures, and cash flow across entities
  • Execute wires, oversee bill pay, and ensure operational accuracy and efficiency
  • Serve as the central point of contact for tax, legal, and financial advisors
  • Prepare concise financial summaries, reporting, and ad hoc analyses
  • Oversee financial operations across multiple properties, including transactions and vendor management
  • Manage household financial operations, including payroll, budgets, and service providers
  • Build and improve systems to enhance financial visibility, organization, and efficiency

Qualifications
  • 7+ years of relevant experience
  • Bachelor's degree in Finance or Accounting preferred
  • Background in family office, private wealth, personal CFO, Chief of Staff, private banking, or similar environments
  • Experience directly supporting UHNW individuals, founders, or executives highly preferred
  • Strong understanding of liquidity management and financial structures
  • Experience with real estate and/or household operations preferred
  • Highly organized, detail-oriented, proactive, and solutions-oriented
  • Tech-forward mindset with comfort leveraging AI and technology tools to improve efficiency
  • Strong judgment, discretion, and communication skills

Schedule: Hybrid; periodic in-person availability required

Compensation: Approximately $250,000 total compensation, dependent on experience

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