Sr. Associate , Investments- Alternative Investments

Although we prefer candidates from the NY Metro area, we are also open to East Coast candidates interested in working remotely.

About you and the role:

The Investments Senior Associate partners with the Head of Alternatives and Non-Core Specialty Mandates and the Alternative Investments team to support portfolio oversight, forecasting, reporting, and manager evaluation across the Alternatives and Non-Core portfolios.

• Monitor existing external managers and underlying investments
• Build and maintain asset models and financial plan projections
• Support portfolio management, performance analysis, and stakeholder reporting
• Execute manager due diligence, including evaluation and recommendation materials
• Deliver ad hoc analyses and projects to support investment decision-making

Enstar has 30+ managers across Alternatives (Private Equity, Private Credit, Real Estate, Infrastructure, Hedge Funds) and Non-Core (High Yield, Public Equity, CLO Equity) asset classes. These are targeted to represent 30% of approximately $20B in total investable assets and are expected to contribute a significant portion of projected investment return; the remainder is managed by core fixed income managers (outside the scope of this role).

• Quarterly Monitoring:
  Support initial and ongoing relationships with assigned managers; produce quarterly investment updates; and ensure the accuracy of existing ratings
• Performance Measurement and Attribution:
  Analyze and explain absolute and relative performance; attribute results versus budget, assigned benchmarks, and peer groups
• Manager Scorecards:
  Maintain scorecards for funds, strategies, and managers using a combination of qualitative and quantitative analysis
• Peer Group Analysis:
  Deliver peer-group comparisons for existing and prospective managers and strategies
• Investment Data Management:
  Maintain up-to-date mandate, manager, and investment data across internal databases and third-party systems

• Asset Modelling:
  Develop, maintain, and update NAV, cash flow, gain/loss, and return projection models for assigned investments and managers
• Plan Development:
  Support the setup, execution, and ongoing maintenance of Alternatives financial plan projections

• Investment Execution Support:
  Support negotiations for new investments; coordinate with regional investment teams, risk management, investment operations, investment accounting, legal counsel, external vendors, and investment managers
• Onboarding and Setup:
  Onboard new managers and investments in coordination with regional investment teams, legal, investment accounting, investment operations, and IT, as well as external managers and vendors; ensure internal systems and databases are updated with complete and accurate manager and investment data
• Compliance:
  Monitor adherence to internal and external portfolio constraints; elevate and support remediation as needed
• Reporting:
  Prepare quarterly materials for the Group Investment Committee, Board of Directors, and/or CIO

• Pipeline Development:
  Develop market maps for Alternative and Non-Core asset classes; build and maintain an accurate forward fund pipeline for existing and prospective managers; produce peer-group comparison summaries for pipeline managers
• Manager Due Diligence:
  Support RFP development and end-to-end due diligence for current and prospective managers and funds, including investment structure review, tax considerations, insurance regulatory capital requirements across jurisdictions, and reference calls
• Investment Recommendation:
  Draft and/or contribute to investment memoranda and…