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 Investment Associate partners with the VP - Alternative Investments, and the Non-Core Investments team to support manager selection, monitoring, reporting, forecasting, and operational activities across the Alternatives and Non-Core portfolios.
Key areas of focus include:
• Monitoring external managers and underlying investments
• Delivering monthly, quarterly, and annual reporting
• Building and maintaining asset models and financial projections
• Supporting portfolio management, performance analysis, and stakeholder reporting
• Conducting manager due diligence and preparing evaluation and recommendation materials
• Delivering ad hoc analysis and project support to inform investment decision-making

Enstar manages relationships with more than 30 external managers across Alternatives (Private Equity, Private Credit, Real Estate, Infrastructure, and Hedge Funds) and Non-Core (High Yield, Public Equity, and CLO Equity) asset classes. These portfolios are targeted to represent approximately 30% of Enstar's roughly $20 billion in investable assets and are expected to contribute a significant portion of projected investment returns. The remaining assets are managed by core fixed income managers and are outside the scope of this role.

What you will be doing:

Ongoing Monitoring of Existing Managers and Investments

• Quarterly Monitoring: Support initial and ongoing relationships with assigned managers; take meeting notes; summarize presentations; draft and circulate monitoring notes and quarterly investment updates; and ensure the accuracy of existing ratings.
• Performance Measurement and Attribution: Analyze and explain absolute and relative performance; assess results against budget, assigned benchmarks, and peer groups.
• Manager Scorecards: Maintain scorecards for funds, strategies, and managers using both qualitative and quantitative analysis.
• Peer Group Analysis: Develop and maintain peer group comparisons for existing and prospective managers and strategies.
• Investment Data Management: Maintain accurate and up-to-date mandate, manager, and investment data across internal databases and third-party systems.

Manager Due Diligence

• Manager Due Diligence: Support RFP development and end-to-end due diligence for current and prospective managers and funds.
• Investment Recommendations: Contribute to investment memoranda and supporting analysis for Investment Committee review.

Portfolio Management and Reporting

• Onboarding and Setup: Onboard new managers and investments in coordination with regional investment teams, Legal, Investment Accounting, Investment Operations, IT, external managers, and vendors; ensure internal systems and databases are updated with complete and accurate manager and investment data.
• Asset Modeling: Develop, maintain, and update NAV, cash flow, gain/loss, and return projection models for assigned investments and managers.
• Data Reconciliation: Reconcile portfolio holdings to Investment Accounting reports and perform data integrity checks across multiple systems, including Clearwater, BNY's NEXEN, StepStone Omni, Canoe, and Power BI.
• Executive Reporting: Prepare quarterly materials for the Group Investment Committee, Board of Directors, and CIO.
• Investment Reporting: Update and enhance reports built in Power BI and Excel.
• Fund Setup and Transfers: Coordinate with custodians and vendors on fund setup; ensure all funds are reflected in upstream systems in a timely manner; and work with vendors and counterparties to transfer holdings between accounts and legal entities.

Ad Hoc Projects

Deliver additional analysis and special projects on an ad hoc basis as business needs dictate.

What you will bring:

• A minimum of 2-4 years of experience in an institutional investment role focused on the due diligence, monitoring, and reporting of external managers, with an emphasis on the alternative strategies noted above.

• Experience within an insurance company environment-such as an investment general account, CIO office, or insurance asset manager-is strongly preferred.

• Experience screening, conducting due diligence on, and monitoring external alternative funds and managers is required.

• Bachelor's degree required; master's degree preferred.

• Progress toward the CFA and/or CAIA designation is preferred.
• Understanding of non-core and alternative asset classes, including private credit, private equity, real estate, infrastructure, hedge funds, public equity, CLO equity, and high yield.

• Solid understanding of statistical concepts, methods, and models and their application to investment analysis.

• Knowledge of performance measurement, attribution, and benchmark construction.

• Knowledge of alternative investment performance measures and metrics, including TVPI, DPI, IRR, TWR, unfunded commitments, and exposure.

• General understanding of investment management, strategic and tactical asset allocation, and capital markets.

• Proficiency in Excel modeling and the quantitative skills required for asset modeling, performance attribution, and reporting.

• Strong skills in PowerPoint, Word, and Bloomberg, with familiarity with StepStone Omni, MSCI Private I, or similar alternative investment platforms.

• Ability to manipulate large data sets and translate them into actionable insights using Excel (including pivot tables) and/or Power BI.

• Ability to develop new portfolio and investment results exhibits that are clear, concise, and easily digestible for senior management and other decision-makers.

• Strong written and verbal communication skills.

• Strong ability to collaborate effectively across functional areas.

Your Benefits:

• Enstar offers best-in-class Medical, Dental, and Vision healthcare for single and family coverage.
• Board-certified doctors and pediatricians are available virtually 24/7 for urgent care.
• Access to Health Savings Account (HSA) or Flexible Spending Account (FSA).
• Access to Dependent Care FSA to cover daycare expenses.
• Access to Employee Assistance Programs (EAP) for health and well-being.
• Optional Pet & Home/Auto Insurance.
• Wellness Reimbursement program (up to $600 annual reimbursement for wellness-related expenses, i.e., gym memberships, massage, etc.).
• 401K retirement plan (company matches up to 6% of employee contribution).
• One paid annual volunteer day.

General Info

The target base salary pay range for this role is $116,000-$130,000*

*Target full-time equivalent base salary range is based on relevant market data. The actual salary offered will depend on applicable market data for the hiring location and the relevant candidate's knowledge, skills/experience. This salary range is not inclusive of applicable discretionary incentives.

Who we are:

We are a trusted global re/insurance group and the leading provider of retrospective solutions, with specialist underwriting capabilities. We help our clients manage risk, unlock capital and create the financial freedom to grow. With operations across the world's major insurance hubs and a global network of close to 800 talented professionals, we bring expertise and fresh thinking to some of the industry's biggest challenges.


For more information about Enstar, visit our website:


For more information about careers at Enstar, visit our LinkedIn Life page or visit our careers site

Why Enstar:

Learning and development are a fundamental part of every employee's career journey with Enstar. Supporting growth and career progression is key to how we engage our people - helping them to learn, grow and succeed at Enstar.


We offer a range of initiatives and resources to support our people throughout their careers:

• Professional Qualifications and Study Support: We support employees who wish to take professional qualifications aligned to their role and career development.

• Training, Conferences & Seminars: As a global organisation, we work with many professional bodies to provide access to training programmes, conferences, seminars and continuing professional development (CPD) opportunities.

• Digital Learning Hub: Our digital learning hub, LinkedIn Learning, offers a wide range of self-serve resources, including courses, videos, eBooks, and audio books, to help employees build news skills and deepen their knowledge.

We also invest in physical, mental and financial wellbeing initiatives for our employees. Supportive teams, inspiring work and a positive working environment all contribute to our collective wellbeing. Beyond the workplace, we strive to make a positive influence in our communities and to continuously reduce our impact on the environment.


Enstar Inclusivity Policy:

We're an equal opportunity employer and believe that our inclusive environment creates an authentic working culture. We don't discriminate on the basis of age, physical or mental disability, gender reassignment, marriage and civil partnership, pregnancy and carer status, race (including colour, nationality, and ethnic or national origin), religion or belief, sex and sexual orientation. Enstar is committed in providing an accessible recruitment experience for all those interested in working with us. Please let your Enstar Recruitment Partner know if you require any reasonable accommodation during the application process due to a disability to enable you to fully participate in our recruitment process.