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Director, Alternative Investment Structuring

Director, Alternative Investment Structuring

location1 National Life Dr Unit 9000, Montpelier, VT 05602, USA
PublishedPublished: 10/23/2024
Leadership / Executive Board
Full Time

Director, Alternative Investment Structuring

Company Summary

For 175 years, National Life Group (“NLG”) has aimed to keep their promises to provide families stability in good times and in bad. And throughout that history, they have provided peace of mind to those families as they plan their futures.

As a mission-driven business, the cause of what they do is as important as the products they sell. And their cause is a very simple one, directed at the people who live and work on America’s Main Streets: “To Do good in our communities and with the individual families we serve.”

NLG Capital, the investment management company of NLG, manages approximately $40+ billion in AUM. Our purpose is simple – to allow NLG to keep its promises. How we do this – an obsessive focus on delivering investment results. We drive results through a rigorous but collaborative investment process, and we hold ourselves to the highest of standards, both as investors and teammates. While our process is based on rigor, our culture is based on our guiding principles: Meritocracy, Uncompromising Transparency, Intellectual Honesty, Performance Driven Learning, Relentless Pursuit of Excellence. These principles serve as the foundation of our team.  They govern the way we conduct ourselves, how we interact with teammates and how we approach every investment decision.  We act with the integrity and humility required to make the investment decision that is right for the firm, and ultimately our policyholders.  Our culture has been deliberately built to foster curiosity and provide opportunities to learn and grow, both as people and investors. The flat and collaborative nature of our team promotes an atmosphere where the best ideas are continually expressed and rewarded. Our pursuit of excellence is unwavering.

Role Summary

We are seeking a highly motivated and experienced Director-level hire to join NLG Capital’s growing Alternative Investments Team. This person will play a critical role in ensuring that NLG Capital’s investments in private assets are appropriately structured to optimize the risk return profile of our investments through an insurance company lens.    

Essential Duties and Responsibilities

  • Support the development and execution of the NLG Capital’s Alternative Investment Strategy, with an emphasis on income generating asset classes including Direct Lending and Asset Backed Lending.   
  • Lead the structuring and execution of rated feeder funds, private rated notes, and other rated loans and structures, ensuring alignment with the firm’s capital, regulatory, and investment objectives.
  • Collaborate with legal, tax, and compliance teams to structure investments that optimize tax efficiency, legal, compliance, and regulatory requirements.
  • Apply deep knowledge of NAIC regulatory frameworks to ensure investment structures comply with statutory requirements, including capital charges and asset categorization (e.g., Schedule BA), under an evolving regulatory landscape. 
  • Work closely with NRSROs to ensure NLG’s private asset portfolio is well understood, including preparing and presenting rating agency submissions across individual opportunities. 
  • Collaborate with colleagues across the firm including, legal, compliance, and accounting.

Minimum Qualifications

  • 7+ years of experience in a private equity, private debt, legal, structuring, rating agency, or insurance asset management role.
  • Proven track record of evaluating, structuring, and managing complex investment transactions.
  • Strong understanding of private asset landscape and the evolving insurance regulatory environment. 
  • Strong analytical and financial modeling skills with the ability to assess risk and identify investment opportunities.
  • Superior communication skills with the ability to effectively present investment proposals to senior management.
  • Results-driven mindset
  • Thrives in an environment where the best ideas that drive the best results are rewarded
  • Has the integrity to communicate all relevant facts and information in evaluating decisions and the humility to admit what you do not know
  • Love of learning – comfortable in an organization that seeks to continually learn from its failures and successes to drive better investment decisions
  • Comfortable with ambiguity and the mentality required to address and ultimately own those ambiguous situations – finds answers and solutions
  • Comfortable giving and receiving constructive feedback in both real time and structured environments
  • Demonstrates transparent, direct, and open communication across the organization
  • Promotes collaboration and has a “firm first” attitude – does what is right for the firm
  • Commitment to our vision, mission and values

Benefits & Compensation

  • Your benefits start day one and are flexible and customizable to your and your family’s specific needs. Check out the BENEFITS of a Career at National Life!
  • The base salary range for this position is 150k-225k. We are open to varying levels of experience.


In addition to base salary, other rewards may include an annual bonus, quarterly bonuses, commissions, and other long-term incentive compensation, depending on the position.  National Life offers a competitive total rewards package which includes: a 401(k) retirement plan match; medical, dental, and vision insurance; a company funded wellness account for director and below employees; 10 paid holidays; a generous paid time off plan (22 days of combined time-off for non-exempt employees and exempt employees have discretion in managing their time, including scheduling time off in the normal course of business, but in no event will exempt employees receive less sick time than required by state or local law); 6 weeks of paid parental leave; and 6 weeks of paid family leave after a year of full-time employment
National Life is accepting applications for this role on an ongoing basis and the role remains open until filled.   
National Life Group® is a trade name of National Life Insurance Company, Montpelier, VT – founded in 1848, Life Insurance Company of the Southwest, Addison, TX – chartered in 1955, and their affiliates. Each company of National Life Group is solely responsible for its own financial condition and contractual obligations. Life Insurance Company of the Southwest is not an authorized insurer in New York and does not conduct insurance business in New York. Equity Services, Inc., Member FINRA/SIPC, is a Broker/Dealer and Registered Investment Adviser affiliate of National Life Insurance Company. All other entities are independent of the companies of National Life Group.
National Life Group
1 National Life Dr
Montpelier, VT 05604
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