Investment Professional - Originations

The firm was founded in 1988 and is an alternative asset management firm with $9.4B of assets under management. Prospect pursues multiple strategies in the US, including direct lending, private equity, real estate private equity, and structured credit. The firm utilizes a long-term, value-oriented approach that employs fundamental bottoms-up research to identify investments offering attractive risk and reward. With offices in New York City, Connecticut, and Florida, Prospect comprises 130+ experienced professionals who value entrepreneurship, intellectual rigor, hard work, and continuous improvement.

Responsibilities

• Source, evaluate, and qualify new investment opportunities in the lower middle market (typically $3–15 million EBITDA).
• Develop and maintain relationships with investment banks, business brokers, private equity sponsors, advisors, and company owners.
• Participate in and grow into leading all aspects of the investment process, including idea generation, origination, evaluation, underwriting, negotiating, closing, and exiting.
• Structure and negotiate complex investments across the capital structure.

Qualifications

• Demonstrated success in originating and developing new deal flow in the lower middle market.
• Deep relationships and established network across the lower middle market ecosystem.
• Relevant experience in private credit, direct lending, leveraged finance, or private equity.
• Solid understanding of credit fundamentals and investment evaluation.
• Excellent verbal and written communication skills with a professional presence.
• Ownership mentality, entrepreneurial drive, and a self-starter mindset.
• Highly organized and able to manage multiple opportunities simultaneously.
• Prior experience in private credit, investment banking, private equity, or another analytical, transaction-oriented role preferred.
• Strong academic track record.

Pay

The anticipated annual base salary range for this position is $100,000 - $300,000 plus an annual discretionary performance-based bonus. Actual pay may be adjusted based on experience and performance.

Benefits

• 100% employer-paid premiums for medical, dental, vision insurance, life insurance, and AD&D.
• Pretax benefit accounts, including FSA, HSA, and Commuter accounts.
• Mentorship program.
• Daily in-office paid breakfast and lunch.
• Company-sponsored ski and sailing trips.
• Regular happy hours.