The Position

Ironwood Capital is seeking an Investment Analyst or Senior Analyst to join our investment team in Avon, Connecticut. This role is designed for a high-performing investment banking or finance professional looking to transition into a hands-on investing role within middle-market private equity across new investments and portfolio company support, with meaningful responsibility, direct partner mentorship, and long-term growth potential.

Unlike larger platforms where junior professionals are siloed, our analysts are fully involved in all steps of the investment process, evaluating private debt and minority equity investments across a variety of businesses and industries from initial screening through due diligence, investment committee, closing, and ongoing board-level portfolio engagement. The successful candidate will demonstrate natural curiosity, attention to detail, business acumen, analytical proficiency, strong writing and presentation skills, and cultural fit.

Candidates for this position would be responsible for supporting the following activities:

1. New Investment Opportunities:

• Review and analyze investment memoranda, business plans, and management presentations
• Build and evaluate financial models, deal structures, and valuation analyses
• Participate in investment due diligence, including primary research and coordination with third parties
• Conduct industry, market, and competitive analyses
• Attend management meetings, as appropriate
• Draft and present deal screening materials and investment committee memoranda

2. Portfolio Company Oversight and Project Management Support:

• Provide financial analysis and capital structure monitoring and reporting for portfolio companies
• Research market trends and competitive environments as part of exit opportunity analysis
• Opportunities to attend and participate in board meetings
• Support fund-level analysis and reporting
• Write and present internal memoranda to support follow-on investment activity and amendments on an ongoing basis
• Prepare externally viewed material including regular portfolio valuation reports and portfolio company updates for Limited Partner communications

3. Business Development:

• Support the development and cultivation of key business partner relationships
• Maintain and update the firm’s CRM system
• Contribute to broader firm initiatives, including recruiting, marketing, and fundraising-related projects

Minimum Qualifications

• 1-3 years of relevant professional experience in investment banking, private equity, private credit, commercial lending, transaction advisory, consulting, corporate finance, or other finance roles
• Strong financial modeling and analytical skills; proficiency in Excel required
• Clear and concise written and verbal communication skills
• High attention to detail, intellectual curiosity, and strong work ethic
• Ability to manage multiple workstreams and prioritize effectively in a deadline-driven environment
• Bachelor’s degree with a strong academic performance

Position Details

• Full-time, in-office role based in Avon, Connecticut (suburban Hartford)
• Competitive salary and performance-based bonus
• Culture of mentorship; candidate will have the opportunity to actively participate in transactions and ongoing portfolio management alongside partners and associates
• Long-term potential for advancement in a growing, established firm with an energetic team environment

The Firm

Celebrating 25 Years of Middle Market Investing

Ironwood Capital provides non-control junior capital to middle market companies across the U.S. The Firm has invested $1.5 billion in over 120 companies since 2001 and currently invests subordinated debt and minority equity in amounts ranging from $10 million to $50 million. Ironwood’s investments support business owners and financial sponsors in growth financings, recapitalizations, generational transitions, and buyouts. For more information, please visit: https://ironwoodcap.com.

To apply: Please submit a resume and cover letter to patrell@ironwoodcap.com with a subject line of “Ironwood Capital Senior Analyst Applicant”.