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Chief Investment Officer

Maui Land & Pineapple Co

Maui Land & Pineapple Co

Lahaina, HI, USA
Posted on Feb 20, 2026

Información del empleo

Tipo de empleo

  • Full-time

Descripción completa del empleo

The Opportunity

We are seeking a highly experienced and strategic Chief Investment Officer (CIO) to lead our investment strategy and drive the growth of our real estate portfolio. Reporting directly to the Chief Executive Officer, the CIO will be a key member of the senior leadership team and responsible for all aspects of our real estate investment and investor relations activities.

The ideal candidate will have a proven track record in land and real estate development transactions, with deep expertise in structuring and negotiating complex deals. This role requires a strategic thinker with a hands-on approach to identifying, evaluating, and executing a wide range of investment opportunities, including partnerships, joint ventures, mergers, acquisitions, and dispositions.

Key Responsibilities

  • Investment Strategy: Develop and execute a comprehensive investment strategy that aligns with the company's long-term goals, focusing on land development, commercial real estate, and strategic acquisitions.
  • Transaction Execution: Lead the entire lifecycle of investment transactions, from sourcing and initial underwriting to due diligence, negotiation, and closing. This includes land acquisitions, development projects, and asset sales.
  • Deal Structuring: Structure and negotiate complex transactions, including joint ventures, partnerships, and other co-investment vehicles to optimize risk and return. Evaluate and execute potential mergers and acquisitions that align with our strategic objectives.
  • Portfolio Management: Oversee the company's existing real estate portfolio, identifying opportunities for value enhancement, asset monetization, and strategic dispositions to recycle capital and maximize returns.
  • Financial Analysis: Lead the financial modeling, valuation, and analysis of all potential investments. Prepare and present detailed investment memoranda and recommendations to the CEO and Board of Directors.
  • Investor Relations: In partnership with the CEO and CFO, serve as a key spokesperson for the company's investment strategy to shareholders, analysts, and the broader investment community. Clearly articulate the company's value proposition, investment performance, and long-term growth initiatives.
  • Market Intelligence: Maintain a deep understanding of the Maui and broader Hawaii real estate markets, including economic trends, competitive landscape, and regulatory environment, to inform investment decisions.
  • Leadership & Collaboration: Work closely with the CEO, CFO, and other members of the executive team to drive strategic initiatives. Build and maintain strong relationships with landowners, developers, investors, brokers, and government authorities.

Qualifications & Experience

  • 15+ years of progressive experience in real estate investment, with a significant focus on land and/or real estate development transactions.
  • A proven track record of successfully leading and closing a variety of complex real estate deals, with extensive experience in deal structuring, including partnerships, joint ventures, mergers, acquisitions, and sales.
  • Senior-level investment experience (e.g., CIO, Head of Investments, or similar) in a real estate company, investment firm, or family office.
  • Exceptional financial modeling, analytical, and valuation skills.
  • Deep understanding of real estate development and investment processes.
  • Strong negotiation skills and the ability to manage complex legal and financial documentation.
  • Experience in the Hawaiian real estate market.
  • Bachelor's degree in Finance, Real Estate, Business, or a related field is required; an MBA or other advanced degree is highly desirable.
  • A strategic mindset with the ability to think creatively and solve complex problems.
  • Unquestionable integrity and a commitment to ethical business practices.

How to Apply

Please submit your resume with professional references and a cover letter outlining your relavent experience and interest in the role to employment@mauiland.com .

More information on Maui Land & Pineapple Company, Inc.

Maui Land & Pineapple Company, Inc. (NYSE: MLP) is a historic and significant landowner on the island of Maui, with a legacy of stewardship and a vision for a sustainable future. Our operations span real estate development, sales, and commercial and agricultural leasing. We are dedicated to creating and managing a diversified portfolio of assets that honor our connection to the land, our community, and our shareholders. As we navigate a dynamic real estate market and pursue new opportunities, including innovative agricultural ventures, we are seeking a visionary leader to join our executive team.

Job Type: Full-time

Benefits:

  • 401(k)
  • Dental insurance
  • Health insurance
  • Paid time off
  • Vision insurance

Work Location: In person

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