Associate

Firm Overview: Chestnut Realty Management (“Chestnut”) is a Boston-based private real estate firm focused on investing in stable commercial real estate assets that provide asset preservation and current income with the potential for long-term growth. Formed in 2012, Chestnut purchases and manages commercial real estate throughout New England, South Florida and the Mid-Atlantic. Chestnut currently owns a diverse collection of properties across 4 states, including grocery-anchored shopping centers, warehouse/industrial properties and multifamily communities. To date, Chestnut has invested in over 30 projects.

Position Title: Associate - Investments

Location: Boston, MA

Position Overview: The Associate will be a key contributor to the day-to-day operations and strategic initiatives of Chestnut’s growing real estate platform. This is a junior-level hire suited for a highly motivated and organized individual with strong analytical skills, a collaborative mindset, and a demonstrated interest in real estate.

The role is broad-based and dynamic - the Associate will support both asset management and acquisitions, assist in coordinating with third-party and in-house property management, and take ownership of ad hoc projects that drive operational and investment performance.

This position provides a unique opportunity to gain hands-on exposure across the full life cycle of commercial real estate, working closely with senior management in a fast-paced, entrepreneurial environment.

Essential Duties and Responsibilities:

·       Assist in day-to-day execution of business plans for Chestnut’s portfolio, including leasing, budgeting, and capital improvement initiatives.

·       Support the acquisitions team through coordination of due diligence, market research, and investment analysis.

·       Help manage relationships with third-party property managers and vendors; ensure timely follow-up on property-level tasks.

·       Perform ad hoc analyses and projects to support decision-making across the team.

·       Review and abstract leases, operating agreements, and loan documents.

·       Monitor financial and operational performance of assets; assist with quarterly and annual reporting.

·       Maintain internal tracking tools and dashboards related to leasing, capital projects, and financial metrics.

·       Develop and refine Excel models.

·       Participate in site visits and tenant meetings as needed.

·       Refine and work within Yardi Voyager.

Required Skills and Attributes:

·       Strong analytical, organizational, and communication skills.

·       Advanced Excel proficiency; Argus or Yardi experience a plus.

·       Understanding of core real estate financial concepts (NOI, IRR, NPV, yield, etc.).

·       Ability to prioritize and manage multiple projects in a fast-paced environment.

·       Strong initiative and problem-solving mindset.

·       Professional demeanor and ability to work effectively with tenants, partners, and vendors.

Qualifications:

·       Bachelor’s degree required (Finance, Real Estate, Economics, or related field preferred).

·       0–3 years of relevant experience (real estate preferred).

·       Demonstrated interest in real estate investment and operations.

·       Full-time, in-office position (Boston).

·       Occasional local and regional travel required.