Estate Operations Manager

Job Title

Estate Operations Manager

Redding, CT 06896

Full-Time (40 hours/week)

Monday through Friday, generally 9:00 AM - 5:00 PM, with flexibility as needed for emergencies and occasional overnight pet care responsibilities.

$160,000-$220,000 annually, commensurate with experience.

ASAP

• 7-10+ years of experience in estate management, property operations, household management, or a related field required.
• Comfortable managing vendors, contractors, household staff, and estate operations independently.
• Financial literacy and comfort reviewing invoices, receipts, budgets, and operational expenses required.
• Experience supporting multi-property estates or coordinating renovation projects, contractors, architects, or capital improvements preferred.
• Comfortable using modern technology, online systems, and AI tools for research, organization, and problem-solving.
• Strong written and verbal communication skills required.
• Professional presentation and strong interpersonal communication skills required.
• Comfortable in a highly confidential, trust-based household environment.
• Reliable transportation and valid driver's license required.
• Comfortable working around dogs, chickens, pigs, goats, and other farm animals.
• Maintain a smoke-free environment.
• Must be legally authorized to work in the United States.

We are a warm, close-knit, and evolving family seeking an exceptional Estate Operations Manager to oversee our household estate and 50-acre property. Our environment is dynamic and multifaceted, with ongoing projects, vendors, staff, hobby farm operations, maintenance needs, and long-term property initiatives all happening simultaneously.

We deeply value a property that feels calm, exceptionally well-run, organized, and thoughtfully maintained, and we are looking for someone who takes pride in creating that kind of environment through strong operational leadership.

We are looking for someone with strong judgment and curiosity, who is comfortable operating across both structured systems and evolving, unstructured situations, and who enjoys bringing clarity to complexity.

This role blends estate management, property operations, and organizational leadership with significant variety and autonomy. Some days will focus on coordinating contractors, reviewing bids, and managing systems, while others will involve overseeing farm operations and seasonal land management, including planting, pasture rotation, animal care, and barn and infrastructure maintenance. The role also includes property improvements, renovations, vendor coordination, and broader operational initiatives across multiple properties, including a significant renovation and insurance-related project at a secondary residence, ensuring continuity and organization across both homes.

A key part of this role involves turning both structured needs and emerging opportunities into well-executed outcomes across the estate, spanning renovations, capital projects, and ongoing improvements to how the property functions, evolves, and is experienced over time. This may include reimagining or improving functional spaces, enhancing barn and animal environments, refining infrastructure, or developing new uses for existing areas of the property.

In addition, the role includes high-level executive and household coordination support, such as scheduling, communication, and logistics with vendors, contractors, and household professionals. Adaptability and the ability to move fluidly between structured planning and evolving, real-time needs are essential.

At its core, this is a long-term trusted partnership role focused on creating order, anticipating needs, and ensuring the smooth and thoughtful operation of a complex estate system. Over time, this person will serve as a central operational partner across the property and broader family ecosystem, helping bring consistency to systems, strengthening coordination across vendors and projects, supporting ongoing improvements, and contributing to both the structure and evolution of the estate in a deeply trusted capacity.

The ideal candidate enjoys taking loosely defined goals and transforming them into well-executed projects, whether that involves a major renovation, a property improvement, a new structure, an agricultural initiative, or an entirely new idea.

Important characteristics:

• Notice & Anticipate: You naturally see what needs to be done before being asked and thrive in environments with many moving parts.
• Order & Organization: You enjoy creating order out of complexity, balancing larger projects with the small details that keep a household running smoothly day to day.
• Operational & Detail-Oriented: Highly organized and operationally minded, capable of coordinating vendors, organizing systems, tracking expenses, and managing logistics with ownership and follow-through.
• Proactive: You anticipate needs before they become problems and approach…