Executive Assistant to the Principal

Haynes Group•Oxford, CT

11h

About The Position

This is a newly created role supporting the Principal of Haynes Group, a privately held real estate development and materials company operating across multiple entities and concurrent projects. The Executive Assistant will serve as the operational backbone for a high-volume, relationship-driven principal — managing communications, organizing information, and ensuring nothing gets lost across a fast-moving portfolio. The right candidate is someone who can “read the room” without being told, proactively pushes for what needs to happen next, and genuinely enjoys using technology to solve problems and create efficiency. This person must be comfortable managing up — meaning they will hold the principal accountable, flag missed items, and own follow-through even when the principal has moved on to the next thing.

Requirements

3–5+ years of experience supporting a senior executive, business owner, or principal-level leader in a fast-paced, multi-project environment
Exceptional organizational skills — able to hold many concurrent projects, conversations, and deadlines in their head and on paper simultaneously
Strong written and verbal communication skills; able to represent the principal professionally across a wide range of stakeholders from tenants to attorneys to lenders
High proficiency in Microsoft 365 (Outlook, Teams, Word, Excel), similar project management platforms, and AI productivity tools — with genuine curiosity to learn and adopt new technology
Demonstrated ability to handle confidential business and personal information with discretion, integrity, and sound judgment
Proactive, solutions-oriented mindset — does not wait to be asked, finds the answer, solves the problem, and reports back; thrives with limited oversight

Nice To Haves

Experience in or exposure to real estate, construction, or development preferred but not required — what matters most is the ability to quickly learn a complex business and hit the ground running

Responsibilities

Manage a complex, integrated calendar spanning business meetings, site visits, legal hearings, lender calls, and personal/family commitments — ensuring the principal is always prepared and never double-booked
Anticipate scheduling conflicts and resolve them independently — coordinating with architects, engineers, attorneys, tenants, and lenders on the principal’s behalf
Coordinate and confirm all meetings across multiple projects and entities (Haynes Group, Haynes Materials, Haynes Aggregates), ensuring all parties, materials, and logistics are in place
Prepare the principal for every meeting — pull relevant documents, lease status, project updates, and background on attendees in advance so no time is wasted getting up to speed
Actively triage a high-volume inbox — identify what requires the principal’s direct attention, what can be delegated internally to leasing, finance, or project management, and what can be handled outright
Draft, edit, and send correspondence on behalf of the principal — including follow-up emails to attorneys, contractors, tenants, and lenders — in a tone that matches how he communicates
Own follow-up across all open threads — track outstanding items, send reminders, and close loops without being asked; be the person who ensures nothing gets dropped
Maintain organized digital filing systems across deal files, legal documents, permits, lease agreements, loan packages, and project materials — including uploading to secure lender and legal portals
Track milestones, deadlines, and deliverables across simultaneous development projects — flag what’s at risk and prompt the principal before items become urgent
Coordinate across internal teams (leasing, finance, project management, construction) and external parties (legal, engineering, architecture) on multi-stakeholder projects
Prepare agendas, circulate materials, and set up Teams calls or in-person logistics for multi-party project meetings involving architects, engineers, attorneys, lenders, and contractors
Attend key meetings to capture notes, decisions, and action items — especially when the principal is the sole company representative and needs documentation
Distribute meeting summaries promptly and follow through on assigned action items — holding both internal staff and external parties accountable for their commitments
Handle sensitive and confidential information — including deal financials, loan documents, litigation materials, and personal family matters — with the highest level of discretion
Manage select personal and household administrative tasks as needed — including scheduling, travel, and coordination of personal commitments alongside professional obligations
Maintain and update the principal’s contact database across brokers, tenants, contractors, lenders, attorneys, architects, and civic contacts — ensuring accuracy and fast retrieval
Build trusted relationships with internal staff and the external network of partners — so that when the principal asks someone to move, they move because they respect the EA as a direct extension of leadership