Portrait of Holly McClellan Holly McClellanPrivate Practice

My career has never fit neatly into one job description — and that is precisely my value. I have supported executives, managed personal and family matters, coordinated homes and relocations, handled significant purchases and sales, worked behind the scenes of live sports broadcasts, and helped operate charitable foundations internationally.

I've learned that the best executive and personal assistants do far more than organize — they become the trusted person who understands the entire picture. Not the calendar. The whole life sitting behind the calendar.

When an executive, entrepreneur, or family says, "I don't even know where to start with this," that's usually where I'm at my best.

Executive
Priorities, communications, projects, and sensitive matters requiring discretion and judgment — an extension of the executive, not a layer beneath them.
Personal & Household
Family schedules, vendors, purchases, relocations, and the countless details that keep a private life running quietly and well.
Property & Assets
From selling homes to selling a plane — comfortable stepping into transactions that don't come with an instruction manual.
Live Production
Production Coordinator for live-action sports broadcasting — anticipation, contingency, and flawless execution under a clock that never pauses.
Philanthropy
Ran foundation initiatives in Nicaragua and Zimbabwe, coordinating people, resources, and programs where resourcefulness mattered as much as organization.

In the Field

A luxury oceanfront home with an infinity pool at dusk — property and asset work
Property & Assets
A strategic command piece on a lit board — live production coordination
Live Production
A young seedling sprouting in sunlight — philanthropy in Nicaragua and Zimbabwe
Philanthropy Abroad

Discretion isn't a policy here. It's the entire foundation.

Based in Southwest Florida

Available for select private clients and projects.