Executive Assistant Talking With Principal

The Unspoken Code Between Principals and Executive Assistants

Every principal who has ever relied on a great Executive Assistant or Personal Assistant knows the relationship defies easy description. It’s part partnership, part trust fall, part choreography. When it works, a principal’s life runs with quiet precision, with meetings happening seamlessly, travel unfolding effortlessly, and days that should have felt impossible somehow flowing. Yet for all the systems and job descriptions in the world, the true secret behind a high-functioning EPA relationship lies in something less tangible: the unspoken code between principal and assistant.

That code isn’t written in an employee handbook. It’s built slowly, through mutual trust, emotional intelligence, and a deep understanding of each other’s rhythms. At Old State Staffing, we’ve seen this dynamic play out across hundreds of private households, family offices, and executive environments. What separates a functional partnership from a great one isn’t just competence, it’s communication, intuition, and respect that operate at a level most people never see.

The Foundation of Absolute Trust

In corporate environments, trust develops through policies and performance reviews. In private service, it develops through discretion. A principal’s Executive Assistant often knows more about their employer’s life than anyone else, both the professional and the personal. They see the calendar that reveals every commitment, the inbox that captures every conversation, and the logistical details that quietly shape every day.

That access demands complete discretion. The best EPAs treat privacy as sacred currency. As Forbes has noted in its reporting on executive support, confidentiality isn’t a job skill, it’s the foundation of employability in the EA / PA industry. A single misstep, even one comment shared casually with a vendor or colleague, can erode trust permanently. The most successful principals cultivate that trust intentionally. They’re transparent about expectations, clear about privacy boundaries, and quick to reinforce the assistant’s authority when external partners overstep.

Reading the Room: The EPA’s Emotional Intelligence

Every high-performing assistant possesses a kind of radar. They pick up on tone, timing, and energy, adjusting their own approach before a principal even realizes something’s off. This intuitive awareness (what Harvard Business Review describes as “anticipatory intelligence”) isn’t guesswork. It’s a learned ability to read context, personality, and mood in real time.

Principals can nurture that instinct by providing context rather than commands. Instead of saying “move that meeting,” say “I need time to regroup after that call.” The difference gives your assistant enough information to protect your bandwidth intelligently. Over time, this two-way communication develops into shorthand, a glance or brief phrase that conveys pages of meaning.

Boundaries Without Distance

The healthiest principal-assistant relationships strike a rare balance: personal familiarity without blurred lines. Assistants often manage intensely personal details (medical appointments, family schedules, even sensitive correspondence) but professionalism never wavers. Maintaining that boundary requires mutual respect.

Principals who thrive in long-term relationships with EPAs set expectations clearly but never condescend. They share enough about their preferences, priorities, and working style to give their assistant a map, but they also recognize that trust grows through empowerment. As SHRM points out in its research on workplace relationships, boundaries aren’t walls, they’re frameworks that make trust sustainable.

The Art of Anticipation

Anticipation is the defining skill of an elite EPA. It’s the ability to see a problem before it arises and a need before it’s voiced. Great assistants study their principals the way analysts study data. They learn patterns of fatigue, decision-making tendencies, and the subtle signals that indicate when to push and when to protect.

For principals, the way to cultivate this is through access. Let your assistant see the bigger picture. Include them in strategy conversations when appropriate. A principal who only shares fragmented information forces reactive work. One who provides insight into goals and priorities empowers proactive support. Harvard Business Review’s leadership studies repeatedly emphasize that transparency creates alignment; in private service, it creates intuition.

Authority, Not Just Support

Many employers misunderstand the nature of an Executive Personal Assistant’s authority. They think of the role as purely supportive, yet the most effective EPAs act as operational decision-makers in their principal’s absence. They triage communication, coordinate with vendors and advisors, and make judgment calls that directly impact the principal’s time, finances, and reputation.

Granting that authority isn’t optional if you expect seamless execution. Without it, every decision bottlenecks at the top, and the assistant becomes a messenger rather than a manager. The Wall Street Journal has profiled several executives who credit their success to assistants empowered to make independent calls (travel rerouting, vendor negotiations, and high-stakes scheduling) all without waiting for approval. That level of autonomy builds speed, trust, and loyalty.

The Communication Ritual

Every strong principal-assistant partnership develops a rhythm of communication: daily briefs, debriefs, and unstructured check-ins. These moments aren’t administrative; they’re strategic. They prevent small issues from escalating and help both parties stay aligned. The cadence may vary by household or office, but consistency is what sustains trust.

We often recommend a 15-minute standing check-in each morning and an end-of-day summary, whether in person or by secure text. Fast Company has written extensively about micro-alignment in executive teams, showing that frequency of communication directly correlates with perceived reliability. The same principle holds true in private staffing: silence breeds uncertainty, but rhythm builds confidence.

Compensation Reflects the Partnership

Elite EPAs aren’t interchangeable support staff; they’re extensions of leadership. Their compensation should reflect that responsibility. Salaries at the top end of the private-service spectrum can rival senior management positions for good reason. They represent not only skill but discretion, stamina, and unflinching reliability.

When a principal hesitates to pay for top-tier support, turnover becomes inevitable. Data from the Bureau of Labor Statistics and the International Association of Administrative Professionals show that retention directly correlates with compensation equity. More importantly, high-performing assistants interpret pay as respect. Principals who recognize this create relationships that last years, not months.

Crisis Management: When the Code Is Tested

Every principal-assistant relationship eventually faces a stress test: a crisis, travel mishap, or personal emergency. These moments reveal the strength of the unspoken code. The assistant must act decisively without overstepping, while the principal must trust those decisions without micromanaging. When handled correctly, crises deepen mutual confidence.

Consider the example of a high-profile client we once supported whose travel plans were upended by global flight cancellations. The assistant, acting independently, rebooked routes through secondary cities, arranged a private driver, and secured alternative lodging, all before the principal landed. That initiative, paired with clear communication, transformed a potential breakdown into proof of reliability. The relationship that followed was unshakable.

Recruiting for the Intangible

When families or executives come to us seeking an EPA, the hardest part isn’t assessing resumes, it’s identifying emotional intelligence and situational judgment. These aren’t traits that show up in certifications or bullet points. They’re revealed in conversation, reference calls, and nuanced behavioral cues.

We look for candidates who use “we” more than “I,” who stay calm under pressure, and who describe past principals with discretion and respect. LinkedIn’s data on top-performing executive assistants confirms that adaptability, empathy, and confidentiality rank above technical skill in long-term success. For principals, recognizing these traits early means fewer mismatches and smoother operations.

The Quiet Partnership That Drives Everything

The unspoken code between principal and assistant can’t be taught in a manual. It’s a professional language built on timing, tone, and shared trust. When that language is fluent, it becomes the backbone of an entire household or family office. The assistant anticipates before being asked; the principal delegates without anxiety. Both operate in sync, often finishing each other’s sentences without realizing it.

That kind of alignment is rare, but never accidental. It’s the result of consistent communication, clear expectations, and mutual respect. For principals who understand this, the relationship becomes not just operationally efficient but personally grounding.

Whether you’re hiring your first Executive or Personal Assistant or seeking to refine an existing relationship, Old State Staffing helps principals and family offices build that foundation of trust. Our team specializes in placements where discretion, emotional intelligence, and anticipation aren’t extras…they’re the job. Visit oldstatestaffing.com to learn more about how we can help you find your next great partnership.

At Old State Staffing, we simplify hiring private staff for families throughout Washington DC, Maryland, Virginia and beyond. Ready to hire? Call us or submit a new hire request. Need guidance? Book an introductory meeting with one of our staffing experts!

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Woman Looking Around As The World Moves Quickly Around Her

The world is spinning faster every day.

Employment has changed drastically the past few years—how we work, the type of work we do, and even where we work. Yet, while the world adapts, solutions for hiring private staff seem to be stuck in the past.

 

At Old State Staffing, we believe the status quo is not enough, and that those who decide now is the time to settle will be left behind. In the face of great change, tinkering around the edges simply won’t do. Since Day 1, our approach has been built on four key principles:

1. Developing A Quality Product

We’ve built Old State Staffing from the ground up, implementing the same cutting-edge recruiting tools used by the nation’s largest family offices. Historically inaccessible to smaller clients, these tools improve the tracking and management of talent, utilize machine learning for smarter searches, and intuitively compare compensation and qualification benchmarks both regionally and nationally. This allows us to find and match families with the best candidates quicker and more efficiently than ever before.

2. Building A Great Team

We knew from the start that our team would be our greatest differentiator. That’s because our agency is composed entirely of family office professionals who know what exceptional candidates look like; because we’ve applied to, managed, and hired for each of those positions ourselves.

3. Creating Meaningful Relationships

Building and maintaining relationships is important today, more than ever before. We place immense value on our relationships, not just with our clients, but our candidates, and the community at large. We spent our “pandemic years” building partnerships with local universities, to open the doors of private staffing to recent college graduates in the most educated metropolitan area in the world.

4. Refusing To Settle

Change is inevitable, yet private staffing has historically lagged in both hiring and employment standards. We’ve always been disruptors, first to adopt AI and machine learning—ensuring smarter, faster, more accurate matches for our clients.


We know that choosing an agency is a personal decision, and we’re honored for the time you have spent considering us as a partner in your search. If you haven’t spoken to us yet, let me be the first to say that we can’t wait to introduce you to our contacts, to guide you through the hiring process, and to introduce you to the perfect candidate. We know the stakes are high, but so are the rewards. With Old State Staffing you’ll be empowered to make informed, meaningful hiring decisions, so you can continue to thrive in a world that’s spinning faster every day.

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Adam Cook
Founder & Managing Director

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