By Luke Yates 2026.05.08
Executive assistants supporting high-net-worth principals or executives describe specific things they need from the principals they support to do their work effectively. Access to information, clear authority to make decisions within defined scope, communication patterns that support rather than undermine their work, and respect for their professional judgment all matter more than generalized appreciation or flexibility about hours. When principals provide what EAs actually need, the working relationship functions well and the EA can deliver real value. When principals don’t, even the most talented EA struggles to be effective. The Access to Information Requirement Executive assistants need access to their principal’s calendar, email, contacts, and the information required to make decisions and coordinate effectively. The principal who holds information back, uses systems the EA can’t access, or makes commitments without telling the EA creates situations where the EA can’t do their job because they don’t know what’s happening. This information access isn’t about control or intrusion. It’s about the EA needing to see the full picture to coordinate effectively and anticipate needs before they become problems. The Decision-Making Authority Clarity EAs need clear authority to make decisions within defined scope without checking back for permission on every detail. They need to know what they can commit to on the principal’s behalf, what spending they can authorize, what scheduling decisions they can make, and where the boundaries are that require consultation. The principal who second-guesses every EA decision or doesn’t clarify what authority the EA actually has creates a situation where the EA becomes afraid to make any decisions, which defeats the purpose of having an EA. The Communication Pattern That Works Effective EA-principal relationships include regular check-ins where the EA can surface issues, ask questions, and get clarity on priorities. These don’t need to be long meetings, but they need to happen consistently. The principal who’s too busy to communicate with their EA but expects the EA to read their mind creates frustration that makes the working relationship unsustainable. The best EA-principal relationships include a daily or near-daily touchpoint, even if brief, where both parties can stay aligned on what’s happening and what’s needed. The Priority Clarity When Everything Is Urgent Principals working at high levels often have competing priorities that all feel urgent. The EA needs clarity from the principal about what actually matters most when everything can’t happen simultaneously. The principal who treats every request as equally urgent or who can’t articulate priorities leaves the EA guessing about what to focus on. The Authority With External Contacts EAs need the principal to establish clearly with external contacts, colleagues, and other professionals that the EA speaks for the principal within defined scope. The principal who undermines the EA’s authority by going around them, who doesn’t support the EA’s decisions with external parties, or who allows others to ignore the EA’s coordination creates situations where the EA has responsibility without actual authority. The Respect for Professional Judgment Executive assistants who’ve worked with principals for any length of time develop judgment about what will work, what the principal actually needs versus what they think they need, and how to manage situations effectively. Principals who respect this professional judgment and listen to their EA’s recommendations benefit from accumulated wisdom. Principals who dismiss their EA’s input miss valuable perspective. The Reasonable Availability Expectations While EA work sometimes requires evening and weekend availability, principals need to be realistic about what they’re asking for and how often. The EA who’s expected to be available 24/7 with no recovery time burns out quickly. Clear expectations about after-hours availability, advance notice when possible for off-hours needs, and genuine respect for the EA’s personal time all matter for sustainability. The Response Time Realism Principals sometimes expect instant responses from their EAs at all hours, not recognizing that the EA has other responsibilities, other tasks in process, and needs time to handle things properly. The principal who demands instant turnaround on everything creates stress that’s unnecessary and unsustainable. Giving the EA reasonable time to handle requests, distinguishing genuine emergencies from routine urgency, and respecting that good work takes time all contribute to effectiveness. The Protection From Unreasonable External Demands Part of the principal’s role is protecting their EA from unreasonable demands from other people in the principal’s orbit. When family members, colleagues, or others try to go through the EA with inappropriate requests or unrealistic expectations, the principal needs to address it rather than leaving the EA to manage impossible situations without support. The Acknowledgment of Complexity The best principals recognize that EA work is complex professional work requiring judgment, skill, and expertise, not just task execution. They treat their EAs as professional partners rather than as task-doers, they value the strategic thinking EAs bring to situations, and they acknowledge that what looks simple from the outside often involves significant coordination and problem-solving. When Principals Undermine EA Effectiveness Principals undermine their EAs when they make commitments without checking the calendar, when they bypass the EA’s coordination systems with direct arrangements that create conflicts, when they don’t enforce boundaries with others who should coordinate through the EA, or when they don’t provide the information access the EA needs to anticipate and prevent problems. These undermining behaviors are often unintentional, but they make the EA’s work exponentially harder. What Makes EA-Principal Relationships Work The EA-principal relationships that work long-term are usually characterized by mutual respect, clear communication, trust that the EA will use authority appropriately, acknowledgment of the EA’s professional value, and realistic expectations about what’s sustainable. The principal who provides these foundations gets excellent EA support. The principal who doesn’t finds even talented EAs struggling to be effective. At Seaside Staffing Company, executive assistants describe the quality of the principal relationship as the biggest factor in whether EA work is professionally rewarding or frustrating, and principals who understand what EAs actually need tend to keep excellent assistants long-term.Luke Yates brings both technical precision and creative problem-solving to his role as Integrations Engineer at Seaside Staffing Company. His fascination with how things work started in childhood—taking apart computer towers just to see their inner workings—and has since evolved into expertise spanning backend development, systems integration, and IT infrastructure. A year living in the Czech Republic deepened Luke’s appreciation for different perspectives and approaches to problem-solving. At Seaside, he’s the engineer who ensures our technology works seamlessly so our team can focus on making exceptional placements. From building custom integrations to managing our digital infrastructure, Luke’s work keeps our operations running smoothly and our team connected. When he’s not solving technical challenges, Luke is likely hiking through the wilderness or diving into his latest read.
After seven years as a professional nanny in high-net-worth and high-profile homes, Samantha authored a guide for both elite caregivers and athlete families to help bridge the gap between professional support and private household dynamics. Today, she brings that same heart and clarity to Seaside Staffing Company’s social presence by crafting content that helps others feel understood, seen, and connected. As a military child who’s lived across the country, Samantha naturally connects with people from all backgrounds and values the integrity, compassion, and authenticity that define the Seaside brand.
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As our social media manager, Jade Stevenson is one of the primary gatekeepers to our Seaside story.
With a Bachelor’s degree in English Literature and Psychology, Jade is a natural champion of authenticity, and she uses her whimsically pink hair to nudge all of us closer to her magical world of creative expression.
As a kid, Jade discovered she was allergic to more than 60 percent of the food pyramid, and it is in this journey where she began to learn just how important it is to show up as a force of kindness in the world. She holds an unwavering belief in the power of story, and she believes that small acts of compassion can truly spark a movement of positivity and change.
When she’s not showing up with her digital marketing genius at Seaside, Jade can be easily spotted (thanks to her pink hair) tutoring local teens and helping them write the types of college essays that earn acceptance letters from the schools of their dreams.
Equally at home whether she’s amplifying the voices of Black Femmes or losing herself in the quiet stillness of an ancient book of poetry, Jade is a living expression of what it means to fully embrace your truest self. When you meet her, you’ll immediately feel like you’re right at home, and she’ll always help you discover and celebrate the best parts of who you are.
Jessica He has spent her entire life stepping feet first into the big, wide world, making every corner of it feel like home – no matter where she’s at.
Earning two Bachelor’s degrees in Chinese language and East Asian Studies, she’s traveled the world to study in monasteries, climb Mount Fuji, and drink tea and coffee with otters. (Yes, that last one is real. Ask her about it.) She’s also served as an ESL teacher, a recruiter, a trainer, and a nanny – always finding ways to work alongside families and children. Today, she brings all her stories and all her experiences to Seaside Staffing Company where she makes the art of perfect matchmaking look flawlessly simple.
When Jessica isn’t in the Seaside office, she’s a busy momma who knows firsthand what it’s like to be in the trenches and need support. Unashamed to claim her sense of humor as one of her greatest talents, Jessica is perpetually positive, fiercely organized, and always seems to find a way to bring levity to the hardest-to-solve problems. Knowing Jessica means you’ll never forget how to laugh, and she’ll give you the courage to live your life to the fullest.
(Want to see her humor in action? Ask her about the time she lived in China and got her Oreos confiscated by a very disappointed nun.)
With an MBA in HR Management and Accounting, Kim might best be described as a people expert.
She spent six years teaching children online in China as an ESL instructor, and with a TESOL certification in her proverbial back pocket, it’s no wonder why she shows up at Seaside every single day with a big, bold view of the world.
Over the last decade, Kim has served as a recruiter and a placement coordinator in the household staffing industry, and she’s learned that while systems are incredibly important, relationships matter more. It’s not uncommon to hear Seaside clients talk to Kim like she’s their best friend. They know she’ll go to the ends of the earth for them (and we’ve seen her do it countless times).
When Kim isn’t at Seaside, she can most likely be found 4-wheeling through the dirt and taking long hikes with her dogs. She’s always up for a great adventure, and she says one of the craziest things she’s ever done is buying an Amish house with no electricity or hot water (besides that one time in high school when she thought it was a great idea to buy a car with a giant British flag painted on the hood).
“The basement of our house used to be a bakery,” she says. “When I’m dreaming about escaping to New Zealand or Scotland, I just head downstairs, take in a deep breath, and imagine myself eating a delicious cinnamon roll baked to sticky-finger perfection.”