By Luke Yates 2026.06.21
We get calls from families asking for a chief of staff, and half the time what becomes clear during the conversation is they don’t actually know what they’re asking for. They’ve heard the title, usually from other wealthy families or from corporate contexts, and they think they need one too. But when we ask what they expect this person to do, the description is usually either a house manager, an executive assistant, three different roles combined, or something that doesn’t quite exist yet in household staffing. The confusion makes sense because “chief of staff” is a relatively new title in private household contexts, and it means different things to different families. In corporate settings, a chief of staff is typically a senior advisor who works directly with a C-suite executive, managing projects, coordinating between departments, handling strategic initiatives. That role has clear parameters. In household settings, families are trying to apply that concept to their personal lives, and it gets messy fast. Some families use chief of staff to mean “the person who runs absolutely everything.” They want someone who manages the household staff, coordinates personal schedules, handles travel, oversees properties, deals with vendors, manages projects, interfaces with business interests, and basically serves as the central organizing force for their entire life. This is possible, it exists, but it’s a very senior role that requires someone with serious organizational skills, discretion, and the ability to manage complex operations across multiple domains. It’s also expensive because you’re essentially hiring someone to be the COO of your personal life. Other families use chief of staff when what they actually need is a really good executive assistant or personal assistant. They want someone managing calendars, handling correspondence, coordinating logistics, booking travel, dealing with day-to-day administration. These are important functions, but they’re not chief of staff level work. The title inflation happens because families think chief of staff sounds more prestigious or because they’re trying to attract senior talent, but using the wrong title creates confusion about what the role actually is. Then there are families who want a chief of staff to be essentially a combination house manager, personal assistant, and project coordinator. They need someone who can oversee household operations, manage their personal scheduling and logistics, and handle special projects like renovations or major purchases. This can work, but it requires being very clear about the scope and finding someone whose skills actually span household management and personal administration. Most people specialize in one or the other, not both. What makes family chief of staff roles particularly tricky is they often involve managing other household staff while also serving the principals directly. This dual accountability can get complicated. Are you the principals’ personal assistant who also coordinates with household staff? Are you the household operations manager who also handles personal projects for the principals? The authority structure needs to be crystal clear or you end up with confused reporting lines and staff who don’t know who they actually report to. The role also requires working through family dynamics in ways corporate chiefs of staff don’t. You’re not just managing business operations, you’re operating within a family system with its own relationships, power dynamics, histories, and sensitivities. A corporate chief of staff can focus on organizational efficiency. A family chief of staff has to balance efficiency with family relationships, which sometimes means things can’t run as smoothly as they theoretically could because human feelings matter more than perfect systems. Compensation for family chief of staff roles is all over the place because the role itself is so inconsistently defined. We see families offering $80k for what’s basically a senior personal assistant with an inflated title, and we see families paying $180k for someone who’s genuinely running multi-faceted operations. The pay needs to match what you’re actually asking someone to do, not just what title you’re attaching to it. The families who make this role work well are very specific about what they need. They clearly define responsibilities, they establish reporting structures, they’re honest about complexity, and they hire accordingly. They don’t just say “we need a chief of staff” and assume the person will figure out what that means. They describe the actual work, the actual authority, the actual scope, and they find someone whose skills match the reality rather than just the title. The role works best when there’s actual high-level coordinating and managing to be done. If you have complex household operations, multiple properties, significant travel, business interests that intersect with personal life, kids with complex schedules, philanthropic commitments, major ongoing projects, then a chief of staff role makes sense. You genuinely need someone senior who can see across all of it and make sure things are coordinated. If your life is simpler than that, you probably need different roles rather than trying to create a chief of staff position where the scope doesn’t really justify it. What doesn’t work is using chief of staff as a catch-all for “we need help but we’re not sure with what.” That creates roles where the person is supposed to do everything and anything, with no clear scope or boundaries. It leads to burnout and turnover because nobody can succeed in a role that’s perpetually undefined. At Seaside Staffing Company, we spend a lot of time with families who say they need a chief of staff, helping them figure out what they actually need. Sometimes it is genuinely a chief of staff role. More often, they need a really good personal assistant or executive assistant or house manager, and we help them understand the difference. The title matters less than getting clear about the work and hiring someone whose skills match what you actually need done. Call it whatever makes sense, just be honest about what the job actually is.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.
Lorem ipsum color sit amet, consectetur adipiscing elit. Corbi ut ligula at pus faceless sollicitudin quis vitae anteur. Vivamus consequat tempus molestie. In hac habitasse platea dictumst. Nullam a tortor odio. Ut eleifend nibh urna, non maximus eros pulvinar a. Quisque et faucibus quam. Phasellus ultricies et nisi et consequat. Lorem ipsum color sit amet, consectetur adipiscing elit. Corbi ut ligula at pus faceless sollicitudin quis vitae anteur. Vivamus consequat tempus molestie. In hac habitasse platea dictumst. Nullam a tortor odio. Ut eleifend nibh urna, non maximus eros pulvinar a. Quisque et faucibus quam. Phasellus ultricies et nisi et consequat. Lorem ipsum color sit amet, consectetur adipiscing elit. Corbi ut ligula at pus faceless sollicitudin quis vitae anteur. Vivamus consequat tempus molestie. In hac habitasse platea dictumst. Lorem ipsum color sit amet, consectetur adipiscing elit. Corbi ut ligula at pus faceless sollicitudin quis vitae anteur. Vivamus consequat tempus molestie. In hac habitasse platea dictumst. Nullam a tortor odio. Ut eleifend nibh urna, non maximus eros pulvinar a. Quisque et faucibus quam. Phasellus ultricies et nisi et consequat. Lorem ipsum color sit amet, consectetur adipiscing elit. Corbi ut ligula at pus faceless sollicitudin quis vitae anteur. Vivamus consequat tempus molestie. In hac habitasse platea dictumst. Nullam a tortor odio. Ut eleifend nibh urna, non maximus eros pulvinar a. Quisque et faucibus quam. Phasellus ultricies et nisi et consequat. Lorem ipsum color sit amet, consectetur adipiscing elit. Corbi ut ligula at pus faceless sollicitudin quis vitae anteur. Vivamus consequat tempus molestie. In hac habitasse platea dictumst.
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.”