By Luke Yates 2026.05.24
Families assume the biggest, most complex households with the largest staff teams are the hardest to work in, while smaller, simpler situations are easier. The reality is almost exactly backwards. Some of the easiest, most satisfying positions for household staff are in large, complex estates with multiple staff members, while some of the most impossible working environments are in modest households with just one or two staff members. What makes a household easy or impossible to work in has almost nothing to do with size or complexity and everything to do with how the family operates. Clear expectations make households easy to work in regardless of how complex the actual work is. The family that clearly communicates what they want, gives direct feedback, and maintains consistent standards creates an environment where staff can succeed. You know what good performance looks like, you understand priorities, and you can predict what the family needs. Compare this to the household where expectations are vague, contradictory, or constantly changing. You’re never sure if you’re meeting standards, the goalposts keep moving, and what was fine yesterday is somehow wrong today. Staff will take clear expectations over vague ones every single time, even if the clear expectations require more work. Reasonable families create easy working environments. Not families who have low standards or don’t care about quality, but families who understand what’s actually reasonable to expect from household staff. They know one housekeeper can’t maintain a 10,000-square-foot house to white-glove standards working two days a week. They get that their estate manager needs a budget that matches the properties being managed. They recognize their chef can’t produce elaborate multi-course meals three times daily without help. These families create situations where staff can realistically succeed. The families with completely unrealistic expectations create impossible situations no matter how skilled the staff is. Good communication makes households manageable. The principals who return calls and texts in reasonable timeframes, who give advance notice when plans change, who discuss issues directly rather than letting them fester create ease even in complicated situations. The principals who are impossible to reach, who change plans with no warning, who hint at problems rather than addressing them directly create chaos. Staff can work with almost anything if communication flows properly. Staff can’t work effectively when communication is terrible no matter how simple the actual tasks are. Trust makes positions sustainable. The families who hire expert staff and then trust that expertise create environments where the staff can do their best work. They don’t micromanage every decision, they don’t second-guess professional judgment constantly, they let the people they hired do what they were hired to do. The families who can’t trust their staff make every task ten times harder because nothing can happen without excessive oversight and approval. The estate manager who has to get permission for routine maintenance decisions can’t manage effectively. The house manager who gets questioned about every small choice spends more time justifying decisions than actually managing. Respect is the foundation of easy working relationships. Not friendliness, not treating staff like family, but genuine respect for staff as professionals doing valuable work. The families who show basic respect create dignity even in demanding positions. The families who are conde scending, dismissive, or disrespectful make even simple jobs miserable. Staff will tolerate difficult work if they’re respected. Staff won’t tolerate easy work if they’re disrespected. Stability makes households easier to work in. The families whose lives are relatively stable and predictable, whose schedules follow some pattern, whose household operations can develop routines create manageability. The families whose lives are constant chaos, whose plans change hourly, who never establish any reliable patterns create difficulty. Staff aren’t asking for boring rigidity, but some baseline predictability makes household management possible in ways that complete chaos doesn’t. Appropriate resources make the impossible possible. The family that provides adequate staff, proper equipment, realistic budgets for what they’re asking creates situations where excellence is achievable. The family that asks for premium results with budget resources creates failure regardless of staff talent. The chef with a terrible kitchen and inadequate budget can’t produce the meals the family wants. The estate manager without enough staff for the properties being managed can’t maintain standards. Resources matter enormously, and families who won’t invest appropriately make positions impossible. Some households are actually easy because the principals travel extensively. The estate manager or house manager who mainly manages empty or minimally occupied properties has simpler operations than those managing for constant occupancy. The challenge is different – loneliness and lack of feedback rather than complexity – but the work itself is often easier. Meanwhile, some small, simple households become impossible because the principals are home constantly and micromanage everything. Size and complexity aren’t the difficulty, the family’s behavior is. Multiple staff can make positions easier by distributing work and creating support systems. The estate manager working with a team has people to share responsibilities with, bounce ideas off, and provide backup when needed. The solo house manager doing everything alone carries stress that’s different from managing a team. Some staff prefer solo work for the autonomy it provides, but the notion that small simple operations are automatically easier isn’t true when you’re carrying everything alone without support. At Seaside Staffing Company, we’ve learned that families asking “is this position too complex” are usually asking the wrong question. The question should be “do we create a working environment where staff can succeed.” A highly complex position with a great family is easier to work in than a simple position with an impossible family. Staff want families who communicate well, have reasonable expectations, show respect, and provide adequate resources. Give them that foundation and they’ll handle remarkable complexity. Deny them that foundation and even simple households become unsustainable.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.”