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Big News at Pepper’s (And No, It’s Not an April Fool’s Joke)

Mar 26, 2026 | Teresa

Pepper's Proven Process
Our process

We know you need help yesterday. That’s exactly why we built a process that gets you support fast, matches you with the right person, and stays by your side through the whole relationship.

Finding a great personal assistant shouldn’t feel like a second job. Managing one shouldn’t either. At Pepper’s, we’ve spent years refining a process that takes the work off your plate from the very first conversation and keeps it there.

90
minutes or less of your time across 3 short meetings. That’s all we need between your first call and your personal assistant getting started in your home. We handle everything in between.

Here’s what the process looks like

A lot happens behind the scenes. Your part is simple.

Discovery call

We know exactly what questions to ask to quickly figure out if we’re a mutual fit, and we’re ready to answer any questions you have.

Service agreement and getting started fee

Simple and transparent. You know exactly what you’re signing up for before anything begins.

Deep dive call

This is where we really get to know you. Your preferences, your household, your communication style, the rhythms of your daily life. The more we understand, the better we match.

Full recruitment on your behalf

We post the job, review every application, conduct multiple rounds of interviews, and complete thorough background and reference checks. You don’t lift a finger.

Meet your Jumpstarter in your home

We understand you need help yesterday. So while your permanent personal assistant is being recruited, we send a Jumpstarter, an experienced Pepper’s team member, into your home right away. Real support starts immediately, no waiting required.

Your personal assistant is hired and trained the Pepper’s Way

Once selected, your personal assistant is trained in our systems, standards, and service philosophy. They’re prepared before they ever walk through your door.

Meet your personal assistant for onboarding

Your Jumpstarter spends the first week training alongside your new personal assistant in your home, passing along everything they’ve learned about how you live and what you need. Your household guide is already filled out with your preferences, your routines, your systems. You don’t have to brief anyone or repeat yourself. We’ve got it handled.

Ongoing check-ins and your Perfect Fit Guarantee

We check in regularly to make sure your expectations are being met as your life evolves. And if something isn’t working, we make it right. Our Perfect Fit Guarantee means that if your personal assistant isn’t the right fit or your needs change, we will seamlessly replace them at no additional cost.

Ongoing employee management, support, and training

Your personal assistant has a manager and it’s not you. We handle performance conversations, raise discussions, and professional development. And when your personal assistant takes time off, our team of trained substitutes means you’re never left without coverage.

We built Pepper’s so that getting great help doesn’t require more of your time and energy. It gives it back.
Ready to get started?

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I have big news, and no, it is not an April Fool’s joke.

As of April 1st, 2026, Teresa Clark, COO, is officially a co-owner of Pepper’s Personal Assistants. I couldn’t be more excited to share this journey with her.

I want to tell you how we got here, because it’s not a typical business story. It’s one about values, trust, and making a choice to protect something that matters.

It Started as a Side Hustle

I founded Pepper’s in 2012 as a stay-at-home mom with no investors, no business degree, and a whole lot of hustle. What I did have was a clear sense of purpose: to simplify life and elevate happiness for busy families in the Seattle area. That mission has guided every decision I’ve made since day one.

Fourteen years later, Pepper’s has grown to a team of 25+ employees serving high-net-worth families across the Greater Seattle area. We’ve built something real here, something with a culture and a heartbeat.

The Interview I’ll Never Forget

When Teresa interviewed for the Director of Operations at Pepper’s, she said something that I made note of. She mentioned that one day she hoped to own a business of her own.

I got emotional in that interview. Not because of the ambition (though I loved it), but because of everything else I saw in her. Her values were our values. The gaps I had in my own skill set were her strengths. She was solution-oriented, accountable, a natural leader who genuinely cared about people. She was, without knowing it, describing herself as exactly what Pepper’s needed. I knew that day that she was the one to take us to the next level. She never stopped proving me right.

The Workshop That Changed Everything

Last year I attended an EO Seattle Design Your Exit workshop run by Byron McFarland. I wasn’t planning to sell. I just wanted to start learning about succession planning and understand my options.

That workshop led me to get a formal evaluation with an M&A advisor, Sally Bergesen. I wanted a roadmap for selling in the next five to seven years. Sally had other news, she could have buyers interested tomorrow. Pepper’s was already worth selling.

After thinking about it awhile, I said no.


For me, selling to an outside buyer meant risking everything that makes Pepper’s special. Our culture, our people, our way of doing things. None of that was something I was willing to gamble on. So, I started thinking differently. Teresa had been on the team less than a year, but I already knew she was the one I trusted to carry this legacy forward. I also knew the team would feel the same way. I approached her, and she said yes.

Why This Makes Sense for Pepper’s

At Pepper’s, we run on EOS with a clear Vision/Traction Organizer that defines who we are and where we’re going. Our Core Values are not slogans on a wall. They are the filter for every hire, every decision, every client relationship:

One for All and All for Pepper’s- collective trust, shared accountability

FITFO- figure it the f out, proactively, with a can-do attitude

Growth Mindset- feedback, humility, and continuous improvement

Provide Ease- clear communication, reliable execution, making life simpler

Teresa doesn’t just know these values. She has been living them since her first day. She is the definition of a growth mindset. She provides ease not just for clients but for everyone on the team. She has thought like an owner in every decision she has made.

Our Core Focus at Pepper’s is Simplifying Life, Elevating Happiness. That only works when the people leading the company genuinely believe it. Teresa believes it.

What This Means for You

For our clients, this is a signal of stability. The team that has been caring for your homes and your families is not going anywhere. In fact, it is only getting more invested, more intentional, and more committed to what we’ve built together.

For our team, this means the culture you signed up for isn’t going anywhere. Teresa has been in the trenches with you. She knows what it takes, she knows what matters, and she’s now even more invested in making Pepper’s a place where people want to stay.

Our Guaranteed Perfect Fit promise has always been about making sure the right person is in the right role. That same principle guided this decision.

Welcome, Teresa.

You told me in your interview that you wanted to own a business one day. This transition is one of the best decisions I’ve ever made, and I’m honored to make it with you. You’ve earned every bit of this.

To our clients, our team, and everyone who has been part of this journey: thank you for trusting us. The best is still ahead.

With gratitude,

Kara Roberts

Founder & CEO, Pepper’s Personal Assistants

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