Executive Assistant & House Manager to a Founder

Pleasant Hill, CA · On\-site home office · Part\-time, 20–30 hours/week · Students, recent graduates, and returning parents welcome If a task sitting at 90% complete feels less like “mostly done” and more like a tiny unfinished argument taking up residence in your brain, even better. I’m the founder of a stealth technology startup, and I run it from my home in Pleasant Hill. Which means my work and my household occasionally behave like two toddlers fighting over the same crayon. I’m looking for the person who can walk into that situation, calmly pick up the crayon, and say, “Okay. Here’s what happens next.” You’ll be my Executive Assistant, House Manager, and administrative right hand—the person at the center of the work, the household, and the surprisingly large gray area between the two. You could call the role Chief Doing\-This Officer. Why this role exists My business lives inside my home, and my home wraps around my business. A vendor who misses an appointment can steal the same amount of mental bandwidth as a contract that misses a deadline. A package that requires three phone calls can somehow become the day's fourth\-most\-important problem. A team member waiting for an answer can sit quietly in the background of my brain like a browser tab playing music that I can't find. What you'll do Own my calendar and inbox.Complex scheduling, follow\-ups, drafting communications, and occasionally sensitive information. Think air\-traffic controller, except the planes are meetings and occasionally one of them is my dentist. Run the house.Coordinate vendors, repairs, deliveries, errands, and the systems that keep a busy household functioning. If the dishwasher starts making a noise that sounds like it has retained legal counsel, you're the person who gets it handled. Keep remote teams moving.Track what’s open, who owes what, what’s blocked, and what has mysteriously entered the Bermuda Triangle of “I thought someone else was doing that.” Then follow up until it lands. Research and recommend.When I ask you to figure something out, I don't want 14 browser tabs and a dramatic retelling of the internet. I want: What you found. What matters. What you recommend. What you think we should do next. Use AI every day.You’ll use AI tools to research, draft, organize, analyze, and move faster—and you’ll also use them to check your own work. AI is a power tool. You still have to point it at the right wall. See around corners.The best version of this job is noticing the problem while it's still a mildly annoying possibility instead of waiting until it becomes Tuesday. How you think Titles matter less to me than habits. You may be a seasoned assistant. You may be finishing university. You may be returning to work after raising kids. I'm less interested in where you started than in how your brain operates. Here are three mental tests that matter to me: The pilot's checklist A pilot who has flown the same route 1,000 times still uses a checklist. Not because the pilot is incompetent. Because humans are excellent at becoming overconfident immediately before making avoidable mistakes. You understand that “I've done this a hundred times” is not a quality\-control system. You check. You verify. You don't skip Step Six because Step Six has never been exciting. The missing puzzle piece Someone gives you twelve scattered pieces of information. You don't simply hand the twelve pieces back. You figure out the picture. You tell me: “Here's what I found. Here's what matters. Here's what I think we should do.” That ability, to turn information into judgment, is enormously valuable here. Closing the loop Some people can tolerate an unanswered email for six weeks. Those people are not my people. An open loop bothers you. A vendor who hasn't confirmed bothers you. A task marked “waiting” with no follow\-up date bothers you. You follow up. Then you follow up again. Not obnoxiously. Not robotically. Just persistently enough that things actually get finished. Here's the simplest example: I ask you to find me a flight on Airline A. It's sold out. You don't quietly book Airline B from an airport two hours away because technically it gets me there. You also don't hand me the problem and say, “Airline A is sold out.” You come back with three good options, tell me which one you'd choose, and have everything ready for me to say yes. That's the sweet spot. Think independently. Don't invent authority. You’ll also need to be… Curious in a useful way.You like learning things because they help you do something better—not because you've been collecting trivia since 2008\. Comfortable with AI.You don't need to be an engineer. You do need to be curious, practical, and willing to try a new tool instead of staring at it like it just asked you to defuse a bomb. Comfortable in a lively family home. We have a seven\-year\-old and a four\-year\-old. Taking care of them is not part of the job—we have a full\-time nanny. You may, however, encounter Lego in the wild. Treat it as you would a land mine. Able to pass a background check and a drug test.You'll work in our home around our children, so safety and trust are non\-negotiable. You'll also need a clean driving record, although the job involves little to no driving. Bonus points: You know David Allen's Getting Things Done system, or you've independently developed some version of “capture everything, clarify it, and don't let your brain become a junk drawer.” This probably isn't for you if… You want every task broken down into twelve numbered instructions before you begin. You want to be completely left alone and never bothered with context. Being asked to follow a process feels like a personal attack on your creativity. “Mostly done” is part of your vocabulary. You see an unfinished task and think, Someone will probably get to that. If so, no hard feelings. This job will make both of us unhappy, and there are already enough disappointing relationships in the world. What you get Fair hourly pay to start.We’ll agree on it together. Tell me the hourly rate you're looking for when you apply. Paid time off. A path to a salaried role.If we both decide this is working, there's an opportunity to grow into a full\-time salaried position. Direct access to a founder.You'll see how decisions get made, why they get made, and how a company actually works when there isn't a 47\-slide PowerPoint explaining the decision. Your judgment should carry more weight every month. Real variety.One day might involve scheduling, vendor coordination, and inbox triage. The next might involve researching an AI tool, solving a household problem, and figuring out why something important has apparently disappeared from everyone's radar. No two days are likely to be identical. And nothing you do disappears into a corporate void where it is eventually discussed by six people named Chad. The details Location: Pleasant Hill, CASchedule: Part\-time, 20–30 hours/weekWork arrangement: On\-site in our home officeStart: As soon as possible How to apply Send your resume, desired hourly rate, and answers to the three questions below. Put Step Seven at the top of your response. Applications without answers to all three questions won't be read. 1\. Tell me about a time you were given instructions you thought were wrong. What did you do? What happened? I'm interested in the judgment call—not a heroic story in which you single\-handedly saved civilization before lunch. 2\. Make a 2 minute video on Loom (it’s a free service). In the video, tell me why you decided to apply to this job post vs. the many other jobs on Indeed. 3\. Which sounds most like you? Running the pilot's checklist. Finding the missing puzzle piece. Closing an unfinished loop. Pick one. Then tell me why. Short and specific beats long and impressive. I read every complete application myself. And if you made it this far, congratulations: you're already demonstrating one useful trait. You finish things. What happens after you apply I will make a personal commitment to review your application within 24 hours. If you are selected, I will message you on Indeed and will set up a video interview as the next step. To be transparent, if you do not hear back from me within 24 hours, it means that I have moved in a different direction. Pay: $30\.00 \- $50\.00 per hour Expected hours: 20\.0 – 30\.0 per week Benefits: * Paid time off Work Location: In person