Executive Assistant/Chief of Staff to CEO
Quick Summary
Book and reshuffle meetings, protect his focus time, resolve conflicts, and work out with him how much to gatekeep. Coordinate with the team, investors, partners and candidates. Prep him going in,
Yoland is our CEO and co-founder. His week is hiring, investors, partners, product and whatever's on fire that day. We're looking for someone to run his time, inbox and follow-through so nothing slips, and who's sharp enough to take whole projects off his plate.
This is an EA role with Chief of Staff range. The core is the work that keeps a founder moving: calendar, email, travel, meeting prep and follow-ups. On top of that, you'll run projects for Yoland on your own and help manage the AI agents and tools he uses to get work done. The scope grows as you earn trust.
You'll report to Yoland and work closely with our operations and people team. A lot of how this role works is still being figured out, and you'll help shape it.
Responsibilities
~1 min read- →
Nice to Have
~1 min readTransparency and proactive communication: we expect everyone to share updates, challenges, and progress without being prompted.
First principles: we break problems down to fundamental truths rather than following convention. Decisions are driven by clear goals and real problems.
Quality: we hold a high bar for both rigor and judgment, with a continuous feedback loop.
Self-initiative: team members are empowered to identify and solve problems independently. We value people who take ownership.
Hardcore: we maintain a high-intensity work environment. If the closed-source alternatives are iterating this intensely, how can we do less?
We are background agnostic. You don't need a particular degree or a brand-name employer to apply. We value direct evidence of ability: a founder you made faster, a system you built, a mess you cleaned up
This role is in person in San Francisco. We believe in the value of face-to-face collaboration, and being close to Yoland and the team is a big part of the job.
We can provide visa sponsorship for exceptional candidates who demonstrate strong abilities and align with our team values.
We do not provide feedback for the application process.
Working at Comfy isn't for everyone, and that's totally fine. You might reconsider if:
You need everything planned out. We're figuring things out as we go and changing direction fast.
You see yourself as just an EA. Around here, everyone does a bit of everything, whatever needs to get done.
You need well-defined processes. We're building the playbook as we go.
You like having a manager checking in on you. We trust people to own their work end to end.
You prefer waiting until you have all the facts. We make calls with incomplete info and adjust as we learn.
You bring a huge ego to the table. We push boundaries and solve hard problems, not individual heroics.
Location & Eligibility
About this job
- Pay per year
- $130,000–$180,000 a year
- 72% above the $90,253 median for Executive Assistant jobs on Jobera (444 salaries).
- Who can apply
- United States
- Posted
- 3 days ago
Listing Details
- Posted
- November 4, 2026
- First seen
- November 4, 2026
- Last seen
- November 7, 2026
Posting Health
- Days active
- 2
- Repost count
- 0
- Trust Level
- 68%
- Scored at
- November 7, 2026
Signal breakdown
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