Senior Executive Assistant to Founder/CEO

Senior Executive Assistant to Founder/CEO (Multi-Company Portfolio)

**Los Angeles, CA Full-Time, In-Person (with flexibility) $90K–$120K DOE + bonus**

THE ROLE IN ONE LINE

You’ll be the right hand to a founder running four businesses at once — not answering phones, but sitting in meetings, driving projects to done, and being the person people call when they need something to actually happen.

WHY THIS JOB DOESN’T SUCK

Most “Senior EA” roles are calendar-and-coffee. This one isn’t. You’ll be in the room for real business decisions across a legal fintech startup, a legal services company, and a couple of smaller ventures — coordinating with founders, engineers, sales teams, and an accounting team. If you’re the kind of person who gets bored doing pure admin but doesn’t want the 60-hour grind of a Chief of Staff title at a bigger company, this is the sweet spot: high trust, high variety, real ownership, still home for dinner most nights.

WHAT YOU’LL ACTUALLY DO

• Run point across 4 businesses — attend meetings on the founder’s behalf, take real notes (not minutes — decisions and owners), and chase follow-through until it’s done
• Be the connective tissue — coordinate directly with the accounting/bookkeeping team, sales reps, and outside vendors so nothing falls through the cracks between companies
• Own the project tracker — keep Monday.com boards current, flag what’s stuck, escalate what’s actually urgent (and quietly kill what isn’t)
• Manage the founder’s time like it’s a scarce resource — calendar, travel (points/FHR optimization a plus), meeting prep, inbox triage
• Handle the 20% — some personal logistics: travel, scheduling, occasional errands and household coordination
• Build the systems — templates, SOPs, and light process so the founder isn’t re-explaining the same thing to five people

YOU MIGHT BE A FIT IF YOU’VE…

• Spent 3+ years supporting a founder, executive, or small business owner — bonus points if it was across multiple projects or entities
• Run a project to completion without needing someone to tell you the next step
• Sat in a meeting, understood what mattered, and followed up without being asked
• Worked with or alongside an accounting/bookkeeping function (you don’t need to be an accountant — you need to know how to talk to one)
• A bias toward “I’ll just handle it” over “who’s supposed to do this?”

NICE-TO-HAVES

• Experience in legal, fintech, or startup environments
• Familiarity with Monday.com, QuickBooks, HubSpot, or similar tools
• A genuine interest in travel/points optimization (you’ll get to use it)

COMPENSATION

$90K–$120K base depending on experience, plus performance bonus tied to specific projects (not vague discretionary points). Full benefits.

HOW TO APPLY

Send a short note (not a cover letter) on the messiest project you’ve ever untangled, and what you did about it. Resume optional if the note is good.