Executive Assistant

Executive Assistant (In-Person, Los Angeles) I'm Pranay, a physician and the founder of Off-Label Advertising. I'm looking for an Executive Assistant to work alongside me, in person, out of my home office in Los Angeles. The job is half helping me run my advisory practice and half running my life. What Off-Label does Off-Label Advertising is a telehealth marketing advisory. I help telehealth founders and their growth teams build trust with patients, sharpen their messaging, and stop wasting money on bad creative. The practice is growing fast, and the bottleneck right now is me. That's where you come in. How we work: AI first This is central to the job. We use AI constantly. You'll use agents and tools to do in an hour what most assistants do in a day. You don't need to know these tools coming in; I'll teach you everything as we go. What I need is someone who is genuinely open to learning them and willing to make AI a regular part of how they work. If you'd rather do things by hand out of habit, this isn't the right role. The basics Title: Executive Assistant Location: In person at my house in Echo Park, Los Angeles. Must live in LA and have reliable transportation. Hours: Starting at 10 to 15 hours a week, roughly 2 to 3 days. I'm flexible on which days. Good chance this grows into more hours over time. Compensation: $20–$30 per hour based on experience Dress code: Whatever lets you do your best work. I'm usually in sweats. Coffee: I have a Jura. You don't have to make me coffee. You should make yourself some though, it's amazing. What you'll actually do 1. Calendar and scheduling. Own my calendar across business and personal. Protect deep work blocks, batch meetings, prep agendas before every call, and make sure nothing collides. You decide what gets a meeting and what gets a Loom or an email instead. 2. Inbox management. Triage my inbox daily. Draft replies in my voice for routine messages, surface what actually needs me, and never let a client or prospect wait more than 24 hours. 3. Client and engagement coordination. I usually have multiple advisory engagements running at once. You track deliverables, deadlines, and check-ins across all of them so nothing slips. When a client asks where something is, you already know. 4. Project management. For every engagement, you build the work-back plan, manage the timeline, flag dependencies, and keep everyone on schedule. Right now, my runways are too short, and my handoffs are too informal. You fix that. 5. AI workflows. Build and run the AI systems that make all of the above faster: inbox drafting, meeting notes, research, content repurposing, document prep. You'll own these workflows, improve them over time, and document them so they're repeatable. I'll teach you the tools. You bring the curiosity. 6. Personal operations. My personal calendar, appointments, household vendors, gifts (client, holiday, family), subscription tracking, and the dozens of small things that eat up a founder's day. Some errands and possibly some support with household tasks. Roughly 30% of the role. 7. Systems and SOPs. Document how things work as you do them. Build the SOPs, the templates, and the checklists so the next hire has something to inherit. I want repeatable systems, not heroics. You're probably a fit if you Either have 2+ years as an EA, chief of staff, or operations lead (ideally supporting a founder, consultant, or physician), OR are a current college student or recent grad who is organized, fast, and hungry to learn Live in LA and can get to Echo Park on your work days Are genuinely curious about AI, even if you're not using it yet. I'll teach you everything we use. Write clearly and quickly in someone else's voice Are fluent in Google Workspace, Notion (or similar), Monday, Slack, Loom, and scheduling tools Default to "I'll handle it" instead of "what should I do?" Care about details that other people miss. I'm big-picture and move fast, I need your help putting all the pieces together as we build. You're probably not a fit if you Need a defined playbook before you can act. You're helping me create the playbook as we go. Want a fully remote job (this isn't one) Would resist making AI a regular part of how you work Find direct feedback hard to take. I'm direct. You should be, too. Want to be told exactly what to do rather than figure out what needs doing How to apply Send me a short email with: Your resume, website, or LinkedIn One example of a system or process you built or improved in a past job One way you've used AI to make your own work faster or better. If you haven't yet, tell me what you're most curious to learn. Your current capacity (how many hours a week you can take on), your preferred start date, and what days of the week are best for you One sentence about your favorite book, podcast, newsletter, or YouTube channel and why you love it. Anything counts. Doesn't have to be marketing or healthcare. I just want to see how you think. Applications without this line don't get read. Email View email address on click.appcast.io with the subject "EA application: [your name]." Want to stand out? Record a short Loom (free, five minutes) introducing yourself and why this role caught your eye. Don't dress up, don't script it. I just want to see how you naturally communicate. Not required, but it can be the tiebreaker between close candidates. What happens next I read every application that includes the book/podcast line. Short email Q&A if there's interest. A 20-minute call to make sure we're aligned. In-person meeting at my house. Offer or polite decline within a week of the meeting. I'm aiming to hire by July 1. #J-18808-Ljbffr