Executive Operations (Exec Ops) Chief of Staff Track, 12–18 Months)
If you’re a highly organized, extremely self-accountable, love project management (think Trello/Asana), and desire to grow into the 2nd in command of a fast growing startup… then this might just be your dream job.
My name is Richard Yu, I’m the founder/CEO of a fast-growing education + software business.
Across all social, my media team and I have built a 1.5M+ follower platform (@richardyuzee on IG, as an example).
My #1 responsibility is to spend 40 hours/week being the talent (face of our content), and visionary (having long blocks of 4 hrs/day) where I can think about vision and growth strategies.
That means I need to spend all my time creating content, driving strategy, and making high-leverage decisions… and this is where you come in.
Your job is to protect my time, eliminate operational drag, and make sure the company actually executes.
This role is Exec Ops / Office of the CEO — think of it as a supercharged Executive Assistant with a real path to Chief of Staff, based on performance. You will be my execution arm and second brain, with high trust, high access, and high expectations.
This is not a “cute admin” job. It’s also not a glamorous strategy-only job. It’s the real work: calendar, follow-ups, accountability, systems, project management, hiring ops, and getting things done
What you’ll own (your responsibilities)
1) CEO Time + Calendar (your #1 responsibility)
Own my calendar ruthlessly: protect deep work blocks, batch meetings, enforce priorities
Gate time, not people (you’re not allowed to be a “gatekeeper” personality)
Turn chaos into an intentional weekly schedule that matches company goals
2) Internal Communication + Follow-Up
Run the follow-up engine: action items, owners, due dates, reminders, escalation
Ensure nothing dies in Slack/WhatsApp/email because people “got busy”
Draft messages/emails and internal updates so I can approve quickly
3) Project Management + Accountability (across the whole org)
Build/quarterback the company operating system (Trello/Asana/Notion—whatever we standardize)
Every project has: owner, deadline, next action, definition of done
Hold leaders accountable (ex: Moe accountable to deliverables, Bashar accountable to reporting cadence, content team accountable to output)
4) Hiring Operations (big focus right now)
Run end-to-end hiring ops for key roles: Organic Content Director, Senior DR Copywriter/Head of Marketing, IG Copywriter, etc.
Manage pipeline, scheduling, scorecards, assignments, Loom reviews, references
Keep the process moving fast without me getting dragged into logistics
5) Content Operations Oversight (not creating content)
Ensure content machines ship on time: YouTube, IG, email—whatever is on the calendar gets done on time.
Track weekly output + deadlines + approvals so I’m not chasing people
You must be insanely detail oriented and VERY good at calling people out and holding them accountable.
6) Metrics + Reporting
Monthly P&L request/collection, KPI dashboards, and weekly reporting rhythm
You will analyze the Profit & Loss statement every month, analyze the payroll (yes you will know how much everyone gets paid), and provide extremely detailed recommendations on who should get raises, comp structure adjustments, who is being inefficient, who needs to get cut, etc.
7) Personal + Local Projects (as needed)
Help execute real-life projects that support business performance (ex: managing the build-out of a home studio in Puerto Rico)
Spanish is preferred because it helps with local execution, but it’s not required. If you’re insanely quick with a translator / ChatGPT for messages, works as well.
8) AI Emphasis
You should come with batteries included with understanding how to use AI in your workflow. The most BASIC version of this is ChatGPT instead of using Google, that’s the bare bare minimum.
You should be so good with AI that you are now giving feedback and suggestions to OTHER department leaders on…