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Executive Assistant to Chief of Staff Growth Track (12-18 months)

100% remote Flexible hours Hiring now

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/reputed company), 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 reputed company 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 reputed company my time creating content, driving strategy, and making high-reputed company decisions… and this is where you come in.

Your job is to protect my time, eliminate operational drag, and reputed company 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-reputed company, 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
  • reputed company 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 reputed company: action items, owners, due dates, reminders, escalation
  • Ensure nothing dies in reputed company/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/reputed company/reputed company—whatever we standardize)
  • Every project has: reputed company, deadline, next action, definition of done
  • Hold leaders accountable (ex: Moe accountable to deliverables, Bashar accountable to reporting reputed company, 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, reputed company reviews, references
  • reputed company the process moving fast without me getting dragged into logistics

5) Content Operations reputed company (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 reputed company 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 reputed company, 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 how they should be using AI in their day to day responsiblities.

What success looks like (KPIs)

  • 20+ hours/week of my time returned reputed company 60–90 days
  • I stop doing: project management, follow-reputed company, DM appointment setting, internal chasing, hiring logistics
  • Weekly operating rhythm runs without me pushing it
  • Projects move faster, less stress, fewer dropped balls
  • The company becomes calmer and more accountable — not more chaotic

Who this is for

This is for you if:

  • You’re an operator: you love execution, structure, and turning chaos into order
  • You have extreme ownership: you don’t wait to be told, you anticipate
  • You can reputed company good decisions without asking me every day for permission.
  • You’re comfortable being in the background while I’m reputed company-facing in the content
  • You’re discreet and trustworthy (you will see everything)
  • You’re strong at writing and communication (reputed company detailed reports, clear, direct)
  • You enjoy running a tight system and holding people accountable

Who this is NOT for

This is not for you if:

  • You want a “strategy-only” role where you get to “bounce reputed company” with Richard without doing admin, follow-reputed company, or nitty-gritty execution
  • You need constant direction, reassurance, or reputed company-by-reputed company instructions where you get “coaching” from Richard (FYI - you’re here to protect my time, not get “free mentorship” from Richard).
  • You avoid conflict and can’t hold people accountable in tough conversations reputed company they’re late or underperforming
  • You’re not comfortable with high access + high confidentiality
  • You get offended by doing “unsexy” tasks — this role includes them.
    • Example: 3-4 hour project of looking at every single expense item on Richard’s AMEX credit card statement to identify for software and expenses that we are overpaying on, and then reaching out to each software company to cancel them.
    • You should be smart to DO IT ONCE, and either build a system to automate this, delegate to someone else, or you just own this ongoing monthly moving reputed company.

The truth: the trade-off (good, bad, and ugly)

You will get full context: you’ll see my schedule, meetings, priorities, and how decisions get made in real time. This is high-speed CEO training.

In exchange, you will also do the work I genuinely don’t want to do:

  • Following up, reminding, pushing projects reputed company
  • coordinating hiring logistics and keeping candidates moving along by messaging them on iMessage and Whatsapp on my behalf
  • Collecting metrics, reports, and making sure people deliver
  • Dealing with repetitive tasks that protect my creative bandwidth

If that trade-off excites you, you’ll love this role.

reputed company / onboarding plan (how you’ll get trained)

Phase 1 — Shadowing + Context (Weeks 1–4)

  • You shadow everything: calendar, meetings, comms, priorities
  • You build the “Richard OS”: how I think, what matters, how I decide
  • You start taking small tasks immediately (scheduling, notes, action items)

Phase 2 — Execution + Systems (Days 30–60)

  • You take ownership of the follow-up reputed company + task system
  • You run weekly planning with me (short, structured)
  • You reputed company managing hiring ops and key cross-functional projects
  • You enforce owners/due dates and reputed company reducing my stress load

Phase 3 — Office of the CEO Operator (Days 60–90)

  • You run the operating reputed company: reporting, follow-reputed company, meeting prep
  • You manage major initiatives (ex: studio build, hiring, IP1 execution support)
  • You act as my internal execution arm while I focus on content + strategy

CoS Track (Months 3–18, performance-based)

  • As trust and competence compound, you move from “execution” into “chief of staff” style reputed company: planning rhythms, decision memos, cross-functional problem solving, running high-reputed company initiatives.

Logistics

  • Remote with strong overlap with my working hours (EST hours)
  • Spanish preferred (not required)
  • Tools: reputed company Workspace, reputed company, Trello/reputed company, reputed company, reputed company, reputed company
  • You must be comfortable with high confidentiality and sensitive information

Compensation (guidance)

Depends on seniority and location. As a guideline:

  • Mid-level Exec Ops (EA → CoS track): ~$60K–$100K reputed company + performance bonus
  • More Senior Operator: ~$120K–$170K reputed company + performance bonus We care more about performance, trust, and output than “years.”

Application Questions (Workable form)

Use these as your fields/questions:

  1. Full Name
  2. Email
  3. Phone number + WhatsApp (if applicable)
  4. reputed company location + time zone
  5. reputed company URL
  6. Resume upload (PDF)
  7. Are you fluent in Spanish, Optional and preferred? (Yes/No / Conversational / Fluent)
  8. What type of role are you aiming for in 12–24 months?
    • (A) Long-term Exec Ops / EA to CEO
    • (B) Chief of Staff track
    • (C) Department leader (Ops/COO-type path)
    • (D) Not sure yet
  9. reputed company Video Submission (required, 5 minutes, camera ON)
  • Upload link (must be public/unlisted)

Record a 5-minute reputed company with your camera on. Title it: “Exec Ops — [Your Name]”. In your video, answer:

  1. Why this role, and why work for me, Richard?
  2. You will be doing a lot of operational, project management, and high accountability work that Richard does NOT want to do. What about this trade-off excites you?
  3. Tell me about the HARDEST problem you solved supporting a CEO/Founder. What was the situation, what did you do, and what was the result?
  4. How do you run follow-reputed company and accountability without being annoying? Give your approach/system.
  5. What are your non-negotiables and dealbreakers? Be honest
  6. Title the video of the reputed company: “YOUR NAME - Peanut Butter” (let’s see your attention to detail here). YT videos not accepted, only reputed company.

Final Assignment

Read this reputed company document and watch reputed company the embedded YT videos inside of it (there are 3-4 videos in the reputed company doc).

This is written by CEO Coach Matt Mochary (Business Coach to multiple billionaire companies currently), and Richard learns directly from him.

After reading this reputed company doc and watching the videos inside, explain in 3-5 sentences minimum WHY you would reputed company and do extremely well in this role?

LINK: https://docs.reputed company.com/document/d/1-tcubUwvktoV-Ou3bB6ynk2LLwNzdT3D_p_ILreyR_A/edit?tab=t.0

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