Chief of Staff

Full-time Job Type
Remote Work Arrangement
Mid-Level Experience
Apply Now Posted 4 hrs ago

Fully remote, mid-level role at Shadow Light Studios, working closely with a serial founder across multiple fast-paced companies. The position involves using AI tools to drive growth, product development, and operations.

Skills / Requirements

  • A/B Testing
  • AI Fluency
  • Bias to Action
  • Claude
  • Cursor
  • Data Quality Auditing
  • Fast Learning
  • Growth Strategy
  • High Trust
  • Hiring
  • Judgment
  • Lovable
  • Meta Ads
  • Product Management
  • Sales Strategy
  • v0
  • Vibe Coding

Why Apply

This role is ideal for someone proficient in AI tools like Cursor and Lovable, who can quickly build and iterate on projects. It's perfect for those who can leverage AI to optimize ad campaigns and develop MVPs efficiently.

What You'll Be Doing

You'll tackle diverse tasks ranging from launching ad campaigns to sourcing hires and auditing data quality. Each day involves solving new problems using AI tools to push the business forward.

Pay and Career Growth

The role offers competitive base pay with performance-based bonuses, emphasizing the value of hiring a top performer. The founder seeks a high-trust, low-drama relationship with daily interaction, fostering a dynamic and fast-paced work environment.

Benefits and Perks

  • competitive salary
  • Performance upside
  • Remote-friendly
  • Top-of-market pay

Is This Role Right for You?

Good fit if you...

  • You are comfortable using AI tools like Cursor and Lovable to build and iterate quickly.
  • You have experience running and optimizing digital ad campaigns independently.
  • You thrive in environments with changing tasks and minimal structure.

May not be for you if...

  • You need detailed instructions and a stable routine to perform well.
  • You prefer to focus deeply on a single area of expertise.
  • You are uncomfortable with frequent changes and high levels of autonomy.

Original Job Description

Founder’s Associate / Chief of Staff (aka “Chief Achiever”)
Work directly with a serial founder across a portfolio of fast-moving companies
Location:Remote-friendly (bonus if you overlap with LA / HK / Australia hours)
Type: Full-time
The Gig
I’m a serial founder currently running or building across a handful of companies; an AI language-learning app (Volley), an influencer verification platform, a YouTube growth agency, a global hiring platform, and a couple more. Previously built and exited an agency to $20M ARR.

I need someone smart, scrappy, and AI-native sitting next to me (virtually) every day, helping me move these businesses forward. Not a project manager. Not an assistant. A doer who can pick up almost anything I throw at them, figure it out, and ship it.

If you’re the kind of person who sees a problem, opens Cursor or Lovable, watches a YouTube tutorial, and has something working by end of day, we should talk.
What you’ll actually do (examples from a real week):
Monday: Launch and optimize Meta ad campaigns for Volley. Test 5 new creative angles, kill the losers, scale the winners.
Tuesday: Vibe-code a new onboarding screen in Cursor or spin up a landing page variant in Lovable for A/B testing.
Wednesday: Source and cold-outreach 20 senior sales hires on LinkedIn for a portfolio company. Draft the messages yourself.
Thursday: Audit data quality on Verify Influencers, spot-check 100 profiles, flag inaccuracies, write a loom for the team.
Friday: Review a sales call recording, pull out the 3 objection patterns, draft new rebuttal scripts.
Basically: if it makes a business move forward and I don’t have time to do it myself, it’s on your plate. You’ll operate across growth, product, hiring, and ops.
Who you are:
AI-native. You don’t just “use ChatGPT” you build with Cursor, Lovable, v0, Claude, whatever ships fastest. You have opinions on which tool for which job.
Can vibe-code. You’ve built landing pages, simple tools, or MVPs. You don’t need to be a full engineer, but you can read code, ship features, and debug with AI assistance.
Paid-ads literate. You’ve run Meta (or TikTok / Google) ads yourself, not just read Twitter threads about them. You understand angles, hooks, CTR, CAC.
Ridiculously fast learner. The specific tasks will change every week. Your job is to be the person who figures new things out quickly.
Bias to action. You’d rather ship something rough today than something perfect next week.
Great judgment. You can tell when to DIY, when to delegate, when to ask. High trust, low drama. I’ll be talking to you every day. We need to vibe.
Bonus points:
You’ve built something of your own (an app, a newsletter, a side business).
You’ve worked at an early-stage start-up or agency where you wore many hats.
You have a strong point of view on growth / product / design.
Not for you if:
You need a detailed job description to know what to do next.
You want to specialize deeply in one function.
You thrive on process and predictability.
Compensation
Competitive base + performance upside. I’d rather pay top-of-market for one A-player than hire two decent people.
How to apply
Send me: One thing you’ve built, shipped, or scaled that you’re proud of (link please, not a description).
A landing page, ad, or small tool built with AI tools in under a day, even a new one you’d make just for this application.

One business in my portfolio you’ve looked up, and one specific thing you’d do in your first week.

No cover letters. No resumes as the first contact. Just show me.