Full Time
1100
40
Mar 17, 2026
“If you thrive in organized chaos, love building systems, and want to be the right hand to a high-output founder with multiple fast-moving ventures - this is your dream role.”
About the Role:
We're looking for a remote Chief of Staff who can act as the operational glue across several ventures - including a short-term rental business, a cleaning service, and a growing SaaS tool in the legal tech space. This is a startup-style operator role, not a corporate strategy one. You’ll be hands-on, proactive, and constantly bringing order to the chaos.
You'll be working directly with the founder to:
- Keep systems running (and people accountable)
- Hire and manage freelancers, marketers, and salespeople
- Translate big vision into step-by-step execution
- Ensure projects don’t just start - they finish
This role is perfect for a high-agency, systems-minded generalist who gets a thrill from making complex operations run smoothly.
Responsibilities:
- Maintain and improve internal systems (Notion, SOPs)
- Manage hiring pipelines (post jobs, vet applicants, run initial interviews)
- Track KPIs across business units and chase down outcomes
- Coordinate across sales, marketing, ops, and contractors
- Build simple automation between tools (Zapier, Slack,
- Anticipate founder needs and remove roadblocks before they surface
- Keep the founder focused on highest-leverage strategy, not task overflow
Tools You'll Use (or Be Willing to Learn Quickly):
* Notion, Slack, GCal
* Google Sheets, Zapier,
* GPT/AI tools for speed + admin tasks
* Bonus: CRM, GoHighLevel, Trello, Loom
You Might Be a Fit If You...
- Love creating order from chaos
- Are deeply organized, proactive, and hungry to prove yourself
- Don’t wait for instructions - you look for problems to solve
- Can juggle multiple projects, people, and platforms with grace
- Have experience supporting a founder, agency, or startup
- Are comfortable working in EST hours
- Are excited to grow into a key operator role long-term
Compensation:
- $900–$1,200/month to start (based on experience + capability)
- Bonus opportunities as you grow into the role
- 20–40 hours/week (flexible - just get results)
Why This Role Is Special:
This isn’t just another VA job.
You’ll be plugged directly into high-level strategy across multiple businesses. You’ll be trusted to make things happen - fast. You’ll learn how real businesses grow from the inside. And if you execute well, there’s no ceiling on your growth.
How to Apply:
Send an
- A Loom video (2–3 min) introducing yourself and answering: ?“What’s the most complex project you’ve owned and executed?”
- Your resume or portfolio of similar roles
- The words “Chaos Converter” in the subject line