Executive Assistant / Chief of Staff (Job ID: NAFSAM1EA)

Inside Out Hiring; United States; Remote; USD 19,000 - 26,000; Full time

Job summary

Inside Out Hiring is seeking an Executive Assistant / Chief of Staff to partner with a renowned music producer and entrepreneur. The role centers on owning the founder’s 24-hour cadence, enforcing priorities, and driving high-agency execution across AI-powered workflows.

The candidate will manage up, coordinate with contractors, and maintain 24/7 visibility to ensure momentum and completion on strategic initiatives. This is a remote, international opportunity.

Qualifications

• High operational standards and 100% rule to ensure no missed items.
• Comfortable using AI agents, LLMs, and automation daily.
• Extremely proactive, direct communication, and accountable teammate.
• Able to manage up, enforce priorities, and drive delegation.
• Excellent schedule management and execution discipline.

Responsibilities

• Own the founder's 24-hour schedule and ensure visibility.
• Direct focus to top priorities and enforce deadlines.
• Coordinate energy and daily workflows to maintain momentum.
• Synthesize ideas into actionable items and project scopes.
• Bridge AI outputs into finalized operational assets.
• Oversee delegation and eliminate bottlenecks.
• Track multi-project timelines across music production and consulting.
• Manage assets using Dropbox and related workflows.

Skills

High Agency

Driven & Assertive

Creatives Counterbalance

Attention to Detail

Systems-Oriented

AI Fluency

Proactive Communication

Tools

Manus

Gemini

Claude

Instinct

Marbleism

Dropbox

Google Workspace

Asana

ClickUp

Avid Pro Tools

Job description

Exciting Remote Opportunity! We\'re Hiring an Executive Assistant / Chief of Staff!

Are you an assertive, high-agency operational partner who thrives on turning creative chaos into structured success? We are looking for an exceptional Executive Assistant / Chief of Staff to partner with an acclaimed music producer and creative entrepreneur!

Job Details at a Glance

• Job Title: Executive Assistant / Chief of Staff
• Job ID: NAFSAM1EA
• Industry: Music Production & Consulting
• Location: South Africa / LATAM / Philippines
• Job Status: Full Time (40 Hours Per Week)
• Work Schedule: Monday to Friday, 11:00 AM to 7:00 PM Eastern Time
• Salary: $2000 per month
• Target Start Date: ASAP

About the Client

The client is an acclaimed music producer, creative entrepreneur, and high-velocity ideator operating a lean, independent practice across high-touch creative projects and strategic initiatives. Operating at a rapid, highly intuitive pace, the founder constantly leverages cutting-edge AI tools (such as Claude, Manus, Gemini, and Instinct) to push creative boundaries across music production, client engagements, and consulting projects. As an artist-operator whose strength lies in continuous idea generation, the founder’s primary operational bottlenecks are execution, schedule management, and consistent follow-through.

About the Role

This role exists because the founder generates a high volume of ideas and initiatives - often accelerated by AI tools, and requires a high-agency operational partner to capture, organize, and drive them to 100% completion. Positioned as an Executive Assistant / Chief of Staff with "big shoulders," the candidate will act as an authoritative gatekeeper, schedule owner, and execution manager.

Rather than waiting for step-by-step instructions, the successful candidate will actively manage up, enforce priorities, drive delegation to team members, and maintain full 24-hour visibility over the founder’s daily cadence to ensure nothing falls through the cracks.

Key Responsibilities

24-Hour Schedule Ownership & Managing Up

• Total Schedule Visibility: Own the founder's calendar and routine end-to-end. Monitor his 24-hour cadence to anticipate delays, track whether commitments were completed, and prevent him from getting bogged down in low-value tasks.
• Assertive Direction & Gatekeeping: Function as his "agent" or "boss" when necessary. Direct his focus to top priorities, establish strict boundary control against distractions, and firmly enforce deadlines without hesitating out of politeness.
• Energy Alignment: Recognize when he is "in the zone" versus when he is getting off-track, adjusting daily workflows dynamically to maintain momentum.

Idea Capture, Synthesis & AI Orchestration

• Brain-Dump Refinement: Synthesize the founder's rapid-fire, intuitive, and sometimes unorganized ideas into structured action items, delegation tracks, and project scopes.
• AI Tool Integration: Actively co-work with AI engines (Manus, Gemini, Claude, Instinct, etc.). Take prompt outputs, bridge workflows between tools, organize synthesized outputs, and translate raw AI drafts into finalized operational assets.

Delegation & Bottleneck Elimination

• Force Delegation: Actively spot tasks the founder is doing himself that should be offloaded, pushing them to team members (such as project managers or contractors).
• Uncompromising Accountability (The "100% Standard"): Maintain zero tolerance for loose ends. If a project or task is completed to 99% instead of 100%, step in immediately to close the remaining 1% so the founder never has to audit or double-check work.
• Root-Cause Analysis: When tasks are delayed, investigate why they were pushed off—identifying structural bottlenecks rather than accepting surface-level excuses.

Creative Production Support

• Track multi-project timelines across music production, high-touch client engagements, and consulting initiatives.
• Manage asset handoffs using Dropbox and maintain basic operational awareness of studio production environments.

Candidate Profile & Qualifications

Character & Personality Traits (The "Big Shoulders"):

• High Agency: Possesses the emotional maturity, confidence, and resilience to hold a fast-moving, highly creative executive accountable without getting overwhelmed, confused, or defensive.
• Hungry, Driven & Assertive: Highly motivated to take full ownership. Refuses to step back or give "too much space" when momentum is needed; balances kindness with firm, decisive execution.
• Counterbalance to Creatives: Thrives on taking spontaneous, random, and rapid-fire creative output and creating operational order and predictability out of chaos.

Professional Qualifications & Skills:

• Obsessive Attention to Detail (100% Rule): High operational standards. Naturally spots skewed frames on a wall, missed audio takes in a music folder, or forgotten line items in a budget.
• Systems-Oriented & AI-Fluent: Comfortable using AI agents, LLMs, and modern automation tools daily to organize chaos and accelerate output.
• Extremely Proactive Communications: Comfortable pressing for answers, asking sharp direct questions, and driving conversations rather than waiting to be managed.

Tech Stack

• AI Ecosystem: Manus, Gemini, Claude, Instinct, Marbleism
• Media & File Infrastructure: Dropbox, Google Workspace, Project Management Tools (Asana/ClickUp)
• Industry Software: Basic working knowledge/familiarity with Avid Pro Tools and audio production workflows is a major plus.