Postúlate en Kit Empleo: kitempleo.cl/empleo/1cnpdc

Senior AI & Systems Lead
Location: Fully Remote
Availability: Full-time, strong overlap with PST business hours
Reports to: CEO
Works closely with: Executive team, Department Leads and Portfolio Startups
Compensation: Competitive base + performance bonuses tied to output, leverage, and top-line impact
About the Role
This isn't an automation role; automation is table stakes.
The role exists to make AI the default operating layer of the business and build systems that materially improve how the team thinks, executes, and decides.
Embedded in the executive office, you will work directly with the CEO to modernise and optimise how the business operates, enabling leadership with best-in-class systems that scale across the organisation.
You'll be a high-impact, hands-on role.
Strategy matters, but execution is non-negotiable.
You set the direction and build the systems yourself.
We're a fast-moving team that experiments aggressively and ships consistently.
Who You Are
You treat AI as the default way work gets done, not just a tool.
You're systems-obsessed and relentless about leverage, integrations, automation, and speed.
You're deeply fluent in modern AI tooling—ChatGPT, Claude, Perplexity, Manus, Lovable, Zapier/Make—and you ship, not just experiment.
You architect and build AI-powered systems that directly support the executive office and extend across the company's startups and investments, powering core business functions across marketing, operations, and finance in fast-moving, high-growth environments without hand-holding.
Your goal is simple: eliminate manual work and fragmented context by moving execution and decision-making into AI-first systems that scale across the company, enforce clean data, accelerate decisions, and multiply executive leverage.
You push systems before you're asked.
If something relies on memory, follow-ups, or heroics, it's broken—and you're here to fix it.
What You'll Do
Executive Office Systems & Leverage
Design and maintain the operating systems that power the CEO and executive office, using best-in-class tools
Translate fragmented, unstructured inputs (from calls, documents, materials) into durable workflows and execution models
Continuously audit the CEO's time, workflows, decisions, content, and execution output for inefficiencies
Eliminate low-leverage work through AI, automation, and system design
Ensure leadership operates inside systems, not memory or manual follow-ups
AI, Automation & Tooling




Architect and build AI-first workflows using LLMs, Claude Code, CodeX, OpenClaw, agents, automations, and integrations — fluent across multiple AI stacks from day one
Rapidly prototype, ship, and iterate relying on strong vibe-coding proficiency
Use AI to build custom presentations, spreadsheets, and internal tools that support executive decision-making
Translate complex, scattered data into usable AI workflows and logic
Continuously evaluate and propose AI tools based on leverage, usability, and system fit
Data, Knowledge & Information Architecture
Design systems that extract, clean, structure, and persist operational data for AI consumption
Integrate data sources across internal tools, meeting transcripts, and status updates into a single system of truth to close internal gaps
Organise Google Drives and executive documentation into AI-ready knowledge bases
Build scalable knowledge architectures across the company and its startups
Maintain data quality so decisions reflect reality, not vibes
ClickUp Ownership, Governance & Adoption
Own ClickUp end-to-end as the execution backbone (architecture, automations, reporting, and visibility)
Design and maintain ClickUp spaces, workflows, dashboards, and views for executives and across teams
Ensure ClickUp is used correctly and consistently across the organisation; no shadow systems or work off-platform
Train, enable, and hold teams accountable for proper system usage and autonomous execution
Eliminate micromanagement and ambiguity around ownership, status, and blockers through clean workflows
AI-Powered Analysis, Reporting & Visibility
Build AI-driven analysis workflows (weekly roll-ups, blocker detection, execution signals)
Replace manual reporting with automated insight generation
Surface patterns, risks, and opportunities to leadership through AI-powered solutions before they become problems
Ensure leadership has real-time visibility into execution, growth, and performance without status chasing, but through system oversight
Systemise content marketing reporting, analytics dashboards, and performance visibility
Experimentation, Innovation & Scale




Aggressively experiment with new AI tools, agents, and architectures
Ship fast, test fast, and ship what works
Define and enforce clear system usage standards—adoption is non-negotiable
Redesign processes to move work from people to systems and increase execution velocity
Define which decisions belong in systems versus people, progressively removing low-impact decisions from humans
What You Bring
Proven AI systems operator—shipped LLM-powered workflows using tools like ChatGPT/OpenAI, Claude, Perplexity, Manus, Lovable, Zapier/Make
AI-stack generalist—fluent across multiple LLM environments (Claude Code, CodeX, OpenClaw, OpenAI ecosystem) and able to select the right tool per use case
Systems-first thinker—designs workflows, data flows, and leverage layers, not one-off automations
ClickUp power user + vibe coder—builds fast, wire tools together, and turns ideas into working systems without heavy engineering
High-agency executor—opses startup-caliber speed, thrives under ambiguity and pressure
Deeply embedded in the AI ecosystem—follows builders, reads Substacks, tracks X accounts, and stays ahead of tooling shifts
Not For You If
You're early-career or still learning the fundamentals
You want a narrow scope, clear lanes, or a static job description
You need permission, hand-holding, or step-by-step direction
You prefer planning or theory over shipping real systems
You're looking for a support role instead of full ownership
You're impressed by basic automation or surface-level AI
What Success Looks Like
The CEO operates entirely inside best-in-class, AI-first systems
Executive time, decisions, and output are continuously audited and optimised
The company scales without added meetings, coordination, or headcount
Systems replace unnecessary follow-ups and manual coordination
Systems provide real-time visibility without manual updates or reporting
Work progresses autonomously inside defined workflows
Ownership, priorities, and dependencies are enforced by systems
Benefits
Work from anywhere
Adaptable schedule and time off—no micromanaging
Direct collaboration with the Founder
Access to top-tier AI tools (Perplexity, ChatGPT, ClickUp Brain and more)
Clear path for long-term career growth
A supportive company culture grounded in ownership and prioritising progress over perfection
For any questions regarding the role, please email us at ******.
#J-*****-Ljbffr

Postúlate en Kit Empleo: kitempleo.cl/empleo/1cnpdc

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