Chief of Staff

Job Title: Chief of Staff

Position Type: Full-Time, Remote

Working Hours: U.S. business hours

About the Role

We are seeking a Chief of Staff to act as a high-impact operator and execution partner to the Founder during a critical growth and transformation phase. This role is designed for a systems-first leader who can bring structure, cadence, and operational rigor across the business while enabling the Founder to focus on strategy and expansion.

This is a hands-on, outcomes-driven role. You will diagnose gaps, rebuild operating rhythms, and implement repeatable systems across Operations, Product, Go-To-Market, and Compliance. A core expectation of this role is the ability to design and orchestrate agentic AI workflows that improve speed, reliability, and scalability of key business processes.

Responsibilities

Strategic Execution & Founder Enablement

• Translate strategic priorities into clear operational plans, OKRs, and execution roadmaps.
• Own leadership cadences, agendas, follow-ups, and decision tracking to ensure execution clarity.
• Drive cross-functional alignment and accountability through clear ownership and SLAs.

Operating Model & Systems Building

• Diagnose operational bottlenecks across Product, Operations, Go-To-Market, Treasury, and Compliance.
• Design and implement SOPs, runbooks, RACI frameworks, and escalation paths.
• Build and maintain a single source of truth through dashboards, scorecards, and reporting.
• Replace ad-hoc workflows with repeatable, scalable processes.

AI Orchestration & Automation

• Design and deploy agentic AI workflows to automate high-impact operational processes.
• Define agent responsibilities, orchestration logic, and human-in-the-loop controls.
• Ensure governance, auditability, and safe deployment of AI-driven workflows.
• Drive internal adoption of AI tools to improve productivity across Operations, Compliance, Customer Success, and Product.

Risk, Compliance & Process Integrity

• Partner closely with Legal and Compliance to ensure workflows are audit-ready and regulator-aligned.
• Ensure data protection, regional compliance, and escalation mechanisms for edge cases.
• Maintain documentation and evidence trails for compliance-critical processes.

Revenue & Cross-Functional Enablement

• Work closely with Revenue leadership to improve pipeline velocity, partner onboarding, and CRM discipline.
• Remove operational friction for external partners by standardizing playbooks and SLAs.

People & Culture

• Build and mentor a small, high-performing operations and AI-focused team.
• Foster a culture of documentation, accountability, continuous improvement, and ownership.

What Makes You a Perfect Fit

• Strong systems thinker with a bias for execution and ownership.
• Comfortable operating in ambiguity and fast-changing environments.
• Calm under pressure and trusted with sensitive, high-stakes decisions.
• Able to balance strategic thinking with hands-on delivery.

Required Experience & Skills

• 8–12+ years of experience in operations, strategy, or leadership roles within fintech, payments, or B2B platforms.
• Proven experience leading operational turnarounds or scaling early-stage organizations.
• Strong understanding of cross-border payments, compliance, or regulated environments.
• Hands-on experience designing and implementing AI-driven or automated workflows.
• Advanced proficiency with CRM systems (Zoho, Pipedrive, Salesforce, or HubSpot).

Ideal Experience & Skills

• Experience working across Global South or diaspora-led markets.
• Familiarity with agentic AI frameworks, orchestration tools, and modern LLM ecosystems.
• Experience building OKR systems, dashboards, and performance management frameworks.

What Does a Typical Day Look Like?

A Chief of Staff’s day is centered on execution, clarity, and leverage. You will:

• Review operational metrics, KPIs, and execution status across teams.
• Lead leadership and execution cadences to ensure priorities are moving forward.
• Design or refine workflows, SOPs, and AI-enabled automations.
• Unblock teams by resolving cross-functional dependencies.
• Partner with the Founder on decision-making, prioritization, and follow-through.

In essence: your role is to make the company run predictably, efficiently, and at scale.

Key Metrics for Success (First 90–180 Days)

First 90 Days

• Deliver a comprehensive operational diagnosis and execution roadmap.
• Implement SOPs for core workflows and establish company-wide OKR cadence.
• Launch at least one AI-enabled workflow that measurably reduces manual effort or turnaround time.
• Establish consistent leadership and execution rhythms with full adoption.

By 180 Days

• Automate a significant portion of routine operational or compliance workflows.
• Demonstrate measurable improvements in execution speed, cost efficiency, and reliability.
• Deliver scalable playbooks and ensure teams are trained for sustained ownership.

Interview Process

1. Initial Screening Call
2. Video Interview
3. Practical Exercise
4. Final Interview
5. Offer & Contract Onboarding

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