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
- Initial Screening Call
- Video Interview
- Practical Exercise
- Final Interview
- Offer & Contract Onboarding
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