DescriptionJob Title:Chief of StaffPosition Type:Full-Time, RemoteWorking Hours:U.S. business hoursAbout The RoleWe 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.ResponsibilitiesStrategic Execution Founder EnablementTranslate 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 BuildingDiagnose 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 AutomationDesign 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 IntegrityPartner 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 EnablementWork 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 CultureBuild 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 FitStrong 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 Skills812 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 SkillsExperience 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 Staffs 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 90180 Days)First 90 DaysDeliver 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 DaysAutomate 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 ProcessInitial Screening CallVideo InterviewPractical ExerciseFinal InterviewOffer Contract Onboarding Description Job Title: Position Type: Working Hours:

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. 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. 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. 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. 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. 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. 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. 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 812 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). 812 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 mod

📊 Experience Required: 12+ years of experience

⭐ Seniority Level: Director

🎯 Job Function: Administrative

See who Pavago has hired for this role

🏭 Industries: Staffing and Recruiting

👥 Number of Applicants: 68

📅 Posted Date: December 16, 2025