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Director of Operations
Gugu RoboticsDirector of Operations at Robots & Pencils, scaling systems and processes in applied AI. Leading operational strategy, financial performance, and business operations with a focus on growth.
Posted 6/19/2026full-timeRemote • Missouri, Ohio, Pennsylvania • 🇺🇸 United StatesLead💰 $115,000 - $180,000 per yearWebsite
Tech Stack
Tools & technologiesAWS
About the role
Key responsibilities & impact- Lead the operational setup and go-to-market infrastructure for a managed services offering, partnering with sales, delivery, and finance to design scalable service models, SLAs, and supporting processes
- Define and implement KPIs and benchmarking frameworks across delivery, talent, and finance that give leadership clear, consistent visibility into business health and performance trends
- Partner with the VP of Operations, COO, and senior leadership to identify strategic opportunities, shape operational initiatives, and translate business priorities into executable plans
- Identify and eliminate operational bottlenecks across the firm by redesigning workflows, standardizing processes, and creating playbooks that improve consistency and quality at scale
- Implement AI-powered tools and automation into administrative processes, with a focus on talent acquisition (sourcing, screening, scheduling) and talent experience (onboarding, engagement, offboarding)
- Champion a culture of continuous improvement across operations, using data and feedback loops to drive iterative enhancements
- Own end-to-end implementation and ongoing oversight of the firm’s PSA (Professional Services Automation) platform, ensuring it supports accurate project tracking, resource planning, utilization reporting, and billing workflows
- Oversee the HRIS system, partnering with the talent team to ensure data integrity, compliance, and seamless integration across people operations
- Lead the design and deployment of Slack automations that streamline internal workflows, reduce administrative overhead, and improve cross-functional coordination
- Drive compliance-side readiness for AWS GenAIIC certification, coordinating across teams to document controls, meet requirements, and maintain certification standards
- Manage IT cost strategy across applications and AI token consumption, identifying optimization opportunities and establishing governance frameworks that balance capability with spend
- Partner with finance and practice leads to review and validate billing rates and delivery costs, ensuring pricing reflects market positioning, margin targets, and competitive realities
- Develop and maintain practice- and vertical-level reporting standards that give leadership accurate, actionable financial visibility across the business
- Implement and manage Work-in-Progress (WIP) tracking processes that improve revenue recognition accuracy, reduce billing lag, and surface project financial risk early
- Design and build a Lifetime Value (LTV) and Customer Acquisition Cost (CAC) model for the sales team, enabling data-driven decisions on client investment, pipeline prioritization, and go-to-market strategy
- Partner with internal functional leaders to successfully integrate acquired company’s commercial, operations, technology, finance, and talent systems into Robots and Pencils’ existing systems
- Lead full integration planning, including managing and coordinating workstreams, day-to-day tracking, and synergy planning
- Usher change management into the new organization.
Requirements
What you’ll need- 3+ years of experience in operations or strategy roles
- Demonstrated experience owning and implementing business-critical systems
- Strong financial acumen, including hands-on experience with revenue reporting, cost management, WIP tracking, and building analytical models (LTV, CAC, margin analysis)
- Experience designing and deploying KPI frameworks and operational dashboards that translate complex data into clear business intelligence
- Proven ability to design and scale operational processes in distributed, multi-geography organizations
- Hands-on experience with workflow automation tools and AI-powered productivity tools
- Exceptional communication and stakeholder management skills, with the ability to influence across all levels of the organization.
Benefits
Comp & perks- paid time off
- medical/dental/vision insurance
- 401(k)
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
operations managementstrategy developmentKPI frameworksfinancial reportingcost managementWIP trackinganalytical modelingworkflow automationprocess designchange management
Soft Skills
communicationstakeholder managementinfluencecontinuous improvementcollaborationproblem-solvingleadershipstrategic thinkingdata-driven decision makingadaptability
Certifications
AWS GenAIIC certification