Head of Delivery Management

Head of Delivery Management

*Role is open to VP and Senior Director-level candidates

About Andela

Andela is transforming from a talent marketplace into an AI services leader, building a differentiated position at the intersection of elite technical talent and cutting-edge AI solutions. We're targeting $500M revenue through a blended model of optimized staffing, solutions delivery, and platform innovation. Our AI Solutions business is a strategic growth area with ambitious scaling plans and a mandate to redefine how enterprises build and deploy production AI systems.

The Opportunity

We're seeking a Head of Delivery Management to build and lead the operational backbone of our rapidly scaling AI Solutions (outcome-oriented) business. This is a pivotal role for someone who thrives at the intersection of rigorous process discipline and entrepreneurial agility—someone who can establish world-class delivery standards while simultaneously adapting to the dynamic realities of a net-new, high-growth business.

You'll be responsible for ensuring every customer engagement delivers exceptional outcomes: high CSAT scores, healthy margins, and demonstrable quality. But you'll do this not through rigid bureaucracy, but through intelligent systems, scalable processes, and a culture of continuous improvement. This role requires someone who can simultaneously be the adult in the room and the innovative voice pushing boundaries.

Exceptional Leadership:

As an Andelan, you’ll serve as a role model for the rest of the company, you do not need to manage people to be a leader at Andela! Think about the feedback your peers typically give you – if it usually sounds like the below, we want to hear from you.

• Low ego, low drama: You share credit, take blame. You like being wrong because it means someone else had an even better idea.

• One team mentality: You break silos across teams. You put the company and mission first above your team alone.

• Great listener, hungry for feedback: You’re always seeking to improve – our product, our business, yourself. You solicit diverse opinions and deeply listen.

• Owner, not renter: You see a problem, you fix it or find someone who will. The buck stops with you.

• Team-player: You roll up your sleeves and get scrappy. You do this by proactively collaborating with your team while actively engaging in important details that matter.

• Business problem solver: You’re not just a functional expert; you consistently get praise for approaching your function through the lens of solving business problems.

Build Delivery Excellence Infrastructure

• Design and implement delivery frameworks, methodologies, and governance structures that scale from $5M to $50M+ in AI and Cloud Solutions revenue

• Establish clear SOPs, quality gates, and risk management protocols while maintaining flexibility for client-specific needs

• Create metrics, dashboards, and reporting systems that provide real-time visibility into delivery health, margin performance, and customer satisfaction

• Co-develop delivery playbooks for common AI solution patterns (Customer Experience AI, Employee Experience AI, Developer Productivity) that accelerate delivery while maintaining quality

Drive Operational Performance

• Own CSAT, margin, and quality metrics across all AI and Cloud Solutions engagements

• Implement early warning systems to identify at-risk projects and orchestrate rapid intervention

• Conduct regular business reviews with delivery teams to ensure adherence to financial targets and scope management

• Establish post-mortem and lessons-learned processes that systematically improve delivery capabilities

Scale Through Process Innovation

• Partner with AI and Cloud Solutions leadership to define outcome-based delivery models and fixed-fee engagement structures

• Build resource management and capacity planning systems that optimize utilization while preventing burnout

• Create staffing models and talent frameworks that match client needs with appropriate skill profiles

• Develop AI-assisted tools and automation to improve delivery team productivity and reduce operational overhead

Enable Teams and Manage Risk

• Provide coaching, mentorship, and capability development to delivery managers and project leads

• Establish escalation protocols and governance structures for high-stakes client situations

• Balance risk management with calculated risk-taking to accelerate learning and market differentiation

• Foster a culture of transparency, accountability, and continuous improvement across delivery teams

Drive Strategic Partnerships

• Collaborate with Sales, Customer Success, and Product teams to ensure seamless handoffs and integrated customer experience

• Partner with Talent Operations to ensure availability of properly skilled resources for AI and Cloud Solutions engagements

• Work with Finance to refine margin models, pricing strategies, and financial forecasting for delivery operations, and implement new system(s) to automate reporting

Required Experience

• 10+ years in delivery management, professional services, or consulting operations, with at least 5 years in leadership roles

• Proven track record building and scaling delivery organizations in high-growth technology companies ($100M+ in managed revenue)

• Deep expertise in process design, project governance, and operational excellence methodologies

• Demonstrated success managing complex, outcome-based engagements with Fortune 500 clients

• Strong financial acumen with experience managing P&L, margin optimization, and resource economics

• Experience in AI/ML solutions delivery or adjacent emerging technology domains (cloud transformation, data engineering, etc.)

Required Capabilities

• Structured Thinker: You bring intellectual rigor to ambiguous problems and can design elegant systems that scale

• Process Architect: You've built delivery frameworks from scratch and know when to enforce standards vs. when to flex

• Metrics-Driven: You live in data, build dashboards others actually use, and can spot patterns before they become problems

• Risk Manager: You anticipate failure modes, build mitigation strategies, and know how to escalate appropriately

• Calculated Risk-Taker: You're willing to try new approaches, run experiments, and fail fast in service of learning

• Change Leader: You can drive adoption of new processes in organizations that may resist structure

• Talent Developer: You build teams, not just processes, and invest in growing future leaders

• Deep experience with outcome-based or fixed-fee delivery models

Preferred Experience

• Experience in professional services or consulting firms (Big 4, MBB, boutique AI consultancies)

• Background in AI/ML product development or solutions delivery

• Experience working in startup or scale-up environments with rapid organizational change

• Technical background or ability to engage credibly with senior engineering leaders

Why This Role Matters

You'll be architecting the operational engine for Andela's transformation into an AI solutions leader. Every framework you build, every process you refine, and every team member you develop will directly impact our ability to deliver world-class outcomes for enterprise clients. This is a rare opportunity to build from a position of momentum—we have established brand equity, elite talent networks, and customer relationships—and your mandate is to add the operational rigor that turns potential into consistent, profitable, scalable excellence.

If you're energized by the challenge of bringing structure to ambiguity, building systems that empower rather than constrain, and scaling a business where the playbook is still being written, this role is for you.

#LI-REMOTE

#LI-RDR