Deployment Strategist, AI Agents

At Prodigal we are building AI Agents for loan servicing and collections. Founded in 2018 by IITB alumni our journey began with one bold mission: to eradicate the inefficiencies and confusion that have plagued the lending and collections industry for decades. We are backed by Y Combinator Accel and Menlo Ventures.

Today we stand at the forefront of a seismic shift in the industry building Agentic AI applications for consumer finance. Powered by our cutting-edge platform Prodigals Intelligence Engine (PIE) were creating the next-generation agentic workforce - one that empowers companies to achieve unprecedented levels of operational excellence and intelligence.

With over half a billion consumer finance interactions processed and a growing impact on more than 100 leading companies across North America weve established ourselves as the go-to partner for organizations that demand more from their AI solutions. Our unparalleled experience coupled with our trusted customer relationships uniquely positions us to build Agentic AI applications that will revolutionize the future of consumer finance.

At Prodigal we are driven by a singular unrelenting purpose: to transform how consumer finance companies engage with their customers and in turn drive successful outcomes for all.

The Role

This is one of the most critical and demanding roles at Prodigal.

As a Deployment Strategist you are the person who takes an AI agent from a signed contract to a live performing system and then keeps it getting better. You sit at the intersection of customer understanding technical depth and operational rigor. You own the outcome.

You will work directly with our North American customers - debt collection agencies lenders and loan servicers to understand how their businesses actually run: their call flows agent scripts/talk-tracks compliance constraints telephony/ dialer infrastructure payment gateways CRM systems and APIs. You will translate that understanding into precise requirements and make sure what gets built is right before it ever touches a live call in production.

This is not a project management role with a technical veneer. You will design how the agent should think speak and behave across every scenario validate that it does and push for refinements until the system performs at the level the customer and you expect.

If you want to understand how enterprise AI actually gets deployed at scale not in theory but in production this is that role.

What Youll Own

Customer Discovery and Scoping

• Deeply understand each customers business and existing call workflows.
• Map their full tech stack: telephony dialer payment processors portals CRMs and the APIs connecting them
• Design call flow diagrams and interaction maps that translate customer workflows into precise agent behaviours
• Translate complex sometimes ambiguous requirements into clear actionable scopes for engineering

Deployment and Phased Delivery

• Own end-to-end delivery across multiple deployment phases
• Manage 4 to 6 concurrent deployments with strong project governance clear milestones and zero surprises for the customer
• Drive all customer-facing calls from kickoff through go-live with clarity confidence and follow-through

Agent Validation and Performance

• Design comprehensive scenarios covering happy paths edge cases and adversarial situations to ensure the agent is production-ready
• Conduct test calls alongside Agent Engineers to evaluate agent performance across real-world conditions
• Own the feedback loop: test identify gaps brief the Agent Engineer retest validate and approve

Post-Go-Live Ownership

• Stay close after launch: track agent KPIs surface performance issues manage post-production bugs and drive continuous improvement
• Lead phased expansion each new capability is a new deployment with its own scoping testing and go-live cycle
• Serve as the primary escalation point until the deployment reaches a stable handoff-ready state

Stakeholder Management

• Navigate multi-stakeholder customer environments: CXOs Operations Compliance IT and Tech teams each with different priorities and vocabularies
• Be the person customers trust - responsive on top of every commitment and always a step ahead
• Internally work across functions to unblock delivery and represent the customers reality

Who You Are

• 2 years of work experience in B2B SaaS consulting digital transformation or technical implementation
• Experience deploying or managing voice AI agents conversational AI or automation systems is a strong plus
• Familiarity with the US consumer finance or debt collections industry is a plus not a requirement
• You understand how APIs work can read a basic integration spec and can hold a credible technical conversation without being an engineer
• Youre the kind of person who anticipates problems before they surface and builds for them
• Strong communicator equally comfortable presenting to a CXO and working through an escalation path with an engineer
• You thrive in ambiguity and figure things out without waiting to be told how. This role comes with high ownership and low hand-holding by design
• Youll report to the Head of Customer Success and Implementations
• Youll be joining a growing deployment team
• Experience working with or for North American customers is preferred

What Youll Learn

• How to take AI agents from demo to production in one of the most regulated high-stakes industries in the US
• How to design and validate AI systems that are safe compliant measurable and commercially meaningful
• How enterprise telephony payment infrastructure and compliance requirements shape what AI can and cannot do in the real world
• How to operate at the intersection of product AI and mission-critical customer communication

Why Prodigal

• World-class team: Our team includes alumni of BCG Blackstone Meta Amazon Deloitte and EY and graduates of IIT IIM and BITS. Youll be pushed by people who are genuinely exceptional at what they do.
• Continuous learning: We sponsor training courses books and certifications. If you make a compelling case for something well back it.
• Health insurance: Full coverage for you and your family.
• Flexible schedule: We trust you to manage your time. We care about outcomes not clock-in times.
• Generous leave: No cap on vacation.. A rested mind is an effective mind.
• Food at the office: Meals are on us.
• Recreation and team activities: Football table tennis cooking sessions and the occasional Nimbu Pani challenge.

From day 1 Prodigal has been defined by talented humble and hungry leaders and we want this mindset and culture to continue to blossom from top to bottom in the company. If you have an entrepreneurial spirit and want to work in a fast-paced intellectually-stimulating environment where you will be pushed to grow then please reach out because we are looking to build a transformational company that reinvents one of the biggest industries in the US.

To learn more about us - please visit the following:

Our Story - shapes our thinking - website - Experience:

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