Deployment strategist

Diligent; Greater London; On-site; GBP 60,000 - 90,000; Full time

Job summary

Diligent is helping fintechs and banks automate Anti-Financial Crime operations with AI agents. You will uncover customer problems, define success, and work with product and engineering to deploy our solution across banks, PSPs and fintechs in a fast-growing environment.

You’ll own outbound outreach, run discovery conversations and demos, and lead pilots from problem definition to measurable results. Office-based in London with occasional travel to customers.

Qualifications

• Outbound prospecting to build pipeline across banks, PSPs and fintechs.
• Lead discovery conversations and demos with senior decision makers.
• Own pilots and implementations from problem definition to rollout and measurable results.

Responsibilities

• Own pilots and implementations from initial problem definition through testing, iteration, rollout and measurable results.
• Map complex operational workflows and turn vague customer feedback into structured product requirements.
• Work with engineers to test solutions against real customer data and iterate quickly.
• Present deployment results and recommendations to senior customer stakeholders.

Skills

Outbound prospecting

Demos

Pilot deployments

Discovery conversations

Cross-functional collaboration

Job description

At Diligent, we are on a mission to help fintechs and banks automate and enhance Anti-Financial Crime operations with AI agents. Leading banks and payment companies use us to automate risk investigations across customer onboarding and ongoing monitoring in Europe, the Middle East, the US and Asia.

Our founders have built fraud and AML risk solutions protecting billions in transactions at some of Europe’s leading fintechs. We’re now using AI to rethink how financial institutions investigate customers, assess risk, and run compliance operations.

We already work with leading fintech unicorns and banks globally, are growing fast, and are looking for ambitious problem-solvers who want to help shape how AI changes financial crime operations.

THE ROLE

As a Deployment Strategist, you’ll sit at the intersection of customers, product, engineering and go-to-market.

Your job is to help us win new customers and then make those customers successful by turning messy, often vaguely defined problems inside a financial institution into successful deployments of our product.

• “Our transaction monitoring team team spends too much time reviewing alerts.”
• “We want to automate 60% of these investigations without increasing risk.”
• “Our customer fraud rates have spiked over the past 3 months and we want to reduce exposure”

Your role is to get underneath that problem.

You’ll understand the existing workflow, identify where the real bottlenecks are, work with the customer to define what success looks like, collaborate closely with our engineers to configure or extend the product, test it against real cases, diagnose where it fails, and drive the deployment until it creates measurable operational impact.

At the same time, you’ll be responsible for helping us create those opportunities in the first place. You’ll identify and reach out to target financial institutions, build relationships with senior decision-makers, run discovery conversations and demos, and turn initial interest into concrete deployments.

Typically, this looks like:

• [40%] New business acquisition: Own outbound prospecting and help build pipeline across banks, PSPs and fintechs. Research target accounts, cold call and run personalized outreach, qualify opportunities, lead discovery conversations, support demos and help move prospects from first conversation into a trial or deployment.
• [40%] Deployment strategy + customer success: Own pilots and implementations from initial problem definition through testing, iteration, rollout and measurable results. Dive deeply into customer workflows, policies, data and operational processes, define success metrics, diagnose what is preventing success, and work closely with customers and engineers to get deployments performing.
• [10%] Internal product + company building: Bring insights from the field back into our product roadmap, help identify recurring customer problems that should become scalable product capabilities, and contribute to the systems and processes we need as we grow.

You’ll work directly with compliance leaders, operations teams, product teams and executives at banks, PSPs and fintech unicorns.

No two days will look exactly the same. One morning you might be cold calling a Head of Financial Crime at a major bank. That afternoon, you could be analyzing why an active deployment is failing on a particular category of sanctions alerts, then sitting with our engineers to figure out what needs to change.

The core skill is going from an initially ambiguous customer problem to a concrete understanding of what matters, what needs to change, and how technology can create measurable impact.

5 days a week in our office near Blackfriars Bridge in London, with occasional travel to customers.

WHAT WE EXPECT

You’ll have significant autonomy from day one. We’ll expect you to operate as an extension of the founding team rather than someone waiting for a clearly defined task.

Within days

• Start driving outbound activity and generating new customer conversations.
• Join customer calls and understand how financial institutions actually run risk and compliance operations.
• Learn our product deeply enough to demonstrate it and investigate why it succeeds or fails on individual customer cases.
• Support active deployments and help unblock customers quickly.

Within weeks

• Own a meaningful part of our outbound pipeline, from target account research and cold outreach through discovery and trial.
• Take ownership of a customer deployment from problem definition through successful rollout.
• Map complex operational workflows and turn vague customer feedback into structured product requirements.
• Work directly with engineers to test solutions against real customer data and iterate quickly.
• Present deployment results and recommendations to senior customer stakeholders.

Within months

• Consistently generate and progress new commercial opportunities.
• Run multiple strategic customer deployments independently.
• Become a trusted advisor to senior leaders at our customers.
• Identify recurring customer problems that should become scalable product capabilities.
• Help shape our product roadmap based on what you see in the field.
• Expand successful deployments into new workflows, teams and business units.
• Help us refine how Diligent sells, deploys and scales its technology globally.

ABOUT YOU

Experiences we look for

• 1–3 years in a high-intensity environment such as a VC-backed startup, management consulting, investment banking or a highly operational technology company.
• Early startup experience where you worked directly with customers and product or engineering teams.
• A strong analytical background combined with evidence that you like building and doing, not just analyzing.
• A top university plus unusually impressive extracurricular projects, businesses or side hustles.
• Experience with technical products, data, automation or AI is a strong plus.

Characteristics we look for

• Hungry and driven: Early-stage startups are intense, this is not a 9to5 job. You want responsibility, fast learning curves and problems where there isn’t already a playbook.
• Extremely curious: You’re not satisfied with the first explanation of a problem. You keep digging until you understand how the workflow actually works, why it breaks, and what would genuinely improve it.
• Commercially hungry: You enjoy creating opportunities from nothing. You are comfortable picking up the phone, getting ignored, trying again, and figuring out how to get the attention of senior people.
• Structured problem solver: You can take an ambiguous objective, break it into hypotheses and workstreams, identify the highest-leverage issues and drive toward a measurable result.
• Technically curious: You’re comfortable getting close to APIs, data, AI systems and product architecture.
• High emotional intelligence: You can move comfortably between an operations analyst, an engineer and a C-level executive, understanding what each person cares about.
• A true owner: If something is stopping a deal or deployment from succeeding, you feel responsible for figuring out why and getting it solved.
• Low ego and highly hands-on: You care more about solving the problem than about whose job something technically is.

INTERVIEW PROCESS

We want the interview process to resemble the actual job as closely as possible.

• Founding GTM Lead meet-and-greet (30 mins): Understand the company, role and what motivates you.
• Deployment work trial (60–90 mins): Work through a real customer problem. Diagnose the workflow, identify what matters and propose how you would approach the deployment.
• Team session (in office): Meet our Cofounder & CEO, engineers and the wider team.
• References + offer: Ideally over dinner.