Director of Engineering

Location: Remote (United States)

Department: Engineering

Location: Remote (U.S.)

Employment Type: Full-time

Department: Engineering

Reports to: Managing Partner

Why This Role Matters

Cardiffs edge is how quickly we can convert a lead into a funded customer. Today our average turnaround is 24 business hours; our goal is minutes, through automated systems with human-in-the-loop oversight. We have the projects, the budget, and the stakeholders lined up to get there. What we need is one person accountable for the whole department: for what ships, when it ships, and whether it holds up in production.

This is the senior technology role at Cardiff, and it is a hands-on job rather than a strategy seat. You will run the engineering department day to day, carry the delivery dates yourself, and build alongside the team when thats the fastest way to unblock them.

How We Build

We are all in on AI, and we mean it structurally rather than as a tool choice.

Software factory. Were building an engineering organization where agents do the mechanical work of software; specification, implementation, testing, review, and deployment run as orchestrated loops, and engineers spend their time on judgment, architecture, and correctness. We want the departments output measured in systems shipped per month, not story points per sprint.

Agents end to end. Our production agents already talk to customers over SMS and email, work renewals and win-back campaigns, and take internal workflows off peoples plates. The next step is agents that carry a process from trigger to funded outcome, with the loops, tool use, evals, and human checkpoints to be trusted with it.

Knowledge graph and total intelligence. Cardiffs institutional knowledge is scattered across Salesforce, Snowflake, email, Slack, Zoom, and documents. Were consolidating it into a queryable graph so that any agent or any person can get the full picture of a merchant, a deal, or a decision in one call. Every system you build should feed that graph rather than create another island.

Adopt before you build. Where the work isnt core IP, a strong open-source project beats owning the support and upgrade burden of a homegrown clone; Buzz, the agent-native workspace Block open-sourced, is the kind of thing wed rather adopt and extend than rebuild.

If that philosophy is one youve already been living, this role is a place to run it at full speed with real budget behind it. If it reads as aspirational to you, this isnt the right seat.

The Role

You own Cardiffs engineering department: the in-house engineering team, our outside contractors and offshore Salesforce developers, and the vendor relationships our roadmap depends on. You report to the Managing Partner and sit on the leadership team alongside operations, sales, underwriting, marketing, and finance; those departments are your internal customers.

Youll set the delivery cadence, decide what gets built and what gets bought, keep production healthy, and be the single person the business goes to for a straight answer on status. The team is small and senior. Expect roughly 60% leading (planning, prioritization, review, unblocking, hiring) and 40% building; the ratio shifts toward building when were behind.

Cross-department program management runs in parallel to you rather than under you, and underwriting decisioning is owned by a dedicated hire who works directly with the Underwriting department. Youll partner with both; you wont be carrying their calendars.

What Youll Own

• Delivery. Every committed date in the department, including the ones you inherit
• The team. Hiring, onboarding, one-on-ones, performance, and growth for in-house engineers and contractors; youll inherit an open Senior Full-Stack Engineer (AI-Native) req and run that search
• The platform. Our Salesforce/Fundingo core, the Cardiff API, Snowflake, cloud infrastructure, and the migration path off legacy systems
• AI products in production. Customer-facing agents for collections, renewals, and win-back campaigns, plus internal agents that take work off peoples plates
• The knowledge layer. The graph and the pipelines that feed it, and the standard that new systems connect to it
• Vendors. Technical evaluation, integration ownership, and honest reporting on whether a vendor is earning its invoice
• Production quality and security. Uptime, data integrity, access control, and the incident response when something breaks

What Success Looks Like

First 30 days: Youve met every stakeholder, inventoried whats in flight, and given the Managing Partner a written assessment of each project: real status, real risk, and a date youre willing to be held to. Youve told us at least one thing were doing that youd stop.

First 90 days: A weekly delivery rhythm the business can see without asking for it. At least two stalled projects either shipped to production or formally killed. One agent-built workflow running end to end with the evals and human checkpoints to prove its safe. Your first hire in process.

First year:

• Measurable movement on time-to-fund, with the automation to show for it
• A team that ships on a predictable cadence, where the engineers are visibly better than when they joined
• The knowledge graph in real use, with agents and people querying it instead of hunting through five systems
• A roadmap the business trusts, because the last three quarters of commitments landed
• Systems that stay up, and a technology spend you can defend line by line

What Youll Do

• Run planning and prioritization with the department heads, and say no when the answer is no
• Give proactive status: the business hears about slipped dates from you, on the day you know, not from asking
• Design and operate agent systems: orchestration loops, multi-step tool use, retrieval against the graph, evals, and the human checkpoints that make them safe to run on customers
• Review code and architecture, and stay close enough to production to know when an AI-generated pull request is wrong
• Manage the offshore and contract developers to the same standard as the in-house team
• Build against our stack: Salesforce, Snowflake, Gmail, Zoom, Slack, Twilio, and internal tools
• Make AI tooling the departments default way of building, and hold the line on reading what it produces before it ships
• Ship a working v1 today and improve it Monday, instead of a perfect v1 a month from now
• Own the incident when something breaks in production, including the write-up afterward

What Were Looking For

• 8+ years building production software, with 3+ years managing engineers directly; youve run a team of 4 or more
• A track record of hitting dates on projects you owned, and a clear story about a date you missed and what you did about it
• Still technical: youve written and shipped production code in the last year, and you can read a pull request and catch whats wrong with it
• Agent systems in production, not prototypes: orchestration loops, graphs, multi-step tool use, multi-agent patterns, RAG over real data, and evals you actually run
• Coding agents as your primary way of building; Claude Code, Cursor, Codex, or similar, with a recent example of delivering something 3–5x faster than you could have without them
• Range across the stack: Python, modern JavaScript/TypeScript, SQL, REST/GraphQL, and cloud deployment (AWS preferred)
• Build-vs-adopt judgment: fluent enough in the open-source AI ecosystem to reach for a strong community project rather than hand-rolling what already exists
• Communication discipline: you escalate early in writing, and your stakeholders always know where things stand

Nice to have:

• Knowledge graphs, entity resolution, or unified data layers built for machine consumption
• Fintech, lending, payments, or another regulated data environment
• Salesforce APIs, Snowflake, or replacing a CRM-as-application architecture
• Contributions to open-source AI projects
• Experience as the most senior technical person in a small company

We weigh what youve shipped in the last 90 days more heavily than the brand on your resume. A builder with a public track record of working agent systems beats a longer tenure that stopped at experimentation.

Who Does Well Here

You ship: a rough v1 in production beats a polished v1 in staging. Youre fine with priorities that move. When something is blocked, you say so the same day, in writing, with what you need.

You know the frontier better than we do. Were not looking to teach you the latest capabilities; were looking to be wowed, and to learn from you.

You want ownership, and you understand what comes with it. Youll have direct access to the Managing Partner, a real budget, and the authority to make technology decisions. Youll also be the person who answers for the outcome.

This Role May Not Be a Fit If You

• Want a strategy or advisory seat rather than accountability for delivery
• Have been out of the code long enough that youd need someone to translate a pull request for you
• Prefer structured corporate environments with clear lanes and layers between you and the business
• Solve problems offline and come back with results, instead of communicating while you work
• Use AI tools to assist your old workflow, rather than having rebuilt your workflow around them

Compensation and Benefits

• Base salary from $180,000, with room above it for the right person
• Performance bonus of up to 30% of base, tied to delivery and business outcomes
• Medical, dental, and vision coverage
• 401(k) plan
• Flexible PTO and observed holidays
• Remote-first, with support for your home-office setup
• Direct access to leadership and to the problems that matter

How to Apply

Email AI-Eng@cardiff.co with:

• A 2–3 minute video introducing yourself and walking us through a team you built and what it shipped
• A link to your GitHub
• An agent system youve put in production: what it does, how its orchestrated, and how you know it works
• A specific project you owned and delivered, with the committed date, the actual date, and what happened in between

Cardiff, Inc. is an Equal Opportunity Employer. We are committed to creating a diverse and inclusive workplace and do not discriminate on the basis of race, color, religion, sex, national origin, age, disability, veteran status, sexual orientation, gender identity, or any other characteristic protected by applicable law.

About the Company

About Cardiff

Cardiff lends to small businesses. Since 2004 weve funded more than $12 billion across the country, to businesses in logistics, healthcare, construction, professional services, and plenty in between. Were building our own underwriting technology, and we still answer the phone; our customers need capital fast, and they want a straight answer from a person who can actually help.