Director of Engineering

LegitScript; Northern (KY); Hybrid; USD 180,000 - 230,000; Full time

Benefits offered by this job

Competitive compensation

Flexible work options

Job summary

LegitScript is seeking a Senior Director of Engineering to lead through engineering managers, set standards, and ensure the software commitments ship reliably. You will own feasibility, approach, and cost across squads, drive architectural direction, and partner with product leadership to distinguish product intent from technical execution.

You will reduce maintenance drag, elevate reliability, and build a strong technical bench through coaching engineers and managers, while defining health

Qualifications

• 10+ years in software engineering with 4+ years leading engineers or managers.
• Experience delivering complex B2B software, ideally SaaS, fintech, regtech, or related domains.
• Experience owning delivery across multiple teams with capacity planning and forecasting.
• Credibility in estimation and ability to fix systems with bad estimates.
• Strong collaboration with product leadership and clear boundary between product intent and technical execution.
• Depth in architecture, API/integration design, and data modeling with discernment to defer when needed.

Responsibilities

• Own delivery across squads, including capacity planning, forecasting, and visibility into commitments.
• Support feasibility, approach, and cost for co-signed bets from engineering.
• Sequence work, surface risk early, and convert slips into informed decisions.
• Set engineering quality standards: design reviews, code reviews, testing, and documentation.
• Own reliability, monitoring, and incident response for services run by squads.
• Partner with staff engineers on architecture direction and shared platform alignment.
• Reduce operational toil through automation, replatforming, and debt visibility for funding.
• Lead and grow engineering managers, managing hiring, performance, and career development.
• Develop tech leads and senior engineers for a strong technical bench.
• Define and track engineering health metrics: delivery predictability, cycle time, deployment frequency, time to recovery.
• Report progress, risk, and trade-offs with clarity to leadership, product, and executives.

Skills

Team leadership

Delivery management

Architectural judgment

Communication to executives

Cross-team collaboration

Estimating and planning

Education

Bachelor's degree in computer science or related field

Job description

At LegitScript, we are passionate about making the internet and payment ecosystems safer and more transparent. We help companies of all sizes keep their services legal and safe for consumers. To do this, LegitScript combines big data with the world’s leading team of experts skilled in highly regulated and complex sectors, including transaction laundering detection, pharmaceuticals, online gambling, and more.

The result? Unmatched accuracy and deep risk analysis that identifies which commercial entities play by the rules, and which do not. Our diverse industry partnerships provide unique insights that keep businesses and governments at the forefront of emerging trends. That’s why LegitScript is trusted by the world's largest search engines, internet platforms, payment companies, and regulatory agencies.

Overview:

A plan is only as good as the team that can build it. At LegitScript, the Director of Engineering owns that team. You will lead through engineering managers, set the standard your squads build to, and make sure the software LegitScript promises actually ships. This is a senior technical leadership role: your judgment shapes architecture, estimates, and technical direction, but your leverage comes from the managers and technical leaders you develop, not the code you write yourself.

You will own the integrity of what engineering promises. Every commitment carries an engineering manager's signature on feasibility, approach, and cost, and that signature has to hold up in delivery. You will reduce the drag of maintenance work, make technical debt visible enough to compete for priority on its own merits, and build a reliability practice that keeps on-call sustainable. You will partner as a peer with product leadership, drawing a clean line between what gets built and how it gets built, so every trade-off is a real decision instead of a surprise.

What You'll Do:

• O wn delivery across your squads, including capacity planning, forecasting, and clear visibility into where every commitment stands.
• Stand behind the engineering side of every co-signed bet: feasibility, approach, and cost.
• Sequence technical work, surface delivery risk early, and turn a slipping commitment into a decision rather than a surprise.
• Set and hold the standard for engineering quality, including design review, code review, testing, and documentation.
• Own reliability, monitoring, and incident response for the services your squads run, and keep on-call sustainable.
• Partner with staff engineers on architecture direction, and make sure squads build on the shared platform rather than around it.
• Reduce operational toil through automation, replatforming, and retirement, and make technical debt visible enough to get funded.
• Lead, coach, and grow engineering managers, owning hiring, performance, and career development.
• Develop tech leads and senior engineers, building a strong technical bench in every squad.
• Define and track engineering health metrics, including delivery predictability, cycle time, deployment frequency, and time to recovery.
• Report progress, risk, and trade-offs to engineering leadership, product, and the executive team with clarity and a clear point of view.

What You'll Bring:

• 10+ years in software engineering, including 4+ years leading engineers, with demonstrable experience leading through other managers or senior technical leaders.
• A track record of delivering complex B2B software, ideally in SaaS, fintech, regtech, compliance, trust and safety, or another domain where accuracy and defensibility matter as much as speed.
• Experience owning delivery across multiple teams at once, including capacity planning, forecasting, and dependency management.
• Credibility on estimation, with a track record of commitments that held and a clear view of how to fix a system that produces bad estimates.
• Experience partnering with a product counterpart as a peer, with a clean boundary between product intent and technical execution.
• Technical depth to evaluate architecture, API and integration design, and data modeling decisions, along with the judgment to know when to defer.
• Experience consuming a shared platform or paved road rather than building parallel infrastructure per team.
• Strong command of reliability practice, including observability, incident response, and sustainable on-call.
• Experience hiring, growing, and retaining strong engineers and engineering managers.
• Excellent written and verbal communication, with the ability to explain a technical trade-off to an executive, a product partner, and an engineer in the same document.
• A bachelor's degree in computer science or a related field, or equivalent practical experience.

Preferred:

• Experience in products that combine software automation with expert human review, including human-in-the-loop decision systems.
• Domain experience in payments, healthcare, pharmaceuticals, supplements, financial crime, marketplaces, or advertising platforms.
• Experience delivering complex, operations- and customer-facing applications on the Salesforce platform.
• Experience in an organization moving to standardized, containerized deployment, delivered incrementally rather than through a single cutover.
• Experience managing external consultancies with a deliberate plan to internalize ownership.

We succeed together, care deeply, stay curious, and inspire trust — and we look for those qualities in the people we hire. LegitScript offers competitive compensation, flexible work options, and a team that's genuinely invested in your success. If our mission resonates with you, we'd love to hear from you.

This job description is not designed to cover or contain a comprehensive listing of all activities, duties or responsibilities that are required of the employee. Duties, responsibilities and activities may change or new ones may be assigned at any time with or without notice.

Please note that visa sponsorship is not available for this position. We cannot support international remote work.