About the role

Aplyr's Quick Take

This role is about leading the internal engineering teams that support Pleo's operational technology, focusing on systems like identity management, security, and internal tools. It's a senior leadership position that requires a blend of technical expertise and strategic vision, reporting directly to the CTO.

Good fit

Ideal candidates will have extensive experience in engineering leadership, enterprise architecture, and a background in operational technology. A collaborative and strategic mindset is essential for success in this role.

Worth noting

The role emphasizes a strong partnership with various departments, indicating a need for excellent communication skills. The company culture appears to value innovation and adaptability, which could be appealing to candidates looking for a dynamic work environment.

Messy spend management is tricky business. And tedious processes are a lose-lose situation for all involved, not just finance. At Pleo, we're changing that. We build spend solutions that make managing money seamless, empowering, and surprisingly effective for finance teams and employees alike—with a vision to help all businesses ‘go beyond’.

The word ‘Pleo’ actually means ‘more than you’d expect’, and living by that mantra has been the secret to our success over the last 10 years.

Now, we’re at a pivotal moment in our journey; every move we make has a direct impact on our 40,000+ customers, our business, and our collective success. We need people who take pride in uncovering customer needs, who turn complex problems into simple solutions, challenge the way things are done (respectfully), and always aim high. With great ambitions driving us forward, we can’t say we’ve got this whole thing figured out. And frankly, that’s half the fun! What we can say is that we’re a driven, progressive, and, importantly, a kind bunch of 850+ people from over 100 nationalities, all committed to delivering the future of business spending, together.

About The Role

We are seeking a Director of Enterprise Engineering to lead the teams responsible for building and operating the internal technology foundations that power how our company works. This leader will oversee our internal engineering capabilities across identity and access, enterprise security engineering, commercial systems (eg Hubspot, Clay, etc), people systems (eg HiBob), finance systems (eg Netsuite), business system integrations, internal tools, and employee technical operations (TechOps).

You will drive a vision for world-class internal platforms that increase productivity, strengthen security, reduce operational friction, and scale with the company’s growth. This role blends engineering leadership, systems thinking, enterprise architecture, and deep partnership with Security, Product, Finance, People, and GTM teams.

This is a high-impact role at the intersection of technology, operations, and security, ensuring our internal environment matches the quality and resilience we expect in our customer-facing products.

This role reports directly to the CTO.

Responsibilities:

Define and execute a multi-year strategy for Enterprise Engineering, aligned with the company’s stakeholders, security, compliance, and scalability goals
Drive an “internal product mindset”—treating employees as users and delivering high-quality internal experiences
Lead the development of internal applications, portals, and workflow automation that support GTM, Finance, People, Risk, Support, and Operations teams
Drive integrations across key business systems (CRM, BI, billing, payment rails, HRIS, ERP, etc.)
Reduce manual operational effort through automation, workflow orchestration, and enterprise integration platforms
Take us from our current great tech stack to a best-in-class stack in terms of overall cost, rapid growth enablement and process innovation, improving our profitability through efficiency (incl democratization of AI)
Lead on our enterprise architecture helping to connect our third party solutions to our internal data platform and (where appropriate) our product platform
Collaborate closely with Security, Compliance, and Risk teams to ensure regulatory compliance (SOC2, ISO27001, GDPR, PCI, DORA, EBA)
Lead Pleo through a maturation journey, as we head towards a potential IPO, especially with regards to provisioning, onboarding and offboarding
Scan the horizon, identifying emerging technologies and evaluating partnerships to drive growth

Qualifications:

Ability to translate between business needs and technical requirements, and excel at stakeholder management and partnering across the company
Strong knowledge of best practices and what good look likes for an organization of our size and scale
Experience in balancing trade offs when selecting, procuring, implementing and running technical off-the-shelf solutions
Comfortable taking a mostly “buy”-focused approach, focusing the software engineering capacity of the team on integrating solutions together well and favouring configuration, rather than over-customising
In-depth knowledge of application infrastruc

Skills & Tags

go ai data product

Aplyr's read

Pleo revolutionizes business expense management with innovative financial technology, attracting tech-savvy professionals eager to streamline financial processes in dynamic environments.
Synthesized from recent postings & public sources

What's promising

•Pleo offers a cutting-edge platform for expense management, appealing to tech enthusiasts.
•The company is expanding rapidly, hiring across engineering, product, and operations roles.
•Pleo's focus on innovation includes roles like Staff Engineer in GenAI Core.

What to watch

•Pleo operates in a competitive fintech market with numerous similar solutions.
•The company's rapid growth may lead to scaling challenges internally.
•Limited public information about Pleo's financial stability and long-term profitability.

Why Pleo

•Pleo's smart company cards simplify expense tracking, offering a unique edge.
•The platform integrates seamlessly with accounting systems, enhancing user experience.
•Pleo's emphasis on design systems and GenAI indicates a forward-thinking approach.

Aplyr’s read is generated by AI from public sources. Was it useful?

About Pleo

Pleo

pleo.io

View company

Pleo is a financial technology company that provides smart company cards and expense management solutions for businesses. Their platform simplifies expense tracking and management, allowing companies to gain better control over their spending and streamline financial processes.