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Paddle is a Merchant of Record platform serving over 5,000 software sellers globally, backed by KKR, FTV Capital, Kindred, Notion, and 83North. The company simplifies payments infrastructure for digital product companies across 245 territories.
You will lead Paddle's IT team, balancing strategic leadership with hands-on technical work. This role requires operating at two levels simultaneously: setting IT strategy, managing budget and vendor relationships, and developing people, while remaining willing to engage directly with complex technical challenges.
Key responsibilities include:
- Lead, coach, and develop a lean team of IT engineers, setting priorities, unblocking problems, and stepping in hands-on for complex or escalated issues
- Own Okta identity and access management for the business, including lifecycle management, integrations, and day-to-day administration for joiners, movers, and leavers
- Own macOS and Apple device management and endpoint tooling across the business, ensuring security by default with low friction for employees
- Drive adoption of data, automation, and AI across IT operations to identify where tooling and agents can remove manual work and evolve team operations
- Set and own IT's operating rhythm, including support tooling, SLAs, and metrics that demonstrate functional improvement
- Manage IT budget and vendor portfolio, evaluating spend, negotiating commercial terms, and ensuring efficient SaaS estate management across departments
- Implement and maintain baseline security and resilience practices for IT-owned systems (CIS Benchmarks, patching, disaster recovery), partnering with the Security team on security engineering matters
- Act as conduit between IT and the business, translating department needs into IT capabilities
Paddle offers a digital-first, hybrid work environment with unlimited holidays, 4 months paid family leave, stock options, private healthcare, and an annual learning fund.
REQUIREMENTS:
- Proven track record leading or managing a technical IT team with demonstrated ability to develop people and deliver outcomes
- Strong systems administration and infrastructure fundamentals; technically credible as an escalation point for complex issues
- Hands-on production experience running an IAM platform, ideally Okta, including lifecycle automation and integrations
- In-depth knowledge of macOS and Apple hardware, ideally in corporate/enterprise environments (Jamf or equivalent)
- Demonstrated excitement about AI and automation as operational leverage tools, with examples of using them or data/workflows to change team operations
- Ability to manage budgets and vendor relationships commercially: evaluating cost, negotiating terms, maximizing tool/platform value
- Experience running IT projects end-to-end from scoping through delivery and stakeholder reporting
- Understanding of core security and compliance fundamentals sufficient to implement and maintain them
- Clear communication skills, adapting messaging for technical peers and non-technical senior stakeholders
- Strong leadership under pressure (incidents, competing priorities, escalations)
