Head of IT Engineering

CASH DEPOT LTD•Green Bay, WI
•$120,000 - $150,000•Onsite

About The Position

The Head of IT Engineering leads Cash Depot’s engineering organization across transaction switch development, ATM engineering and software, portals, APIs, database development, new products and services, and back-office application support. The role coordinates day-to-day engineering delivery across onshore and offshore teams and reports directly to the Chief Technology Officer. It leads the Switch, ATM, offshore application, and onshore application leads, as well as the IT Project Manager. The role translates business priorities into an engineering roadmap, staffing plans, and delivery commitments; develops technical leaders and teams; and owns engineering delivery, architecture, quality, security, and technical debt. It partners with IT Operations on production reliability and security, oversees project and vendor management, and works with the Head of AI & Automation to bring AI solutions into production while balancing existing engineering commitments. This is a full-time position located in Green Bay, Wisconsin, with a Monday through Friday schedule from 8:00 a.m. to 5:00 p.m. Occasional overtime may be required as business needs require.

Requirements

  • Demonstrated success managing multiple engineering teams and technical leads, including distributed or offshore development.
  • Strong software engineering and architecture background with production transaction systems, APIs, databases, integrations, and release practices.
  • Experience improving delivery predictability, quality, production support, team performance, and stakeholder communication.
  • Practical knowledge of secure development, automated testing, incident analysis, and managing engineering vendors or partners.
  • Relevant education or equivalent practical experience.
  • Proven ability to lead, coach, and develop technical leaders.
  • Ability to evaluate unfamiliar technical domains, ask rigorous questions, and make sound decisions alongside subject matter experts.
  • Strong architectural judgment focused on quality, security, and maintainability.
  • Clear communication skills, including explaining technical tradeoffs, risks, and investment needs to executives and business leaders.
  • Ability to balance strategic roadmap planning with hands-on delivery.
  • Comfort owning commitments and resolving dependencies across teams.
  • Curiosity and enthusiasm for bringing AI and automation into production.

Nice To Haves

  • Experience with payment switching, ATM platforms, transaction processing, and PCI-related development environments.
  • Hardware and software integration experience.

Responsibilities

  • Translate approved business priorities into an integrated engineering roadmap, staffing plan, and realistic delivery commitments.
  • Manage and coach technical leads, including an offshore team of about 15 and an onshore team of five developers.
  • Provide technical judgment across switch, ATM, and application systems, challenging designs and estimates in collaboration with domain experts.
  • Own engineering delivery, architecture, code quality, testing, secure development, maintainability, and technical debt priorities.
  • Set application ownership, support escalation, and permanent defect correction across onshore and offshore teams.
  • Establish build and deployment automation, release readiness, rollback plans, documentation, and development standards.
  • Partner with IT Operations on monitoring, capacity, incident response, production changes, recovery validation, and application performance.
  • Ensure audit, vulnerability assessment, and penetration test findings are prioritized, corrected, and verified.
  • Lead the IT Project Manager to maintain credible plans, make dependencies visible, and escalate issues early.
  • Manage engineering vendor performance and budget recommendations, and explain delivery tradeoffs, technical risks, and investment needs to the CTO and business leaders.
  • Partner with the Head of AI & Automation to dedicate engineering capacity to AI initiatives.
  • Own production integration, evaluation, technical quality, and support for AI solutions while balancing pilot work with existing commitments.

Benefits

  • Competitive compensation package
  • Profit Sharing Bonus Program
  • Comprehensive medical, dental, and vision benefits
  • Company-paid Life Insurance
  • Company-paid Short-Term Disability (STD)
  • 401(k) with company match
  • Paid time off and holidays
  • Direct partnership with the CTO and business leaders
  • Opportunity to shape the company's engineering roadmap and standards
  • Stable, growing organization with nationwide operations
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