Senior Director, Engineering - ICM

New
J
JobgetherEnterprise SaaS
Based in the United StatesFull-TimeDirector
SalaryAnnual On-Target Earnings (OTE) ranging from $237,440 to $373,630 USD across North America. For candidates based in Toronto, Canada, the disclosed range is $237,440 to $317,094 USD.
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Job Details

Experience
At least 15 years of professional software engineering experience, including 6 or more years leading engineering managers and multi-team engineering organizations.
Required Skills
Artificial IntelligenceMachine LearningSoftware ArchitectureSoftware Engineering

Requirements

  • At least 15 years of professional software engineering experience.
  • At least 6 years leading engineering managers and multi-team engineering organizations.
  • Proven experience building, scaling, and leading high-performing engineering teams in complex technology environments.
  • Experience owning software products end to end, from technical strategy and architecture through development, deployment, and ongoing optimization.
  • Experience scaling enterprise software while maintaining reliability, performance, security, and maintainability.
  • Hands-on experience delivering AI- and machine learning-powered product capabilities, ideally involving Large Language Models (LLMs).
  • Understanding of AI product evaluation, quality measurement, monitoring, and continuous improvement.
  • Strong technical expertise in software architecture, infrastructure, system reliability, scalability, and developer experience.
  • Ability to provide strategic technical direction while engaging with engineers on complex architectural decisions.
  • Experience collaborating with Product and Design teams and prioritizing customer outcomes and business value.
  • Experience developing managers, establishing clear ownership, and adapting team structures to business requirements.
  • Experience in enterprise B2B SaaS, financial technology, incentive compensation management, or sales performance management is an advantage.

Responsibilities

  • Define and own the engineering strategy and technical roadmap for the ICM product.
  • Guide the product’s evolution toward AI-native capabilities across compensation plan design, calculations, payout workflows, and other customer-facing processes.
  • Establish quality assurance, testing, and evaluation frameworks for reliable AI-powered features.
  • Oversee complex enterprise systems where calculation accuracy, data integrity, performance, and reliability are critical.
  • Guide architectural decisions and technical investments, balancing delivery speed with scalability, maintainability, resilience, and product quality.
  • Recruit, develop, and mentor engineering managers and senior technical leaders.
  • Design and evolve engineering team structures, ownership models, and operating processes.
  • Align Engineering, Product, Design, Go-to-Market, and executive stakeholders around priorities and product delivery.
  • Improve engineering productivity through AI-powered development tools, automation, and modern practices.
  • Oversee operational reliability and participate in critical production issue escalation and the required after-hours on-call rotation.
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Annual On-Target Earnings (OTE) ranging from $237,440 to $373,630 USD across North America. For candidates based in Toronto, Canada, the disclosed range is $237,440 to $317,094 USD.
Apply Now