Redwood Software

HQ
Frisco
Total Offices: 5
505 Total Employees
Year Founded: 1993

Redwood Software Benefits Overview

Compensation + Benefits

Offers 401(K)

Offers life insurance

Offers company equity

Offers dental insurance

Offers health insurance

Offers Health Savings Account (HSA)

Offers Flexible Spending Account (FSA)

Offers vision insurance

Offers generous parental leave

Work-Life Balance + Wellbeing

Offers generous PTO

Provides paid sick days

Provides paid holidays

Provides bereavement leave

Company Culture

Offers a remote work program

Software • Automation
Principal Software Engineer leading architecture and implementation of resilient, low-latency distributed systems for the RunMyJobs platform. Responsibilities include technical strategy, full-stack development, AI-assisted software development, CI/CD and observability, code and design reviews, quality improvement, troubleshooting, and mentoring. The role requires expertise in Java, microservices, cloud platforms, containers, frontend technologies, databases, automated testing, and AI developer tools, with broad technical ownership but no direct people management.
6 Days AgoSaved
In-Office
Toronto, ON, CAN
Software • Automation
Leads multiple software development teams building Redwood’s enterprise SaaS automation platform. Responsibilities include technical leadership, distributed-system architecture, engineering process improvement, Agile delivery, cloud-native development, CI/CD and observability, AI-assisted software development, hiring, mentoring, capacity planning, and engineering KPI reporting. The role partners with product, sales, customer success, and executive stakeholders to align engineering priorities and scale resilient, fault-tolerant Java-based services.
7 Days AgoSaved
In-Office
Toronto, ON, CAN
Software • Automation
Leads global Customer Success operations and customer education strategy, including lifecycle processes, governance, KPIs, customer health, learning programs, technology platforms, Voice of the Customer, and cross-functional executive initiatives. Builds scalable operating models, manages vendors and budgets, and develops multidisciplinary teams to improve onboarding, adoption, customer proficiency, retention, satisfaction, and long-term customer value across enterprise SaaS customers.