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Technical Program Manager

Redwood SoftwareOntario, CanadaEngineering
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Salary
$100K - $125K USD
Job type
Full-time
Posted
17 Aug 2026
Status
Open · checked 7d ago

About this role

The Technical Program Manager position at Redwood Software in Ontario, Canada, is an opportunity to lead end-to-end delivery health within a core product engineering group. This role suits an experienced professional who excels at partnering with engineering leaders, managing dependencies, and ensuring reliable enterprise-ready software releases.

Role Overview

In this senior position, the individual operates at the intersection of Product, Engineering, Platform, Support, and Go-To-Market teams. The focus is on driving delivery predictability, managing release readiness, and providing clear visibility to executive leadership. By collaborating closely with Engineering Directors, the professional enables technical quality while owning planning, governance, and cross-functional alignment.

Key Responsibilities

Drive roadmap milestone tracking and confidence reporting for all initiatives, leading path-to-green recovery planning when necessary.
Manage cross-team and platform dependencies while aligning scope, sequencing, and engineering capacity.
Facilitate high-stakes release readiness reviews, Go/No-Go decisions, and track risk indicators like defects and deployment health.
Design and optimize Jira workflows, delivery dashboards, and reporting systems to generate executive-ready reports.
Utilize AI tools to automate delivery workflows, reduce manual reporting overhead, detect risk patterns, and improve release documentation.
Oversee cross-functional stakeholder communication across Product, Sales, Customer Success, and Support to ensure transparent delivery timelines.
Continuously assess and evolve delivery processes to eliminate bottlenecks and implement lightweight governance frameworks.

Requirements

Bachelor’s degree in Computer Science, Electrical Engineering, Information Technology, or a related field, or equivalent experience.
At least 5 years of experience in Technical Program Management, Delivery Leadership, Consulting, or a similar high-impact enterprise SaaS role.
Proven background working within multi-team SaaS and on-prem product environments, managing complex enterprise software releases.
Strong foundational understanding of the modern Software Development Lifecycle (SDLC).
Advanced proficiency in Jira, including workflow configuration, dashboards, and reporting automation.
Comfort with diving deep into release details, technical tradeoffs, and deployment plans alongside strong data literacy.
Agile or SAFe certifications are preferred.

Skills and Tools

Technical Program Management
Enterprise SaaS Delivery
Jira Workflow Configuration and Dashboard Creation
Release Governance and Dependency Management
Agile and SAFe Methodologies
AI Tools for Workflow Automation and Risk Detection
Cross-Functional Stakeholder Communication

Salary and Benefits

Typical base salary range of CAD $100,000 to $125,000 annually.
Final compensation determined by individual skills, experience, and relevant qualifications.
Additional components such as company bonus, equity, or benefits may apply separately from the base salary range.

About the Company

Redwood Software provides a full stack automation fabric solution for mission-critical business processes. Operating as a leading orchestration platform for the autonomous enterprise, Redwood helps organizations automate and orchestrate workflows across ERP, hybrid cloud, data, and emerging agentic AI systems. Backed by 30 years of experience, the company serves more than 50% of the Fortune 50 and operates under core values that emphasize teamwork, customer success, curiosity, and ownership.

How to Apply

Interested candidates should visit the official Redwood Software careers page to submit their application for this position.

Questions candidates ask

What is the location of the Technical Program Manager job?

The position is located in Ontario, Canada.

What is the salary range for this role?

The typical base salary range is between CAD $100,000 and $125,000 annually, depending on skills and qualifications.

What experience is required for this position?

Candidates must have a bachelor's degree in a related technical field or equivalent experience, plus 5 or more years of experience in Technical Program Management, Delivery Leadership, or Consulting within enterprise SaaS products.

What tools and platforms are heavily used in this role?

Advanced proficiency in Jira is required, along with experience using AI tools to automate delivery workflows and detect risk patterns.

How should I apply for the role?

Candidates should apply directly on the official Redwood Software careers page.

Ready to apply?

The application is on the official Redwood Software careers page.

Apply on company site