---
title: 'Technical Program Manager at Redwood Software'
canonical: 'https://feeny.ai/job/technical-program-manager-redwood-software-ontario-vkjwzmn4g7y0'
type: 'job'
last_seen: '2026-09-07'
---

# Technical Program Manager at Redwood Software

- **Company:** Redwood Software
- **Location:** Ontario, Canada
- **Posted:** 2026-08-17
- **Last confirmed live:** 2026-09-07
- **Apply:** https://job-boards.greenhouse.io/redwoodsoftware/jobs/4369017009

## Job description

## OUR MISSION

At Redwood, we empower our customers with lights-out automation for their mission-critical business processes. At Redwood, we empower our customers with lights-out automation for their mission-critical business processes.

## ABOUT US

Redwood Software is the leader in full stack automation fabric solutions for mission-critical business processes. Redwood Software is the leading orchestration platform for the autonomous enterprise, driving business transformation at the lowest total cost of ownership. Redwood empowers organizations to intelligently automate and orchestrate mission-critical business and IT processes across complex ERP, hybrid cloud, data and emerging agentic AI systems. Through its SaaS-first automation fabric—with AI embedded across the automation lifecycle—Redwood accelerates the path to autonomous operations. Backed by 30 years of experience and trusted by more than 50% of the Fortune 50, Redwood helps organizations unlock human potential to focus on innovation, growth and what’s next.

## CORE VALUES

- One Team. One Redwood
- Make Your Own Weather
- Obsess over Customer Success
- Work the Problem
- Be Curious
- Own the Outcome
- Respect Each Other

We are hiring a high-impact Technical Program Manager (TPM) to own end-to-end delivery health within a product area. This is a senior role embedded within a core product engineering group. You will partner with the Engineering Directors as your peer enabling engineering leaders to focus on technical quality while the TPM will own planning, governance, and stakeholder visibility and be the critical link ensuring our roadmap commitments translate into high-quality, enterprise-ready releases.

You will operate at the intersection of Product, Engineering, Platform, Support, and Go-To-Market teams, and be directly accountable for delivery predictability, release readiness, dependency management, and executive visibility. This role demands a combination of strategic systems thinking and hands-on technical execution.

End-to-End Delivery & Program Health

- Drive roadmap milestone tracking and confidence reporting for all initiatives.
- Lead "path-to-green" recovery planning for at-risk programs to restore predictability.
- Identify, manage, and mitigate cross-team and platform dependencies.
- Ensure alignment between scope, sequencing, and engineering capacity.

Release Governance & Readiness

- Lead high-stakes release readiness reviews and Go/No-Go facilitation.
- Ensure all necessary technical, operational, and customer enablement components are ready for launch.
- Track and report on release risk indicators (defects, rollback risk, deployment health).
- Drive continuous improvement of release processes to enhance enterprise reliability.

Technical Delivery Operations

- Design and optimize Jira workflows, delivery dashboards, and reporting systems.
- Build and maintain milestone, dependency, and risk tracking tools.
- Create executive-ready reporting based on data, not anecdotes.
- Hands-on experience using AI tools to automate delivery workflows, reduce manual reporting overhead, and improve operational efficiency
- Proactively use AI to detect delivery risk patterns and improve release documentation workflows.

Cross Functional Stakeholder Management

- Own cross-functional stakeholder communication across Product, Engineering, Sales, Customer Success, and Support
- Ensure all parties have accurate, timely visibility into delivery commitments and release status.
- Represent the engineering delivery organisation in customer and client-facing conversations where expectation setting is required.

Executive Transparency

- Produce clear, forward-looking delivery health updates for senior leadership.
- Present detailed risk heatmaps and mitigation plans to executives.
- Partner with Engineering Directors on key engineering health metrics.

Continuous Improvement & Process Evolution

- Continuously assess, evolve, and implement delivery processes to reflect the changing needs and maturity of each product line
- Identify bottlenecks, inefficiencies, and gaps in current ways of working and drive targeted improvements with measurable outcomes
- Introduce and embed lightweight governance frameworks that scale with the team without adding unnecessary overhead

## What You'll Bring

- Bachelor’s degree in Electrical Engineering, Computer Science, Information Technology, or a related field or equivalent experience
- 5+ years of experience in Technical Program Management, Delivery Leadership, Consulting, or a similar high-impact role, preferably in enterprise, SaaS products
- Proven experience operating within multi-team SaaS and On-prem product environments.
- Demonstrated success in managing complex, enterprise software releases, preferably Agile or SAFe certifications.
- A strong, foundational understanding of the modern Software Development Lifecycle (SDLC).
- Advanced proficiency in Jira (workflow configuration, dashboards, and reporting automation).
- Comfortable diving deep into release details, technical tradeoffs, and deployment plans.
- Experience building complex delivery dashboards and portfolio health reporting.
- Strong data literacy and ability to translate metrics into actionable insight.

## THE LEGAL BIT

Redwood is an equal opportunity employer. Redwood prohibits unlawful discrimination based on race, colour, religion, sex, gender identity, marital or veteran status, age, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member), sexual orientation, pregnancy or any other consideration made unlawful by regional or local laws. We also prohibit discrimination based on a perception that anyone has any of those characteristics or is associated with a person who has or is perceived as having any of those characteristics. All such discrimination is unlawful and will have a zero tolerance policy applied to it.

Redwood will comply with all local data protection laws, including GDPR when it comes to the handling and processing of personal data. Should you wish for us to remove your personal data from our recruitment database, please email us directly at Recruitment@Redwood.com

If you like growth and working with happy, enthusiastic over-achievers, you'll enjoy your career with us!

## THE LEGAL BIT

Redwood is an equal opportunity employer. Redwood prohibits unlawful discrimination based on race, colour, religion, sex, gender identity, marital or veteran status, age, national origin, ancestry, citizenship, physical or mental disability, medical condition, genetic information or characteristics (or those of a family member), sexual orientation, pregnancy or any other consideration made unlawful by regional or local laws. We also prohibit discrimination based on a perception that anyone has any of those characteristics or is associated with a person who has or is perceived as having any of those characteristics. All such discrimination is unlawful and will have a zero tolerance policy applied to it.

Redwood will comply with all local data protection laws, including GDPR when it comes to the handling and processing of personal data. Should you wish for us to remove your personal data from our recruitment database, please email us directly at Privacy@Redwood.com

## About Redwood Software

## Company Overview
- **One-liner**: Redwood Software provides an autonomous enterprise AI orchestration platform that automates and orchestrates mission-critical business and IT processes across hybrid cloud, ERP, and agentic AI systems.
- **Entity Type**: Private (owned by Vista Equity Partners; previously funded with $382.5M)
- **Headquarters**: Vienna, Virginia, United States
- **Founded**: 1993
- **Founders**: Not publicly available

## Core Business
- **Primary industry**: Enterprise automation and orchestration (IT process automation, business process automation, SAP orchestration, managed file transfer)
- **Target customers**: B2B, large enterprises and global organizations (trusted by 50% of the Fortune 50)
- **Mission**: Empower our customers with lights-out automation for their mission-critical business processes

## Products & Services
- **Redwood RunMyJobs**: SaaS-based workload automation and job scheduling for hybrid cloud environments.
- **Redwood ActiveBatch**: Enterprise job scheduling and workload automation for complex IT landscapes.
- **Redwood Tidal**: Workload automation and orchestration for SAP and other enterprise applications.
- **Redwood JSCAPE**: Secure managed file transfer (MFT) solution.
- **Redwood Cerberus**: FTP and file transfer automation tool.
- **Agentic Orchestration Platform**: Enables integration of AI agents with existing business logic for autonomous execution.

## Market Standing
- **Valuation/Market Cap**: Not disclosed (private company)
- **Key Metric**: Total funding of $382.5M (2021 round led by Turn/River Capital); annual revenue estimated at $50M (per LinkedIn, may not be current)
- **Notable Investors/Partners**: Vista Equity Partners (owner), Warburg Pincus, Turn/River Capital; SAP (endorsed app and premium certified orchestration platform)
- **Growth Signals**: 30+ years in automation; 50% of Fortune 50 as customers; named a Leader in 2025 Gartner® SOAP reports and a Customers’ Choice in Gartner Peer Insights; headcount growth of 21% YoY (491 employees as of 2024); active job postings up over 1300% year over year.

## Competitive Advantages
- **SAP Endorsed App**: Only orchestration platform part of RISE with SAP reference architecture.
- **99.95% guaranteed uptime** with 24x7 proactive support.
- **Single-tenant cloud architecture** for zero-effort maintenance and security.
- **30 years of domain expertise** and over 50 billion automations run.
- **Agentic orchestration** capabilities that extend automation into AI agent execution with governance and visibility.

## Strategic Focus
- **Agentic orchestration**: Building the next frontier of enterprise automation where AI agents go beyond assisting to executing mission-critical processes.
- **Hybrid cloud automation**: Unifying automation across private, public, and multi-cloud environments.
- **ERP-centric automation**: Deepening integrations with SAP (Joule, Cloud ALM, Cloud ERP, BTP) and maximizing ROI on SAP investments.

## Why Work Here
- **Culture & Values**: Emphasizes “One Team, One Redwood”, customer obsession, ownership, curiosity, and respect. Inclusive, supportive coaching culture.
- **Work model**: Remote-first and flexi-work approach – choose where you work.
- **Benefits**: Competitive pension/401k, medical insurance, generous leave, professional development programs.
- **Tech stack**: Java, JavaScript, C#, C++, Python, AWS, EKS, Terraform – build mission-critical cloud services.
- **Growth**: Access to development programs, opportunities to work on industry-leading automation products.
- **Global presence**: Offices in North America, South America, Europe, and India; operates in 23 countries.

## Sources
1. [redwood.com](https://www.redwood.com/)
2. [redwood.com/about-us](https://www.redwood.com/about-us/)
3. [redwood.com/careers](https://www.redwood.com/careers/)
4. [linkedin.com/company/redwood-software](https://www.linkedin.com/company/redwood-software)
5. [job-boards.greenhouse.io/redwoodsoftware](http://job-boards.greenhouse.io/redwoodsoftware)

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