Senior Product Manager

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.

One Team. One Redwood

Make Your Own Weather

Obsess over Customer Success

Work the Problem

Be Curious

Own the Outcome

Respect Each Other

As a Senior Product Manager, you will own a significant product area within RunMyJobs, Redwood’s enterprise SaaS automation platform. You will be accountable for delivering measurable business outcomes, directly influencing the roadmap, and driving strategic initiatives that position Redwood as the automation fabric for cloud and hybrid enterprises.

Your first assignment will be to define our path to automation on the hyperscalers, beginning with AWS and Azure. You will focus on automating core IaaS use cases that unlock the lift-and-shift market, enabling enterprises to migrate from on-premises to cloud with confidence. Over time, your assignments may evolve, giving you broad impact across Redwood’s platform.

• Own the roadmap for strategic initiatives in RunMyJobs, starting with hyperscaler automation, ensuring alignment with Redwood’s long-term vision.
• Balance customer needs, technical feasibility, and business impact to deliver features that enable cloud migration at scale.
• Lead the end-to-end product lifecycle, from discovery to delivery, using customer input, market research, and data insights to drive decisions.
• Mentor junior PMs, modeling best practices in product craft and raising the bar for product excellence.
• Collaborate cross-functionally with engineering, sales, customer success, and marketing to resolve dependencies, ensure go-to-market readiness, and deliver customer value.
• Engage directly with customers and partners to validate use cases, shape priorities, and foster adoption.

• Bachelor’s degree or equivalent experience (advanced degree a plus).
• 5–7 years in product management, with a proven record of impactful delivery in enterprise software or cloud platforms.
• Strong analytical and strategic thinking skills; data-driven in setting priorities and measuring outcomes.
• Demonstrated ability to lead roadmap discussions with executives and influence across the organization.
• Domain knowledge in enterprise IT, workload automation, or cloud infrastructure (AWS/Azure) preferred

Pay Transparency: The typical base salary range for this position is 130,000 - 149,000 CAD annually. The range represents base salary only, and does not include company bonus, incentive for sales roles, equity or benefits, as applicable. Final compensation will be determined based on the candidate's skills, experience, and relevant qualifications.

Vacancy Status: Existing vacancy

AI Transparency Disclosure: As part of our commitment to hiring transparency and in compliance with Ontario law, please be advised that we utilize artificial intelligence (AI) tools during our interview process. Specifically, we may use an AI-enabled notetaking assistant to help capture and summarize interview discussions. This tool is used solely to assist our hiring team in summarizing candidate information; all final hiring and selection decisions are made exclusively by individuals on the hiring team.