Director, Product Management

1 month, 1 week ago
Executive
Product Management
Redwood

Redwood

Redwood Software is a leading provider of digital transformation services and software solutions for businesses. They specialize in automating manual tasks in IT, finance, and general business processes, enabling enterprises to excel in the digital age.

Internet Software & Services
251-1K
Founded 1993
$381M raised

Description

  • Own the product strategy, customer retention, and migration roadmap for the legacy workload automation portfolio.
  • Maximize customer lifetime value and position migrations as expansion opportunities.
  • Partner with Product to ensure migration blockers are addressed in the roadmap, including feature parity, migration utilities, and customer-specific integrations.
  • Collaborate with Engineering to prioritize defect fixes, security patches, and compliance requirements while minimizing legacy investment.
  • Work with Customer Success to design migration engagement models such as discovery workshops, migration planning, technical validation, and go-live support.
  • Support Sales with migration business cases and competitive positioning.
  • Develop Product Owners responsible for backlog management, sprint ceremonies, and delivery execution.
  • Model product management best practices, including customer-centric discovery, data-driven prioritization, outcome-based roadmapping, and transparent communication.
  • Build Product Owner capability in migration management, customer segmentation, churn risk assessment, migration planning, and technical enablement.

Requirements

  • 5–7 years of product management experience with a track record of shipping complex B2B enterprise software.
  • Experience managing legacy products while building migration paths to modern architectures.
  • Experience preventing churn during platform transitions and positioning migrations as value-add opportunities.
  • Enterprise software domain knowledge in workload automation, ERP integration, cloud infrastructure, or mission-critical operations software preferred.
  • Experience partnering cross-functionally with Engineering, Sales, Customer Success, and Support to balance priorities and deliver outcomes.
  • Analytical rigor using data such as renewal rates, support ticket trends, and usage telemetry to inform prioritization and predict churn risk.
  • 8+ years of product management experience with portfolio-level accountability for multiple products or customer segments preferred.
  • Experience leading customer migrations at scale, including 100+ accounts, segmentation models, and migration tooling or playbooks preferred.
  • Deep understanding of job scheduling, batch processing, ERP integration, SAP workflows, or cloud orchestration preferred.
  • Experience hiring, developing, and retaining Product Owners or junior PMs in distributed or offshore models preferred.

Interested in this position?

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