Jobs at Redwood Software

Own the complete renewal lifecycle for strategic technology customers, managing high-volume renewals, negotiations, quotes, contracts, procurement, and escalations. Identify expansion opportunities, mitigate churn risk, forecast renewals, analyze account health, and coordinate with Sales, Finance, Legal, Customer Operations, and Product teams. Build trusted relationships with senior decision-makers while ensuring accurate, responsive communication and long-term customer retention.

Develop scalable Java microservices and SAP ECC/S4HANA connectivity components using Spring. Review and optimize AI-generated code, apply prompt engineering, oversee CI/CD and cloud deployments, and ensure performance, security, Clean Core compliance, and architectural integrity across hybrid enterprise environments.

Owns reliability, scalability, observability, and incident response for a mission-critical SaaS platform. Responsibilities include 24x7 on-call support, root cause analysis, automation, AWS infrastructure design, EKS/Kubernetes and Docker operations, Terraform and Helm deployments, CI/CD maintenance, cloud networking, monitoring with Datadog, Grafana, and Prometheus, database operations, and migration toward Kubernetes. The role also develops self-healing systems, documentation, runbooks, and cross-functional customer-focused reliability practices.

Own and grow relationships with large enterprise accounts through new business development, upselling, cross-selling, solution selling, and strategic account planning. Develop executive relationships, understand client goals, create proposals, negotiate deals, maintain sales pipelines, and coordinate with presales, delivery, and finance teams. Identify risks, resolve conflicts, and drive customer-centric opportunities that support revenue growth and digital transformation initiatives.

Leads Redwood’s strategic SAP and AWS alliances across partnership strategy, joint go-to-market, pipeline growth, deal execution, executive relationships, product roadmaps, partner KPIs, compliance, and ecosystem development. Collaborates with sales, marketing, Professional Services, Product Management, Engineering, and operations to expand joint business opportunities and represent Redwood at partner events and industry forums.

Partners with Sales leadership to improve business processes, workflows, territory planning, forecasting, and operational performance. Maintains Salesforce data integrity and hygiene, administers Clari, owns QBR execution, analyzes pipeline and churn trends, and develops reporting and dashboards. The role provides actionable insights, drives cross-functional collaboration, and supports scalable, data-driven sales operations.

Drive revenue growth across strategic B2B software accounts through new business development, upselling, cross-selling, solution selling, account planning, and executive relationship management. Develop customer-centric opportunities, manage sales pipelines, create proposals, negotiate deals, coordinate internal service teams, and address client risks and conflicts.

Provide independent, end-to-end resolution of complex enterprise workload automation support cases. Troubleshoot scheduling, hybrid execution, APIs, integrations, SAP ERP, systems, databases, and networking. Analyze logs and traces, identify defects, communicate with customers, maintain technical documentation, mentor junior engineers, and collaborate with Engineering on escalations and support improvement initiatives.

The Software Engineer will design, build, and maintain backend services, optimize performance, implement secure coding practices, and mentor junior team members in a SaaS environment.

Design, develop, and maintain features for a Managed File Transfer SaaS product. Ensure platform reliability and security while collaborating in an agile team environment.

Own end-to-end delivery health for a product area: drive roadmap tracking, release readiness, dependency and risk management, build delivery dashboards and Jira workflows, use AI to automate delivery processes, and provide executive reporting and stakeholder communication to ensure predictable, enterprise-grade releases.

Lead technical strategy for Redwood's largest, most complex deals end-to-end: design POCs, validate architecture, manage evaluations, and close. Mentor SEs, build reusable demos/POC frameworks, position Redwood's AI and SOAP capabilities to technical and executive buyers, and shape competitive product strategy.

Own marketing analytics strategy and reporting: define KPIs, build trusted dashboards, analyze funnel and campaign performance, support executive reporting, partner with RevOps/BI to ensure data quality, and deliver advanced analytics and attribution insights to drive pipeline growth.

The Senior Full Stack Software Developer will design, develop and implement scalable applications, manage system architecture, mentor developers, and drive engineering excellence.

Partner with senior finance and G&A leaders to build AI-first talent strategies, apply algorithmic org design, drive data-driven performance management, upskill teams for AI, and use automation/LLMs to streamline HR operations and insights.

Lead and manage multiple professional services engagements from SOW through implementation. Build project plans, track risks/issues/finances, communicate with stakeholders, allocate resources, troubleshoot high-level technical issues, and drive customer success and PS KPIs while supporting sales and identifying process improvements.

As a Senior UI Architect, you will lead the front-end design strategy, define standards, oversee UI component libraries, and mentor developers, ensuring scalable, reusable design across products.

As a Forward Deployed Software Engineer, you will design and develop migration tooling and frameworks, working closely with teams to facilitate customer onboarding into RunMyJobs. Responsibilities include troubleshooting, collaboration with migration architects, and improving product capabilities.

Lead FP&A activities for R&D and Support functions: manage budgets and forecasts, build financial models, perform variance analysis, monitor Opex and AWS spend, prepare reports for leadership, and partner cross-functionally to drive cost efficiency and financial decision-making.

You will design, develop, and enhance an automation platform, building secure, scalable software that automates data workflows for 1,000+ customers.