Forward Deployed Senior Software Engineer (Migration Tooling – RunMyJobs) OUR MISSION 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. Our flagship SaaS platform, RunMyJobs (RMJ) , is the first composable automation platform specifically built for ERP environments. We enable organizations to orchestrate, manage, and monitor workflows across applications, services, and infrastructure — in the cloud or on premises. Our global team of automation experts, engineers, and customer success professionals work together to deliver seamless automation transformations. 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 YOUR IMPACT We are seeking a Forward Deployed Software Engineer focused on migration tooling and customer onboarding to RunMyJobs (RMJ) . This role is part of an exciting new Forward Deployed Engineering team within the Global Professional Services team, at the intersection of Product Engineering and Go To Market teams. In this role, you will operate at the intersection of engineering and delivery. Your primary focus will be designing, building, and enhancing migration frameworks, tooling, and automation accelerators that enable customers to smoothly transition from legacy schedulers and automation platforms into RMJ. You will work closely with: Migration Architects to design scalable and reusable migration patterns Professional Services to enable efficient customer onboarding Engineering & Product to improve platform capabilities based on field learnings Customers (occasionally) to validate requirements, troubleshoot edge cases, and ensure successful implementations This is a forward-deployed engineering role — highly technical, impact-driv
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Role overview
Job description
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Build, configure, and tune new AI Agents (Revenue, Deal, Research, Conversation, Forecasting) beyond initial implementation to expand automation and drive credit consumption
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Design and manage context-aware prompts for each customer's AI Agent use cases
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Be the subject matter expert on Outreach's AI Agents and embed them into customer workflows and sales processes
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Apply and refine agent playbooks, prompt libraries, and implementation frameworks so the practice grows without losing consistency
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Manage configuration for onboarded customers: identify gaps and opportunities, then design, configure, and troubleshoot solutions in real time as their needs evolve
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Train client admins and keep them current on platform use, best practices, and functionality
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Be the Outreach Admin's main point of contact and trusted advisor, and surface value and risk before they ask
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Partner with GTM Account Teams on expansion, renewal, and delivery needs, and share client health insights
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Resolve escalations and at-risk accounts fast; share trends with your Practice Manager to prevent repeat issues
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Stay current on Generative AI and LLM developments relevant to Outreach's Agents
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Track your KPIs and adjust quickly to stay on target
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Mentor and share knowledge with fellow consultants
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Set best practices for agent configuration and prompt design across the team, not just your own accounts
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Act as a technical escalation point for peer consultants and partner directly with Product on gaps surfaced by strategic customers
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6-8+ years in a technical, customer-facing role at a mid-to-large business, ideally SaaS
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Technical and AI fluency with Outreach or a comparable SaaS platform: you configure and apply the AI features yourself
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Experience with prompt engineering, LLM-based tools, and applying generative or agentic AI to real sales workflows
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Proven ability to influence AI and technology adoption inside customer organizations and turn new capabilities into solutions for real business problems
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Track record hitting utilization, consumption, or renewal-linked KPIs
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Experience building trust and client relationships remotely
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Handles tight deadlines and multiple concurrent engagements
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Self-starter, comfortable with ambiguity and autonomy, quick to pick up complex concepts
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Passionate about solving client problems and turning customer vision into results in the product
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Sharp written and verbal communicator
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Track record of owning the most strategic or highest-complexity accounts in a book of business
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Experience mentoring or informally leading peers in a customer-facing technical role
What they are looking for
Skills & requirements
Department · Professional Services & Education
Hiring company
Outreach
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