Enterprise Solutions Lead
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Key skills for this role
About the Role
Skyler Labs is hiring an Enterprise Solutions Lead to manage post-sales onboarding and configuration of their AI-native sales operating system for enterprise clients. The role involves translating sales proposals into implementation plans, coordinating with development teams, and building repeatable playbooks.
Key Skills for This Role
Responsibilities
- Lead post sales onboarding for enterprise clients.
- Turn the sales proposal, customer brief, and success criteria into a clear implementation plan.
- Understand the client's sales org, workflow, CRM stack, pitch materials, reporting needs, and integration requirements.
- Coordinate with the development team to customize the enterprise deployment — client specific workflows, pitch materials, branded environments, dashboards, agents, and reporting.
- Answer enterprise clients' technical and operational questions.
- Use agents to speed up onboarding, documentation, requirements gathering, and support.
- Track open questions, risks, blockers, and feature requests; feed deployment learnings back to product and engineering.
- Build repeatable onboarding and implementation playbooks for future customers.
Requirements
- A commercially aware, technically comfortable operator who works well with both customers and development teams
- Experience in solutions, sales engineering, customer success, implementation, onboarding, enterprise enablement, RevOps, or technical account management
- Ability to translate customer needs into clear internal requirements and write clean docs, briefs, and onboarding plans
- Strong project coordination and follow through across multiple customers and stakeholders
- Already uses AI tools and agentic workflows to make own work faster and more scalable
- Sales engineering, solutions consulting, implementation, or CS background (bonus)
- Worked with CRM, sales enablement, sales intelligence, or enterprise SaaS (bonus)
- Familiar with APIs, integrations, permissions, data workflows, or technical configuration (bonus)
- Supported enterprise pilots / proof of concepts (bonus)
- Built onboarding playbooks, technical docs, or customer enablement materials (bonus)
Full Job Posting
About Skyler Labs
- Skyler Labs builds Skyler ONE, the agentic operating system for sales. Skyler ONE is built for the individual seller — it replaces fragmented meeting prep with one intelligent workflow, connecting a seller's calendar, email, and pitch materials to produce buyer research, company context, prior inter
- What makes us different, and it matters for this role: we already run on an AI native agentic operating system. Agents — Claude, ChatGPT, MyCL, and Skyler ONE itself — research, prepare, generate, and act alongside the team every day. This is not "AI as a side tool."
- This is not a traditional support role. It's a solutions, onboarding, and technical coordination role inside an agentic software company — you'll use agents to accelerate onboarding, documentation, requirements gathering, support, and internal coordination.
What you'll do
- Lead post sales onboarding for enterprise clients.
- Turn the sales proposal, customer brief, and success criteria into a clear implementation plan.
- Understand the client's sales org, workflow, CRM stack, pitch materials, reporting needs, and integration requirements.
- Coordinate with the development team to customize the enterprise deployment — client specific workflows, pitch materials, branded environments, dashboards, agents, and reporting.
- Answer enterprise clients' technical and operational questions.
- Use agents to speed up onboarding, documentation, requirements gathering, and support.
- Track open questions, risks, blockers, and feature requests; feed deployment learnings back to product and engineering.
- Build repeatable onboarding and implementation playbooks for future customers.
What we're looking for
- A commercially aware, technically comfortable operator who works well with both customers and development teams — you don't need to be a full time engineer, but you must be technical enough to scope requirements, coordinate implementation, and know where to push for clarification.
- Experience in solutions, sales engineering, customer success, implementation, onboarding, enterprise enablement, RevOps, or technical account management.
- You translate customer needs into clear internal requirements and write clean docs, briefs, and onboarding plans.
- Strong project coordination and follow through across multiple customers and stakeholders.
- You already use AI tools and agentic workflows to make your own work faster and more scalable.
Bonus
- Sales engineering, solutions consulting, implementation, or CS background.
- Worked with CRM, sales enablement, sales intelligence, or enterprise SaaS.
- Familiar with APIs, integrations, permissions, data workflows, or technical configuration.
- Supported enterprise pilots / proof of concepts.
- Built onboarding playbooks, technical docs, or customer enablement materials.
Open positions
- 2 seats available.
Location & team
- Remote, worldwide, with initial market focus on the United States and Europe. Small team, founder led, fast.
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