Demo

Enterprise AI Enablement Engineer

ZYWAVE INC
Milwaukee, WI Full Time
POSTED ON 7/9/2026
AVAILABLE BEFORE 9/9/2026

Zywave is in the middle of a company-wide push to bring AI into how we work, and this role sits at the center of it. The Enterprise AI Enablement Engineer is a new position reporting directly to the CIO. We created it because teams across the business often have a clear sense of what they want to automate but need a technical partner to help them get there. 

This person will work closely with teams throughout the enterprise including Sales, Customer Success, Engineering, Finance, and other areas, moving quickly from a conversation about a problem to a working prototype. The expectation is fast iteration, not perfection. Good and shipped beats perfect and pending. 

You will work primarily with Anthropic Claude, TrueFoundry, and a broad set of enterprise tools including Salesforce, Atlassian, and Microsoft 365. This is the first role of its kind at Zywave. 

What Makes This Role Different 

First, you will not be writing tickets for someone else to build. You will be in the room when a team describes a problem, potentially building the first version before the meeting ends, and refining it based on real feedback within days. Surfacing the real need behind what someone asks for is just as important as your ability to write the code to solve it. 

Second, this is a founding role – the first of its type here. Our success will create growth opportunities for the right candidate. 

Core Responsibilities 

·       Work with business stakeholders across Zywave to identify and prioritize AI automation opportunities, including needs teams have not yet put into words 

·       Turn loosely defined problems into working prototypes, refining them in close collaboration with stakeholders along the way 

·       Build AI-powered workflows, automations, and integrations using Claude, TrueFoundry, and connected MCP tools including Atlassian, Salesforce, Microsoft 365, and many more 

·       Own projects from the initial conversation through to delivery 

·       Keep security front of mind in every solution you design or deploy, working with the CISO and Security team on risk and compliance requirements 

·       Drive adoption of Claude Chat and Cowork across the organization through hands-on support and demonstrated results 

·       Support teams involved in our citizen developer and vibe coding programs, including Replit and Claude Code 

·       Document what works so that patterns and reusable components can be shared across the company 

Required Skills and Experience 

Discovery and Business Analysis 

·       Proven ability to draw out unstated requirements through both structured and informal conversations with stakeholders 

·       Background in a business analyst, solutions consultant, or similar role with significant client or stakeholder-facing work 

·       Comfortable running working sessions with non-technical audiences at any level of the organization 

·       Able to write clear user stories and lightweight specs quickly, without waiting for a perfect brief 

Engineering and Development 

·       Strong working knowledge of Python and/or JavaScript or TypeScript for prototyping and API integration 

·       Hands-on experience with LLM APIs, with Anthropic Claude preferred, including prompt engineering and building agentic workflows 

·       Familiarity with MCP (Model Context Protocol) servers and tool-calling patterns 

·       Experience connecting enterprise SaaS platforms via REST APIs, including tools like Salesforce, Atlassian, and Microsoft Graph 

·       Working knowledge of CI/CD and cloud deployment, with Azure experience preferred 

Security Mindset 

·       Understands secure development practices and knows how to handle sensitive data, credentials, and access controls appropriately 

·       Operates fluently within the org's agent and data-security guardrails, exercising independent judgment on routine decisions and partnering with Security Team on novel risk rather than working around it 

·       Experience working within SOC 2 or ISO 27001 environments is a plus 

Soft Skills 

·       Comfortable starting work without a fully defined scope 

·       Strong bias toward shipping, with the judgment to know when something needs more time 

·       Clear communicator in writing and in person, whether the audience is a CFO or a frontline user 

·       Able to manage work across multiple teams at the same time without losing track of priorities 

·       Team-oriented and low-ego, with a genuine interest in helping colleagues succeed 

 

Ideal Background 

·       5  years software engineering experience with direct and meaningful stakeholder-facing responsibility 

·       Track record of shipping AI-powered tools in production environments 

·       Bachelor’s degree in Computer Science, Information Systems, or a related field, or equivalent experience 

·       Background in SaaS or enterprise software preferred 

·       Prior experience in an embedded or consulting capacity is a strong differentiator 

Core Technology Stack 

·       Familiarity with the platforms below is expected. Deep expertise across all of them is not. 

·       Claude (Anthropic) 

·       TrueFoundry (MCP gateway and AI deployment) 

·       Claude Code and Cowork 

·       Salesforce, Atlassian (Jira and Confluence), Microsoft 365 and Azure 

·       Replit 

·       Snowflake, GitHub, Slack 

·       Python, JavaScript/TypeScript, REST APIs 

Why Work at Zywave?  

Zywave empowers insurers and brokers to drive profitable growth and thrive in today’s escalating risk landscape. Only Zywave delivers a powerful Performance Multiplier, bringing together transformative, ecosystem-wide capabilities to amplify impact across data, processes, people, and customer experiences. More than 15,000 insurers, MGAs, agencies, and brokerages trust Zywave to sharpen risk assessment, strengthen client relationships, and enhance operations. Additional information can be found at www.zywave.com.

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