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Chatbot Tester Jobs in Milwaukee, WI (NOW HIRING)

Direct Supply

Senior Software Engineer

Milwaukee, WI · On-site

$120K - $158K/yr

... chatbot assistants, image-based diagnostics, and automated content creation into products. • ... testing and iterating AI-driven features. • Work in an agile environment, ensuring high-quality ...

Directsupply

Senior AI Engineer

Milwaukee, WI

$120K - $159K/yr

Integrate AI-driven capabilities such as chatbot assistants, image-based diagnostics, and automated ... Balance execution speed with innovation, rapidly testing and iterating AI-driven features. * Work ...

New

Direct Supply, Inc.

Senior AI Engineer

Milwaukee, WI · On-site

$120K - $159K/yr

Integrate AI-driven capabilities such as chatbot assistants, image-based diagnostics, and automated ... Balance execution speed with innovation, rapidly testing and iterating AI-driven features. * Work ...

Directsupply

Senior Software Engineer

Milwaukee, WI · On-site

$120K - $159K/yr

Integrate AI-driven capabilities such as chatbot assistants, image-based diagnostics, and automated ... Balance execution speed with innovation, rapidly testing and iterating AI-driven features. * Work ...

Direct Supply, Inc.

Senior Software Engineer

Milwaukee, WI · On-site

$120K - $159K/yr

Integrate AI-driven capabilities such as chatbot assistants, image-based diagnostics, and automated ... Balance execution speed with innovation, rapidly testing and iterating AI-driven features. * Work ...

Directsupply

Staff Software Engineer

Milwaukee, WI · On-site

Integrate AI-driven capabilities such as chatbot assistants, image-based diagnostics, and automated ... Balance execution speed with innovation, rapidly testing and iterating AI-driven features. * Work ...

Direct Supply, Inc.

Senior Software Engineer

Milwaukee, WI · On-site

$100 - $130/hr

Integrate AI-driven capabilities such as chatbot assistants, image-based diagnostics, and automated ... Balance execution speed with innovation, rapidly testing and iterating AI-driven features. Work in ...

Rockwell Automation

Senior Data Scientist

Milwaukee, WI · Hybrid

Apply rigorous statistical methods: hypothesis testing, cross-validation, and confidence interval ... chatbot, or agent systems Understanding of how predictive model outputs (scores, probabilitie What ...

All JobsChatbot Tester JobsChatbot Tester Jobs in Milwaukee, WI

Chatbot Tester information

See Milwaukee, WI salary details

$10

$37

$61

How much do chatbot tester jobs pay per hour?

As of Aug 25, 2026, the average hourly pay for chatbot tester in Milwaukee, WI is $37.79, according to ZipRecruiter salary data. Most workers in this role earn between $21.06 and $49.95 per hour, depending on experience, location, and employer.

What is a chatbot tester?

A Chatbot Tester is responsible for evaluating and improving chatbot performance by testing its responses, functionality, and user interactions. They identify bugs, inconsistencies, and areas for improvement to enhance user experience. Testers use various testing methods, including manual and automated testing, to ensure the chatbot understands and responds accurately. Their role helps refine chatbot behavior, making interactions more natural and efficient.

What are the typical daily responsibilities of a chatbot tester?

As a Chatbot Tester, your day-to-day tasks typically involve creating and executing test cases to evaluate chatbot functionality, accuracy, and user experience. You’ll interact with the chatbot across multiple scenarios, document defects or unexpected behaviors, and collaborate closely with developers and conversational designers to resolve issues. Regular responsibilities also include reviewing conversation logs to spot inconsistencies, ensuring compliance with language and tone guidelines, and updating test cases as the chatbot evolves. This role is highly collaborative, so clear communication and adaptability are important for working in cross-functional teams. Gaining hands-on experience with various tools and workflows can also set you up for advancement into more senior testing or QA roles.

What are the key skills and qualifications needed to thrive in the chatbot tester position, and why are they important?

To thrive as a Chatbot Tester, you need a solid understanding of software testing principles, strong analytical skills, and familiarity with chatbot or conversational AI platforms. Experience with testing tools like Selenium, Postman, and chatbot development environments, as well as knowledge of QA methodologies or ISTQB certification, is highly valuable. Excellent communication, attention to detail, and problem-solving abilities are crucial soft skills for identifying and describing chatbot issues. Mastering these skills ensures chatbots are accurate, user-friendly, and aligned with business requirements, making the tester an integral part of the development process.

What are the most commonly searched types of Chatbot Tester jobs in Milwaukee, WI?

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For Chatbot Tester jobs in Milwaukee, WI, the most frequently searched job titles are:

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Chatbot Tester jobs near you
Infographic showing various Chatbot Tester job openings in Milwaukee, WI as of August 2026, with employment types broken down into 19% Internship, 67% Full Time, and 14% Contract. Highlights an 77% In-person, and 23% Remote job distribution, with an average salary of $78,613 per year, or $37.8 per hour.

Senior Software Engineer

Direct Supply

Milwaukee, WI • On-site

$120K - $158K/yr

Full-time

Re-posted 22 days ago

Job description

Job Summary:
Direct Supply is building the future of healthcare technology with industry-leading products, solutions and platforms to help improve the lives of millions of seniors and those who care for them. In the Senior Software Engineer position, you’ll lead the development of intelligent, adaptive, and scalable applications by leveraging AI-powered development tools and machine learning models. You will also mentor engineers, influence architectural decisions, and advocate for AI-driven development methodologies.
Responsibilities:
• Lead and mentor engineers in AI-first development methodologies and best practices.
• Architect and scale AI-enhanced systems, ensuring security, scalability, and high performance.
• Integrate AI-driven capabilities such as chatbot assistants, image-based diagnostics, and automated content creation into products.
• Drive adoption of AI-powered engineering tools (e.g., LLM-augmented IDEs, automation frameworks) to enhance development efficiency.
• Implement observability and monitoring systems to track AI application performance and ensure proactive issue resolution.
• Design and optimize AI-driven APIs and microservices for seamless interaction with models, applications, and databases.
• Stay engaged with AI and engineering communities, bringing cutting-edge practices and insights back to the team.
• Mentor engineers on technical execution, business impact, and AI-first strategic thinking.
• Balance execution speed with innovation, rapidly testing and iterating AI-driven features.
• Work in an agile environment, ensuring high-quality, scalable software solutions.
Qualifications:
Required:
• 5+ years of software development experience, including 2+ years working on AI-powered applications or AI-integrated solutions.
• Bachelor’s degree in Computer Science, Computer Engineering, or a related field.
• Hands-on experience developing and deploying AI-driven applications (provide examples using models like Hugging Face or APIs like OpenAI, Anthropic).
• Proficiency in Microsoft environments (Visual Studio, VS Code) and cloud services (AWS, Azure) for scalable AI applications.
• Strong understanding of AI model cost optimization, infrastructure scaling, and performance tuning.
• Experience integrating LLMs, agentic workflows, and autonomous AI systems into production environments.
• Proven ability to mentor engineers and lead AI-first engineering transformations.
• Ability to mentor and lead engineers in AI-first development methodologies, fostering a culture of innovation and technical excellence.
• Technical expertise in AI integration across natural language processing, computer vision, and generative models.
Preferred:
• Contributions to open-source AI projects or AI research.
• Experience with agentic AI frameworks (LangChain, AutoGPT).
• Thought leadership through conferences, research, or industry engagement in AI-first development.
• Expertise in AI-powered UI/UX development and human-computer interaction.
• Strong proficiency in containerization (Docker, Kubernetes) and cloud-native AI deployments.
• Diligence in unit testing, integration testing, and AI-driven problem-solving.
Company:
The Direct Supply family of companies cares for every critical area of Senior Living, providing everything from equipment and eCommerce to Founded in 1985, the company is headquartered in Milwaukee, USA, with a team of 1001-5000 employees. The company is currently Late Stage.

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