1

Chatbot Tester Jobs in Oregon (NOW HIRING)

Chatbot Tester information

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 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 is a Chatbot Tester job?

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 popular job titles related to Chatbot Tester jobs in Oregon? For Chatbot Tester jobs in Oregon, the most frequently searched job titles are:
What job categories do people searching Chatbot Tester jobs in Oregon look for? The top searched job categories for Chatbot Tester jobs in Oregon are:
What cities in Oregon are hiring for Chatbot Tester jobs? Cities in Oregon with the most Chatbot Tester job openings:
Infographic showing various Chatbot Tester job openings in Oregon as of July 2026, with employment types broken down into 100% Contract. Highlights an 100% In-person job distribution.

Director of Technology & Digital Transformation

Willamette View

Portland, OR • On-site

$148K - $185K/yr

Full-time

Re-posted 8 days ago


Willamette View rating

6.5

Company rating: 6.5 out of 10

Based on 6 frontline employees who took The Breakroom Quiz


Job description

Description
Willamette View is a resident-centered continuing care community grounded in connection, purpose, and a commitment to creating a vibrant place to live and work. Guided by our vision to transform the experience of aging, we build systems, processes, and capabilities that help staff and residents feel supported, engaged, and empowered.
Technology plays a critical role in enabling operational excellence, strengthening communication and integration, and improving the staff and resident experience. We are investing in integrated technology, data-informed decision making, automation, and thoughtful use of emerging technologies to support the community today and into the future.
ROLE SUMMARY
The Director of Technology & Digital Transformation leads Willamette View's technology services, business systems, cybersecurity, vendor partnerships, and digital transformation roadmap. The role ensures reliable, responsive technology support for staff and residents while building the organizational capabilities needed for integrated systems, data-informed decisions, automation, and responsible use of AI and chatbots.
In a small, service-oriented IT environment, the Director balances strategic leadership with hands-on execution. This position leads the internal IT team, manages Portland Internetworks and other technology partners, and helps reduce long-term dependence on external transformation partners by building internal ownership, documentation, governance, and adoption practices.
ESSENTIAL JOB DUTIES AND RESPONSIBILITIES
Technology Strategy and Governance
  • Develop and maintain a multi-year technology and digital transformation roadmap aligned with organizational strategy, resident experience, workforce priorities, security, and affordability
  • Translate business needs into practical priorities for systems, data, automation, AI, infrastructure, and service delivery
  • Establish governance for technology requests, project prioritization, implementation readiness, resource planning, and post-launch support
  • Advise senior leadership on technology risks, investments, trends, tradeoffs, and opportunities to improve organizational effectiveness.

IT Operations and Service Experience
  • Lead daily technology support for staff and residents, including help desk, resident technology support, endpoint support, applications support, and operational troubleshooting
  • Establish service standards, documentation, escalation practices, and performance metrics that support reliable, respectful, and responsive service
  • Provide hands-on leadership and escalation support when needed while ensuring the Director role remains focused on service quality, team leadership, and organizational outcomes
  • Identify recurring issues and lead improvements that reduce rework, clarify communication, and strengthen user experience.

Vendor and Managed Services Leadership
  • Manage vendors to ensure strong service, security, responsiveness, documentation, value, and roadmap alignment
  • Define clear accountabilities between internal IT, managed service partners, application vendors, consultants, and department system owners
  • Monitor vendor performance, contracts, service levels, escalation paths, risks, costs, and support expectations
  • Ensure vendor work is documented, secure, supportable, and designed to reduce over-reliance on any single consultant or partner.

Business Systems, Data, Automation, and AI
  • Partner with departments to strengthen business systems, workflows, reporting, data quality, integration, and system ownership practices
  • Identify opportunities to reduce duplicate entry, manual workarounds, fragmented reporting, spreadsheet dependency, and disconnected workflows
  • Lead or coordinate data governance, reporting standards, dashboard priorities, data definitions, role-based access, and integration planning
  • Guide the planning and governance of automation, RPA, dashboard, workflow, and AI/chatbot initiatives; engage external specialists when advanced build capacity is required
  • Ensure automation and AI efforts are secure, ethical, compliant, documented, human-centered, and aligned with measurable business value.

Internal Capability Building and Digital Adoption
  • Build repeatable standards for intake, requirements gathering, process mapping, solution design, testing, documentation, training, and support
  • Develop internal system/product owners, department super users, and cross-functional partners who can define needs, test solutions, support adoption, and sustain improvements
  • Require documentation, administrative handoff, training, and knowledge transfer from external partners before final acceptance of deliverables
  • Partner with People & Culture, Communications, Compliance, Finance, Operations, and department leaders to support change management, digital literacy, and adoption

Cybersecurity, Privacy, and Resilience
  • Oversee cybersecurity strategy in partnership with managed service providers, leadership, and relevant stakeholders
  • Ensure appropriate safeguards for resident, employee, financial, operational, and health-related information
  • Lead disaster recovery, business continuity technology planning, access controls, incident response expectations, and security awareness
  • Support compliance with applicable laws, contracts, insurance requirements, privacy expectations, and internal policies

Team and Fiscal Leadership
  • Lead, coach, develop, and evaluate the IT team within established corporate policies and practices
  • Clarify team roles, responsibilities, escalation paths, development needs, and staffing recommendations as technology needs evolve
  • Develop and manage operating budgets, project budgets, vendor costs, contracts, services, and technology investments within approved guidelines
  • Build business cases and progress reports that communicate cost, risk, value, adoption requirements, support implications, and measurable outcomes

Requirements
  • Bachelor's degree preferred; equivalent combination of education, certification, and relevant experience may be considered.
  • 8-10 years of progressive technology leadership experience, including IT operations, business systems, vendor management, project leadership, and service management.
  • Minimum of 3 years of experience managing staff and overseeing external service providers, managed service partners, consultants, or application vendors.
  • Demonstrated experience leading technology projects or digital transformation efforts across business and technical stakeholders.
  • Working knowledge of cybersecurity, privacy, disaster recovery, data governance, reporting/analytics, integrations, automation, and emerging AI concepts.
  • Experience developing or executing a technology roadmap and translating business needs into actionable technology priorities.
  • Experience with enterprise software in healthcare, senior living, hospitality, nonprofit, or complex service environments preferred.
  • Experience with Microsoft 365, Power BI, Power Platform, Azure, Microsoft Fabric, or similar data and automation platforms preferred.

Willamette View participates in E-Verify. We will use E-Verify to confirm your eligibility to work in the United States.
Willamette View believes in building a sense of community and inclusivity, both in the relationships we build with our residents and with our own team. Willamette View provides equal opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion or belief, age, sex (including pregnancy), national origin, social or ethnic origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, relationship status, parental status, or any other characteristics protected by federal, state, or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

What Willamette View employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom