Virtual Assistant Engineer Jobs in Massachusetts

About Engageware

Engageware helps financial institutions and enterprises provide seamless, customer-centric experiences through an AI-powered platform offering appointment scheduling, virtual assistants, and customer engagement solutions. Our platform enhances digital and in-person interactions, streamlining customer journeys across multiple touchpoints.

About the Role

As a Customer Support Engineer, you will serve as a key technical resource for Engageware customers, delivering timely, expert support that drives product adoption, satisfaction, and retention. This role blends technical problem-solving with proactive customer success activities - you will respond to customer inquiries via internet-based systems and email, while working closely with our Operations and Engineering teams to investigate and resolve complex issues. You are passionate about diagnosing technical challenges, translating them into clear solutions, and ensuring every customer's expectations are set and met in a timely manner. After-hours support for critical issues may be required.

Key Responsibilities

• Respond to customer inquiries about technical problems through internet-based ticketing systems, telephone calls, and email, ensuring timely and professional resolution
• Troubleshoot and resolve software issues including login/password problems, application navigation, API and integration failures, and platform configuration errors using debugging tools, simulations, and scripts
• Document all customer calls, needs, problems, interventions, and interactions in the CRM - keeping clients informed as changes occur and maintaining meticulous records throughout the lifecycle of each issue
• Manage support queues via tools such as Zendesk or JIRA, escalating complex bugs and technical defects to Engineering with clear reproduction steps and impact summaries
• Guide and assist customers with system configurations, installations, and technical training including supporting documentation
• Proactively engage at-risk customers to prevent churn and conduct product training sessions to deepen product utilization
• Identify recurring customer pain points and provide structured feedback to Product teams to influence future software updates
• Collaborate with Customer Success Managers, Operations, and Engineering to ensure ongoing service quality across the customer portfolio
• Participate in after-hours support rotation for critical customer issues
• Contribute to the development of a customer-facing knowledge base, FAQs, and technical documentation to reduce recurring support volume

What We're Looking For

• Strong troubleshooting skills with experience diagnosing issues in SaaS platforms, REST APIs, web applications, and integrations; proficiency with XML and SQL scripting is a plus
• Proficiency with support and CRM tools such as JIRA and Salesforce is a plus.
• Excellent written and verbal communication skills - able to translate complex technical findings into user-friendly explanations for both technical and non-technical audiences via email, chat, and phone
• Strong ability to work under pressure while managing multiple open cases simultaneously and setting clear customer expectations
• Broad product knowledge with a commitment to staying current with industry trends and platform updates
• 1-3 years of experience in IT, helpdesk, or technical support environments; familiarity with B2B SaaS subscription models is valued
• Experience working with financial services or enterprise software customers is a strong plus
• Collaborative team player with a customer-first mindset, empathy, and a drive for continuous improvement

Qualifications

• Bachelor's degree in Computer Science, Computer Programming, Software Engineering, or a related field; or equivalent practical experience
• Prior experience in an IT setting or as a support or systems analyst preferred
• Strong web application experience and familiarity with scripting in XML and SQL
• Technical proficiency with APIs, software configuration, and enterprise integrations
• Experience with ticketing and knowledge management systems (e.g., SalesForce, Jira)
• Familiarity with authentication protocols (SSO, OAuth) is a plus
• Availability for after-hours support for critical customer issues.

Engageware is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.