As the industry leader for innovative benefits administration solutions, we provide the Taft-Hartley community unmatched technology, capabilities, and industry expertise while maintaining the highest-level customer service and support. For over forty years and leveraging the power of our Basys and ISSI technology platforms, Bridgeway Benefit Technologies is the leader in our market, delivering reliable health and pension benefits processing, fund office administration, reporting, and member service on a platform built for data security, regulatory compliance, and a lower total cost of ownership.

Bridgeway is looking for a Business Analyst who possesses an overall knowledge of benefits administration, to join our dynamic Professional Services team. In this role, you will have the opportunity to collaborate closely with our valued customers and internal teams to drive the successful delivery of multiple projects for our cutting-edge benefits administration solutions. Your main responsibilities will include reviewing, analyzing, and evaluating stakeholder needs, and conducting functional and end-to-end testing of configured software to ensure seamless product and solution functionality.

This is a remote position, with travel up to 30%, as needed.

Responsibilities:

• Engage directly with customers to facilitate the implementation, configuration, testing, and training of Bridgeway’s software suite.
• Effectively prioritize and execute multiple development projects, including eligibility files and module installations.
• Translate business needs into well-defined and detailed requirements, user stories, and user-focused solutions and design documents. 
• Engage and positively influence stakeholders in requirements-gathering sessions and solution review meetings, demonstrating your ability to communicate with end users, executive sponsors, and IT resources.
• Collaborate with cross-functional teams to ensure alignment with stakeholder needs and business objectives.
• Utilize a variety of tools and resources to address customer application questions or issues related to database, system configurations/setup, product functionality, and business enhancements.
• Develop and maintain a comprehensive understanding of our products, solutions, and capabilities.

Requirements:

• Possess 3+ years of experience as a Business Analyst or in software implementation, with experience working with external clients
• Knowledge of the benefits administration or Taft-Hartley industry is a plus
• Ability to manage multiple projects, prioritize tasks effectively, and meet deadlines
• Exceptional written and verbal communication skills, with an emphasis on clarity and conciseness
• Demonstrate strong initiative and a natural aptitude for learning in a complex and ever-evolving technology environment
• Advanced proficiency in Microsoft Office products, particularly Excel
• Bachelor’s degree in information systems, Computer Science, or a related field

Bridgeway is an Equal Opportunity Employer.

Bridgeway is seeking a Director, Quality Assurance to join our Technology team. This leader will not only define and drive the QA strategy but will also actively engage in the design, development, and execution of testing solutions. The Director, QA will lead by example—remaining close to the code, automation frameworks, and testing practices—while building a high-performing team and ensuring delivery of high-quality software products that meet business, regulatory, and customer requirements. This role manages QA Engineers and QA Analysts, develops scalable testing strategies, and drives continuous improvement across processes, tools, and methodologies. The ideal candidate thrives in a player-coach capacity, balancing strategic leadership with direct technical contribution. This role will work closely with Product, Engineering, and Operations to embed quality throughout the software development lifecycle (SDLC). 

This is a remote position, with occasional travel. East Coast candidates preferred. 

Key Responsibilities: 

• Lead as a hands-on, player–coach QA leader, contributing directly to test automation design, framework development, code reviews, and the resolution of complex quality and production issues.
• Define, implement, and evolve the overall QA strategy, standards, and best practices across manual and automated testing, ensuring alignment with business, regulatory, and customer requirements.
• Architect and scale modern automation frameworks and CI/CD-integrated testing solutions, driving increased test coverage, reliability, execution speed, and long-term maintainability.
• Own the end-to-end test lifecycle, including test planning, test case design, regression strategy, execution, defect management, and reporting, ensuring processes are repeatable, data-driven, and effective.
• Ensure comprehensive quality coverage across all testing dimensions, including functional, regression, integration, performance, and security testing.
• Embed quality deeply within Agile, Scrum, and DevOps workflows, promoting a shift-left testing culture focused on early validation, defect prevention, and continuous feedback throughout the SDLC.
• Leverage metrics and insights to drive decisions, providing clear visibility into quality trends, release readiness, risks, and outcomes to technical and executive stakeholders.
• Continuously improve QA processes, tooling, and execution, identifying bottlenecks and risks, piloting new technologies, prioritizing initiatives effectively, monitoring execution, and adjusting course as needed. 
• Build, lead, and mentor a high-performing QA team, fostering a culture of collaboration, accountability, and continuous improvement. This includes hiring, setting and monitoring individual performance objectives, career development, performance appraisals, and providing regular feedback and coaching.
• Set clear expectations and create a positive work environment based on accountability, in collaboration with the engineering and management teams.
• Build and maintain productive relationships across departments, navigating organizational complexity and silos.  
• Lead and/or contribute to cross-functional initiatives and change efforts.  
• Communicate clearly and persuasively, adapting messages for diverse technical and business stakeholders across levels and functions. 

Qualifications:  

• 7+ years of experience in software quality assurance, including 3+ years leading and managing QA teams delivering commercial software products (SaaS, on‑prem, and/or mobile).
• Proven experience leading in a hands‑on technical leadership role, balancing people leadership with direct contribution to test automation, reviews, and complex quality issues.
• Strong technical expertise in test automation, including designing, building, and maintaining scalable, maintainable automation frameworks and contributing production‑quality code.
• Proficiency in Python and working knowledge of the .NET framework.
• Deep experience with modern test automation tools and frameworks such as Playwright, Selenium WebDriver, TestNG, Cucumber, and SmartBear tools (TestComplete, ReadyAPI or similar).
• Demonstrated experience integrating automated testing into CI/CD pipelines and DevOps toolchains (e.g., Azure DevOps or comparable platforms).
• Hands‑on experience with test management and defect tracking tools, and ownership of test planning, execution, and reporting practices.
• Strong analytical and problem‑solving skills, with experience using quality metrics and data to assess risk, inform release decisions, and drive continuous improvement.
• Extensive experience delivering software in Agile/Scrum environments with frequent release cadences.
• Passion for modernizing QA practices, including automation‑first strategies and movement toward cloud‑native (PaaS) architectures.
• Bachelor's degree in Computer Science, Software Engineering or related discipline 

At Bridgeway Benefit Technologies, we’re modernizing how professional services are delivered and managed across our client base. We’re seeking a Manager, Professional Services PMO to lead a team of project managers responsible for delivering complex client implementations and strategic initiatives with precision, accountability, and excellence. Reporting to the Vice President, Project Management Office (PMO), this leader will be instrumental in strengthening project governance, ensuring process adherence, and fostering a culture of delivery discipline and transparency across the organization. The ideal candidate is a strategic, hands-on leader who excels in coaching project managers, maintaining accountability, and ensuring all projects align with business goals, capacity, and revenue objectives.

This is a remote position, with up to 30% travel for customer and internal meetings. East coast candidates preferred.

Responsibilities:

• Lead and manage a team of project managers, overseeing day-to-day operations, workload balance, and adherence to Bridgeway’s PMO governance standards.
• Lead and execute internal projects from planning through delivery, ensuring alignment with organizational priorities, effective cross-functional coordination, and measurable business outcomes.
• Drive governance and accountability across the project lifecycle, ensuring consistent application of methodology, documentation, and communication standards.
• Monitor and control project performance, proactively identifying and mitigating risks, managing escalations, and ensuring timely delivery of quality outcomes.
• Partner cross-functionally with Portfolio Management, Implementation, Product, and Sales to ensure alignment between project delivery, resource capacity, and business objectives.
• Forecast and track revenue recognition, ensuring accuracy and alignment with monthly, quarterly, and annual financial goals.
• Mentor, coach, and develop project managers, providing ongoing training and feedback to strengthen leadership, communication, and stakeholder management skills.
• Serve as the first point of escalation for project or customer issues, providing guidance and direct support to ensure a positive client experience and successful resolution.
• Lead by example in communication and professionalism, modeling how to de-escalate conflicts, manage difficult conversations, and communicate with confidence and clarity.
• Champion PMO maturity, driving continuous improvement in processes, tools, and metrics to enhance consistency, visibility, and efficiency across all projects.
• Facilitate regular team meetings to communicate PMO strategy, track performance, and share best practices.
• Partner with leadership to prioritize initiatives, allocate resources effectively, and ensure the PMO supports organizational growth and strategic direction.

Requirements:

• 5+ years of experience leading project management professionals within a technology, SaaS, or professional services environment.
• PMP certification (Project Management Professional) strongly preferred
• Proven success in building and managing high-performing teams that deliver measurable business results.
• Demonstrated ability to enforce project governance and delivery standards in a matrixed or cross-functional environment.
• Strong financial and operational acumen, with experience managing revenue forecasting and capacity planning.
• Excellent communication, leadership, and interpersonal skills, with the ability to influence at all levels of the organization.
• Proficiency in project management tools such as Clarizen, Smartsheet, or Microsoft Project, and in creating executive-level reports or dashboards.
• Bachelor’s degree required.

Basys is an Equal Opportunity Employer.

Bridgeway is seeking a QA Engineer to work in a fast-paced, results driven environment, collaborating with other engineers and analysts. The QA Engineer is responsible for ensuring the quality, reliability, and performance of software products through automated and manual testing practices. Quality Assurance Engineers are integral to the SDLC, leveraging automation frameworks, tooling, and testing strategies to detect defects early, validate requirements, and prevent regressions. This role focuses on building scalable, repeatable, and maintainable automated test solutions that support CI/CD. Quality Assurance Engineers partner closely with software engineers, quality analysts, product owners, business analysts, scrum masters, and platform teams to ensure quality is embedded throughout the development process—improving user experience while reducing risk, rework, and post-release defects. We are seeking a highly motivated individual who thrives in a highly productive team centric environment.

This is a remote position with preference given to East Coast candidates.

Responsibilities:

• Analyze and understand business, product, infrastructure, and technical requirements to ensure comprehensive test coverage.
• Collaborate with cross-functional stakeholders to clarify requirements, identify risks, and ensure acceptance criteria are testable and automatable.
• Define testing strategies and approaches that align with DevOps and CI/CD practices.
• Identify testing scope, objectives, resources, timelines, and deliverables for automated and manual testing efforts.
• Design, develop, and maintain well-structured, reusable, and maintainable automated test cases and frameworks.
• Create and manage automated test scripts and test suites within Azure DevOps (ADO) or similar platforms.
• Execute and maintain automated and manual tests, including functional, regression, performance, usability, and security testing.
• Initiate and monitor automated test runs, analyze results, and validate test coverage for assigned scrum teams.
• Identify, document, prioritize, and track defects and inconsistencies, partnering closely with developers to troubleshoot issues and validate fixes.
• Develop a strong understanding of user story sizing, test planning, and test coverage within Agile and Scrum workflows.
• Maintain clear and detailed documentation of test plans, test cases, automation frameworks, and regression testing results.
• Prepare and communicate test results, regression reports, and quality metrics to technical and non-technical stakeholders.
• Actively contribute to the automation roadmap by identifying opportunities to increase automation coverage and improve testing efficiency.
• Recommend and implement process, tooling, and framework improvements to enhance the effectiveness, scalability, and reliability of the QA practice.
• Stay current with industry trends, tools, and best practices in test automation, quality engineering, and secure software development.

Qualifications:

• 4+ years of professional software quality assurance experience, including 2+ years in test automation
• Proficiency with test automation tools and frameworks (e.g., TestComplete, Playwright)
• Solid programming skills in Java, Python, or JavaScript
• Experience working with CI/CD tools such as GitHub, GitLab, or Azure DevOps
• Solid understanding of software testing fundamentals, automated testing strategies, quality engineering principles, and test design best practices
• Proven technical foundation including SQL, database concepts, APIs, web-based applications, and networking fundamentals
• Experience building, and maintaining automated test frameworks, tools, and reusable test components
• Strong analytical and problem-solving skills
• Bachelor’s degree in Computer Science or a related field
• Experience in large-scale or multi-platform environments is a plus
• Proficiency working in Agile/Scrum environments preferred

Bridgeway is seeking a Senior Data Engineer to design, develop, and maintain our data warehouse infrastructure. This role involves working closely with analysts, engineers, and other stakeholders to shape our data architecture, ensuring secure and efficient data pipelines, and enabling advanced analytics across the organization. The ideal candidate will have a strong background in data engineering, data warehousing, and ELT processes, along with a passion for optimizing data systems.

This is a remote position, with preference given to East Coast candidates.

Key Responsibilities:

• Design, develop, and maintain a scalable data warehouse/lakehouse environment.
• Design and implement ELT pipelines to ingest, transform, and deliver high-quality data for analytics and reporting, incorporating current best practices, such as “pipelines as code”.
• Ensure data security and compliance, including role-based access controls for security, encryption, masking, and governance best practices to ensure compliant handling of sensitive information.
• Optimize performance of data workflows and storage for cost efficiency and speed.
• Partner with engineers, analysts, and stakeholders to meet data needs; balance cost, performance, simplicity, and time-to-value while mentoring teams and documenting standards.
• Define and implement robust testing frameworks, enforce data contracts, and establish observability practices including lineage tracking, SLAs/SLOs, and incident response runbooks to maintain data integrity and trustworthiness.
• Monitor, troubleshoot, and resolve data & automation issues.
• Collaborate within an Agile-Scrum framework and develop comprehensive technical design documentation to ensure efficient and successful delivery.
• Serve as a trusted expert on organizational data domains, processes, and best practices.

Requirements:

• 5+ years of experience in data engineering and ELT with a focus on large-scale data platforms
• 3+ years of experience with Databricks
• Advanced proficiency in analytical SQL, including ANSI SQL, T-SQL, and Spark SQL
• Strong Python skills for data engineering
• Expertise in data modeling
• Hands-on experience with data quality and observability practices (tests, contracts, lineage tracking, alerts)
• Practical knowledge of orchestration tools and CI/CD concepts for data workflows
• Excellent communication and a track record of technical leadership and mentoring
• Strong understanding of integrating data solutions with AI and machine learning models
• Strong problem-solving skills and attention to detail.
• Experience with version control systems like Git preferred
• Strong understanding of data governance and best practices in data management, with hands-on experience using Unity Catalog
• Hands-on experience in designing and managing data pipelines using Delta Live Tables (DLT) on Databricks
• Streaming and ingestion tools, such as Kafka, Kinesis, Event Hubs, Debezium, or Fivetran
• DAX, LookML, dbt; Airflow/Dagster/Prefect, Terraform; Azure DevOps; Power BI/Looker/Tableau; GitHub CoPilot knowledge is a plus
• Bachelor’s degree in Computer Science, Information Technology, or a related field. Master’s degree preferred

We’re looking for a Senior Systems Analyst to lead complex data migration efforts for our customers. In this role, you’ll own the end-to-end migration lifecycle – working directly with customers to analyze, map, transform, and validate data as it moves from legacy systems into Bridgeway’s platform. 

This is a hands-on, customer-facing role for someone who is comfortable solving problems in real time and driving migrations to a successful go-live. 

Responsibilities: 

• Lead full-cycle data migrations across multiple customer projects (discovery → mapping → transformation → validation → go-live)
• Act as the primary technical contact for customers, guiding data strategy, surfacing risks, and managing expectations
• Collaborate with Business Analysts and other Professional Services teams to understand data requirements, provide data analyses to assist with the configuration of our software, and accurately map data to meet customer needs
• Analyze and validate large, complex datasets using advanced SQL
• Build and execute ETL/ELT processes (SSIS, Talend, Informatica, or similar)
• Develop data mapping logic, transformation rules, and validation strategies
• Identify and resolve data quality issues through profiling, cleansing, and root cause analysis
• Work across file formats (CSV, Excel) to support data exchange
• Plan and execute cutover activities, including go-live coordination and validation sign-off
• Partner with internal teams to troubleshoot issues and ensure accurate data delivery
• Mentor junior team members and contribute to improving migration processes and standards 

Requirements: 

• 5+ years of experience in data migration, warehousing, systems analysis, or ETL-focused roles
• Bachelor’s degree in Computer Science or a related field
• Advanced SQL or Python skills (complex queries, joins, performance tuning)
• Hands-on experience with ETL/ELT tools (SSIS preferred)
• Experience with scripting (Python or PowerShell) for automation
• Proven ability to manage multiple migrations at once without dropping the ball
• Strong customer-facing communication skills—you can explain technical issues without hiding behind jargon
• Use and understanding of data dictionaries, source to target mapping, and relational database concepts required
• High attention to detail and a problem-solving mindset
• Exposure to AI for data analysis, validation, or development a plus
• Databricks, Snowflake or similar a plus 

Bridgeway is an equal opportunity employer.