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.

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.

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.