Manager, Software Engineering

Summary

Join Us at PlanSource: Your Exciting Career Awaits! At PlanSource, a leading cloud-based provider of benefits administration technology and services, we are on a mission to simplify how people choose, use, and manage benefits through cutting-edge, AI-powered experiences. This is an incredible time to launch your career with us!

The Manager, Software Engineering is responsible for leading and developing a team of software engineers while ensuring the delivery of high quality, scalable, and maintainable SaaS applications. This role balances people leadership, delivery accountability, and technical oversight to enable strong execution aligned with product and business goals.

Working closely with Product, Engineering, QA, and cross functional partners, the Manager, Software Engineering creates an environment where engineers can do their best work. The role sets clear expectations, supports career growth, removes delivery obstacles, and ensures teams apply modern development practices to improve quality, shorten feature development and bug fix cycle times, and strengthen reliability.

This role is ideal for an experienced engineering leader who enjoys developing people, guiding technical execution, and driving outcomes through strong teams rather than individual contribution.

The Engineering Manager has authority over team execution, staffing, coaching, delivery practices, and team-level process improvements within established company standards. Decisions affecting enterprise policy, shared platforms, security controls, organizational structure, or multiple teams require alignment with the appropriate senior engineering leader.

Key Responsibilities

People Leadership & Team Development

• Lead, coach, and develop a team of software engineers across levels, fostering engagement, accountability, and growth.
• Set clear performance expectations and provide regular feedback through one on ones, goal setting, and performance reviews.
• Support career development by partnering with engineers on growth plans, skill development, and progression.
• Hire, onboard, and retain high performing engineering talent.
• Foster a culture of inclusion, learning, continuous improvement, and engineering excellence.

Delivery Ownership & Execution

• Own delivery outcomes for the team, ensuring commitments are met with high quality and predictable execution.
• Partner with Product Managers to plan roadmaps, scope work, and prioritize initiatives based on business impact.
• Translate product and business goals into clear execution plans and team level objectives.
• Identify delivery risks, dependencies, and constraints; proactively remove blockers and escalate when needed.
• Ensure smooth releases and operational readiness in partnership with QA and Support teams.

Technical Oversight & Standards

• Remain accountable for technical quality and adherence to engineering standards, delegate detailed design decisions to senior and lead engineers, and escalate exceptions or cross-platform decisions through the established architecture process.
• Ensure engineering best practices are followed, including code quality, testing, documentation, and operational standards.
• Support sound architectural decisions in alignment with platform strategy and long term maintainability.
• Implement approved AI practices and workflow improvements within established engineering, security, and data-protection standards. Escalate changes affecting enterprise architecture, policy, or multiple teams.
• Partner with senior and lead engineers to reinforce consistent technical standards across teams.

Cross Functional Collaboration

• Work closely with Product, Design, QA, and other engineering teams to ensure alignment and effective execution.
• Coordinate with nearshore and offshore engineering teams and their leaders as needed to align delivery plans, dependencies, handoffs, and knowledge sharing across time zones.
• Communicate progress, risks, and tradeoffs clearly to stakeholders at multiple levels.
• Advocate for the team while balancing business priorities, technical health, and delivery commitments.

Continuous Improvement & Operational Excellence

• Drive team retrospectives and collaborate with senior engineering leaders to define and implement improvement initiatives focused on delivery, quality, and collaboration.
• Improve team-level workflows, tooling, and processes within established standards; partner with senior engineering leaders on changes affecting shared platforms, policies, or multiple teams.
• Drive responsible adoption of approved AI agents, reusable skills, and tools; build team proficiency, improve workflows, and measure effects on cycle time and quality while maintaining security, engineering standards, and human accountability.
• Own implementation within the manager’s team. For cross-team initiatives, coordinate dependencies and report progress while each participating manager remains accountable for their team’s commitments.
• Support operational health by monitoring incidents, post mortems, and follow up actions.
• Contribute to broader engineering initiatives, standards, and leadership discussions.

Success Indicators

• Engineering teams consistently deliver high quality software aligned with product and business goals.
• Engineers are engaged, growing, and clear on expectations and career paths.
• Delivery commitments are met with predictability and transparency.
• Codebases and systems remain healthy, maintainable, and well tested over time.
• Teams consistently adopt approved AI practices and reusable skills, producing measurable improvements in delivery cycle time and quality while maintaining security, engineering standards, clear ownership, and human accountability.
• Stakeholders report strong collaboration, communication, and trust in execution.

About You

Experience & Education

• Bachelor’s degree in a technical field or equivalent practical experience.
• Extensive experience in commercial software development within SaaS environments.
• Experience in benefits technology, payroll, or a related field strongly preferred.
• Prior experience leading or managing software engineers required.

Technical & Professional Skills

• Strong understanding of modern software development practices and SaaS architectures.
• Ability to guide technical discussions and decisions without being the primary coder.
• Experience supporting teams working with object oriented languages and multi tier architectures.
• Familiarity with Ruby on Rails and/or Java environments preferred.
• Working knowledge of cloud infrastructure (AWS preferred) and CI/CD practices.
• Strong communication, coaching, and stakeholder management skills.
• Ability to balance people leadership, delivery accountability, and technical oversight.
• Proven ability to mentor engineers and influence technical outcomes.
• Ability to coordinate and track initiative implementation across teams, manage dependencies, communicate adoption progress, and assess measurable impact on feature development and bug fix cycle times.
• Practical familiarity with AI assisted software development, including hands on utilization of AI agents, reusable AI skills, and tools; ability to guide adoption, reinforce usage expectations, and support the creation and implementation of new skills that improve delivery speed and quality.

What We Offer

At PlanSource, benefits are at the core of what we do, and we understand their impact on our employees and their families. That’s why we’ve designed our benefits program to support overall wellbeing across health, financial security, career growth, and work‑life balance.

• Comprehensive health coveragewith multiple medical plan options - all covering 100% of in-network preventive care.
• Employer‑funded Health Savings Account (HSA) - up to $1,000 annually for family coverage.
• Dental & Vision planswith 100% coverage for routine dental care and $250 vision frame allowance, plus employee-only vision premiums at $0.
• 401(k) with immediate vesting and a 50% company match up to 6% of contributions.
• Generous paid parental leave, adoption assistance, and fertility benefits.
• Flexible PTO, paid holidays, a strong culture of work‑life balance and Flex Fridays in the summer.
• Mental health &wellbeing support, including Employee Assistance Program (EAP), movement and wellness resources.
• Rewards and recognition programs that celebrate employees through peer recognition, awards, and quarterly recognition initiatives.

Top 5 Reasons to join PlanSource

#5: Be part of what’s next in benefits technology Join a company redefining how benefits work. Backed by Vista Equity Partners, PlanSource is continuously investing in innovation, bringing together AI, automation, and human insight to simplify complex processes and deliver real outcomes. This is your opportunity to build the future of benefits at scale.

#4: Make an impact with technology our customers trust Our platform powers some of the most complex benefits programs in the market, and our customers rely on us to get it right. From a unified benefits ecosystem to AI-driven decision support, everything we build is designed to deliver clarity, confidence, and measurable impact for the people who use it every day.

#3: Be recognized, supported, and set up to thrive We believe great work deserves recognition and real support. From meaningful rewards and recognition programs to a comprehensive approach to employee support, we invest in helping our people perform at their best and feel valued along the way. Recognized as a top workplace, PlanSource has earned multiple Great Place to Work certifications and numerous awards, including Best Company for Culture, Work-Life Balance, and Compensation, reinforcing our commitment to an exceptional employee experience.

#2: Grow your career with intention At PlanSource, career growth doesn’t happen by accident. With a strong track record of internal mobility, structured development paths, and opportunities to take on new challenges, you’ll have the support and flexibility to build a career that evolves with you.

#1: Be part of a culture built on connection and impact Our culture is rooted in connection, inclusion, and shared success. Guided by our S.O.U.R.C.E. values, we lead with service by putting others first, approach challenges with optimism, and act with urgency to drive meaningful outcomes. We hold ourselves accountable through reliability, continuously grow through curiosity, and operate with efficiency to maximize the impact of our work. Here, diverse perspectives are valued and they directly shape how we collaborate, innovate, and deliver an exceptional experience for our customers.

NOTE: We will consider a remote employee for approved cities PlanSource can accommodate.

If you’re selected, you’ll receive your offer and be asked to complete a background check. This will include a drug screen, criminal record search and verification of previous employment and/or education.

Recruiting Scams: Unfortunately, scams targeting job seekers are common. To protect our candidates, we want to remind you that authorized representatives of PlanSource will only contact you from an email address ending in @plansource.com. PlanSource will never ask for personally identifiable information such as Date of Birth (DOB), Social Security Number (SSN), banking/direct/tax details, etc. via email or any other non-secure system, nor will we instruct you to make any purchases related to your employment. If you believe you’ve encountered a recruiting scam, report it to the Federal Trade Commission and your state’s Attorney General.

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