Software Engineering Manager

VeracrossWakefield, MA
Remote

About The Position

We are seeking an Engineering Manager / Technical Lead to oversee a new FinTech engineering team and guide the evolution of a mission-critical product suite used by private K-12 schools across the world. This is a strategic, high-impact leadership role responsible for shaping the team’s culture, driving architectural and technical direction, and ensuring the successful delivery of a product suite that helps schools promote equity, affordability, and access for families from diverse economic backgrounds. In this role, you will lead a team of full-stack engineers working across Ruby, Ruby on Rails, SQL, Javascript, and modern AI-assisted development workflows. You will balance people leadership with hands-on technical direction—setting standards, mentoring engineers, and partnering closely with product, design, and cross-functional stakeholders to deliver a cohesive, scalable, next-generation experience.

Requirements

  • Strong technical background in Ruby, Ruby on Rails, SQL, JavaScript/TypeScript, and Vue.js, with the ability to guide engineers across the full stack.
  • Proven experience leading engineering teams—either as an Engineering Manager, Tech Lead, Staff Engineer, or similar leadership role.
  • Experience managing cross-functional technical programs, coordinating with product, design, data, and other engineering groups.
  • Ability to drive technical strategy, long-term architectural planning, and roadmap alignment across multiple product areas.
  • Ability to evaluate and design scalable architectures, troubleshoot complex systems, and guide teams through technical tradeoffs.
  • Experience using AI coding tools (GitHub Copilot, Cursor, Codeium, or custom agents) and a passion for integrating AI into engineering workflows.
  • Comfort with prompt engineering and guiding AI toward high-quality code generation, testing, and refactoring.
  • Strong communication skills, with the ability to articulate technical concepts to engineers, product partners, and leadership.
  • Excellent organizational and planning abilities, including roadmap development, sprint planning, and cross-team coordination.
  • Ability to lead effectively in a remote, mostly asynchronous environment.
  • Flexibility, adaptability, and a team-first leadership mindset.
  • 7+ years of professional engineering experience, including experience in technical leadership or people management.
  • Experience with relational databases, SQL optimization, and data modeling.
  • Proficiency with Git/GitHub and modern source control workflows
  • Authorized to work in the United States

Nice To Haves

  • Experience leading modernization initiatives, including guiding teams through incremental migration from legacy systems to modern architectures.
  • A track record of building high-performing engineering teams, including hiring, coaching, and developing engineers at multiple levels.
  • Experience establishing or improving engineering processes, such as code review standards, CI/CD pipelines, incident response, or documentation practices.
  • Familiarity with vendor and partner management, especially when integrating with third-party systems or external technical teams.
  • Experience managing distributed or remote engineering teams, including asynchronous communication practices and team health management.
  • Background in FinTech, banking, or financial aid–related domains, with an understanding of regulatory, compliance, or data-sensitivity considerations.
  • Ability to influence organizational direction through data-driven decision-making, technical risk assessment, and clear communication with senior leadership.

Responsibilities

  • Lead, mentor, and grow the engineering team, fostering a culture of collaboration, accountability, and technical excellence.
  • Own the technical roadmap for the assigned product suite, aligning engineering strategy with product vision and long-term business goals.
  • Drive modernization efforts, guiding the team as we evolve legacy systems into scalable, maintainable, next-generation architectures.
  • Provide technical oversight across the stack, ensuring high-quality design decisions, consistent patterns, and strong engineering fundamentals.
  • Champion AI-assisted development, helping the team adopt agentic tools for code generation, refactoring, testing, and workflow automation.
  • Partner closely with product and design, translating requirements into actionable engineering plans and ensuring smooth, iterative delivery.
  • Coordinate cross-team integrations with our Student Information System, Admissions, Fundraising, and other platform areas.
  • Improve engineering processes, including CI/CD, code review practices, documentation standards, and developer experience.
  • Guide technical discovery and risk assessment, ensuring the team makes informed decisions and delivers predictable outcomes.
  • Represent the engineering team in planning, prioritization, and cross-functional leadership discussions.
  • Support integrations with third-party systems commonly used by private K-12 schools.

Benefits

  • 3 weeks of vacation per year
  • 14 paid holidays per year (including the week off between Christmas and New Year's Eve)
  • 56 Hours of paid sick leave annually
  • Top tier benefits - Medical, Dental & Vision (Blue Cross Blue Shield & EyeMed)
  • Veracross LLC Fidelity 401(k) Plan - Managed by Sentinel Benefits
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