Manager, Software Engineering

Taxwell helps everyday Americans get every tax advantage they deserve by finding credits and deductions they never even knew existed. Our tax preparation software offers easy guidance and ensures your maximum tax refund. We strive to build a team of like-minded experts in both tax and technology who align with our brand purpose, are advocates for our customers and have a fresh, non-traditional approach to the tax industry.

Taxwell is a leading digital tax filing platform formed in 2022 from the combination of Drake Software® and Tax Act®. These two longstanding organizations offer customers professional and do-it-yourself digital and downloadable products that are easy-to-use, best-in-class technology, and provide unparalleled customer support. Taxwell brands are a trusted solution for all users including those with complex tax returns. We strive to attract and retain candidates who exemplify our values: performance, perseverance, progress and partnership.

Taxwell is an organization of forward thinkers looking to add industry experts to our growing team.

Tax Well is hiring a Software Engineering Manager for the Data Import team. This team builds the systems that help Tax Act, Drake Software, and Taxwell users import tax documents and related financial data into the tax-preparation experience — document upload, OCR and extraction workflows, document classification, import state tracking, partner and financial-institution integrations, and the operational diagnostics that keep production import pipelines healthy.

This is a player-coach leadership role on a cloud-backed, event-driven platform. You will lead and develop a team of software engineers (employees and contractors) building business-critical services in modern C#/.NET on AWS, own the team's delivery outcomes, and be technical enough to earn credibility in architecture, code review, and production debugging.

• Lead, coach, and grow a team of software engineers: hiring, onboarding, performance, professional development, and career growth.
• Own the team's delivery: planning, prioritization, work assignments, resource planning, commitments to Product, and follow-through to production.
• Own onboarding speed and engineer productivity as explicit outcomes.
• You build the scaffolding that makes fast ramp normal — not the exception: scoped first tasks sized for early merges, review and pairing support, progressive exposure to production debugging, and the judgment to notice and act when a new engineer isn't ramping.
• Provide technical direction across services and systems: guide design and architecture for document-processing pipelines (ingestion, OCR, classification, extraction, state, delivery), balancing product velocity against security, compliance, and reliability requirements.
• Run and continuously improve the team's engineering practices: CI/CD and release management on a frequent release cadence, automated testing (unit, integration, end-to-end), observability, production incident response, and blameless post-incident learning.
• Support adoption of AI-assisted and agentic engineering tools across the team, with clear standards for reviewing AI-generated output for correctness, security, and maintainability. The engineer remains accountable for all output.
• Coordinate with platform and security teams when centrally-driven infrastructure, hardening, or compliance work lands on the team's services, so it strengthens the product rather than crowding it out.
• Troubleshoot complex, cross-service production issues alongside your engineers: application code, queues, object storage, state records, configuration, logs, and external dependencies.
• Communicate clearly and honestly with Product and business stakeholders:…