TAXWELL

Compensation

Full Description

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 TaxAct®. 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. We’re looking for a Director of Software Engineering to lead two critical teams at the heart of Taxwell’s business: our flagship Desktop platform and our growing Practice Management suite (DrakePay, Portals, and related web tools). Together these groups represent both the systems that power our business today and the platforms that will carry us into the future. You’ll oversee ~15 engineers, including two managers, and will be responsible for ensuring high-quality delivery, strong engineering practices, and steady growth of the team. This is a high-impact leadership position with room to expand scope over time—ideal for someone who can balance legacy systems with new technology, drive modernization, and build a healthy engineering culture. Responsibilities: Team & People Leadership Lead and support two engineering managers and their teams (~15 engineers). Assess, develop, and strengthen the team—creating growth opportunities for high performers while addressing gaps in accountability and execution. Mentor managers and senior ICs to help them grow in leadership, ownership, and technical depth. Foster a culture of clarity, accountability, and inclusion, grounded in technical excellence. Technical & Product Strategy Provide trusted technical leadership across both legacy desktop systems (PowerBasic, .NET) and modern web platforms (Angular, .NET). Partner with Product, Design, and business leaders to define roadmaps for both existing revenue-critical systems and emerging SaaS offerings. Guide architectural decisions that balance modernization with reliability. Encourage thoughtful adoption of AI-powered tools where they improve developer productivity, quality, or confidence. Execution & Delivery Own the delivery of high-impact features and platform improvements with predictable execution and high quality. Establish and improve practices around planning, estimation, testing, deployment, and monitoring. Proactively identify and resolve risks, bottlenecks, and technical debt. Drive continuous improvement and establish clear visibility into engineering health. Cross-Functional Influence Act as a senior partner to executive leadership by bringing engineering perspective into strategic decisions. Collaborate across engineering teams to promote alignment, shared standards, and platform consistency. Contribute to broader organizational initiatives around platform modernization, developer productivity, and scaling team structures. Qualifications: Experience 12+ years in software engineering, including 8+ years in engineering leadership with 3+ years managing managers. Proven success leading engineering teams that deliver B2B or SaaS products. Experience managing across both legacy systems and modern platforms. Track record of scaling teams and platforms in high-growth or mid-sized environments. Technical Acumen Strong technical background in .NET and C#. Experience with legacy desktop systems (e.g., PowerBasic) and willingness to engage deeply in them. Familiarity with modern web frameworks (e.g., Angular, .NET). Strong understanding of architecture, enterprise integrations, and SaaS operations. Skilled in CI/CD, automated testing, observability, and secure development practices. Leadership & Communication Strong people leader with the ability to coach, mentor, and grow managers and ICs. Clear, compelling communicator who can bridge technical and business perspectives. Strategic thinker with the judgment to balance long-term vision with near-term delivery. Bonus Points Experience in tax, fintech, or other highly regulated industries. Background in modernizing legacy systems or leading technical Transformation. Passion for improving developer experience and engineering culture. Experience with cloud-native development (AWS or Azure). At Taxwell, we believe our work benefits from the diverse perspectives of our employees. As such, Taxwell welcomes and celebrates diversity and inclusion and is committed to equal opportunity employment. At Taxwell, you can expect a supportive, open, and inclusive atmosphere and a team that values your contributions. Taxwell is committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants without regard to race, color, religion, sex, national origin, age, disability, marital status, sexual orientation, gender identity, veteran status, and any other status protected under applicable law. Taxwell considers information gathered in the hiring process, including information on this application, confidential, and only shares it on a need-to-know basis or as required by law. If you need assistance or accommodation due to a disability, you may contact us at HR@Taxwell.com or by calling 828-349-5703 extension 6049 to speak with a member of the HR Talent Acquisition team. Taxwell is the leading digital tax filing platform formed from the combination of Drake Software® and TaxAct®. These two longstanding organizations offer customers do-it-yourself digital and downloadable products that are easy-to-use, best-in-class technology, and provide unparalleled customer support. Taxwell brands are the trusted solution to make taxes easy for the most complex users. TaxAct offers income tax preparation software directly to consumers and tax professionals. The process of filing taxes is highly personal and can be extremely complex. At TaxAct we aim to help every customer accurately file their taxes while simultaneously identifying opportunities to improve their financial situation. Since 2000, TaxAct has helped file over 90 million returns through TaxAct consumer and professional software. We believe that everyone should be empowered to do their own taxes, have the proper resources to claim the money they deserve and receive support to make informative financial decisions. Drake Software has a long history providing top-tier professional tax preparation software. Since 1977, Drake has provided services to over 70,000 tax professionals nationwide that have filed over 40 million tax returns each year. Drake Software’s comprehensive products provide the tools and support tax professionals need to build their businesses. Drake products are designed to assist our customers efficiently prepare and e-file individual and business returns, so they can focus on serving their clients. https://bit.ly/taxwellapplicantprivacynotice