Senior Tax Attorney

Tax Law & Automation (TLA) has an open position for an attorney with at least 5 years of tax law experience who is ready to take ownership of complex client matters and expand their expertise across the full spectrum of tax practice. This role requires 1,800 billable hours per year.

Unlike firms that focus exclusively on compliance, controversy, or a narrow specialty, TLA serves as outside tax counsel to business owners and small and middle-market companies throughout the United States. Our work spans M&A tax counsel, entity structuring and restructuring, transaction planning, selective tax remediation services, tax studies and opinion letters, and general tax advisory.

This is a special opportunity to work directly alongside the Managing Partner, helping clients and business owners navigate sophisticated tax issues while rapidly developing practical, real-world judgment. The right candidate will receive meaningful client exposure, substantial responsibility, and close access to senior-level strategy and mentorship.

If you're looking for a role where you can become a more complete tax attorney in a modern, technology-enabled law firm, this may be the right fit.

What Makes This Role Different

• Accelerated Learning: You will work directly with the Managing Partner on complex matters involving M&A transactions, entity restructuring, tax planning, tax controversy, and strategic advisory work. The variety of matters and close collaboration create an environment where a motivated attorney can sharpen technical skills and practical judgment quickly.

• True Transactional Tax Experience: You will regularly work on transaction structuring, reorganizations, acquisition planning, contract review, tax planning, and financial analysis.

• Sophisticated Work for Real Businesses: TLA provides institutional-grade tax analysis to middle-market clients, working closely with the business owners and stakeholders. Clients turn to us when transactions become complicated, structures need to be optimized, or tax risks require strategic attention.

Advise on Complex Tax Matters

• Serve as tax counsel on mergers, acquisitions, restructurings, reorganizations, and other business transactions

• Analyze and design entity structures for business owners and closely held companies

• Draft and review transactional documents with a focus on tax consequences and risk allocation

• Prepare tax memoranda, legal analyses, tax studies, and opinion letters involving complex tax issues

• Advise clients regarding federal, state, and local tax implications of proposed transactions

• Collaborate with CPAs, financial advisors, valuation professionals, corporate counsel, and other specialists

Own High-Level Client Matters

• Work directly with business owners, executives, and their advisory teams

• Lead client meetings and provide practical guidance on complex tax issues

• Manage matters from initial analysis through implementation or resolution

• Develop strategic solutions tailored to each client’s business objectives

• Balance technical tax analysis with clear, actionable advice

Required

• Juris Doctor (J.D.) degree from an accredited law school

• Licensed and in good standing with at least one State Bar

• Minimum of 5 years of tax law experience

• Meaningful experience advising clients on transactional tax matters

• Experience with one or more of the following: M&A transactions, entity structuring and restructuring, partnership taxation, corporate taxation, tax planning, or tax controversy

Strongly Preferred

• Experience drafting tax memoranda, tax studies, or opinion letters

• Experience drafting, reviewing, or negotiating transaction documents

• LL.M. in Taxation

The Attributes That Matter

• Commercially minded - you understand that tax advice must support business objectives

• Detail-oriented - you identify risks and opportunities that others may miss

• Intellectually curious - you enjoy solving difficult tax problems and mastering new issues

• Strong communicator - you can explain sophisticated concepts clearly in writing and conversation

• Self-directed - you thrive with ownership, accountability, and deadlines

• Collaborative - you work effectively with clients, accountants, attorneys, and other advisors

• Technology-forward - you embrace innovation, automation, and process improvement