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Tax Director

Remote (USA)
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CPA highly preferred / required
Big 4 highly preferred / required

At Side, we believe everyone should own their path.

Side is the only real estate brokerage platform exclusively for the nation’s best agents. Based on its belief that homeownership is a fundamental human right, we provide top-performing real estate agents, teams, and independent brokerages with the best system, support, and service, in order to elevate the experience and results of buyers and sellers.

Led by experienced industry professionals and world-class engineers who develop technology designed to improve agent productivity and enhance the client experience, Side is backed by over $200M in funding from top-tier venture capital firms including Coatue Management, Sapphire Ventures, Trinity Ventures, Matrix Partners, MetaProp, and other real estate investors. Headquartered in San Francisco, Side currently has operations in California, Texas, and Florida, with plans to expand nationwide

At Side, you’ll have the opportunity to collaborate and innovate your way to success. Becoming an inSider means that you’ll be empowering business leaders to become business owners, all while forging your own path with like-minded entrepreneurs. Join us at Side and own your career, your impact, and your life!


The Tax Director will be the first Tax hire in the Finance and Accounting organization. The Tax Director will serve as a leading thought partner as Side strategizes domestic expansion and scaling efforts. The Tax Director will be responsible for leading tax risk assessment and planning, compliance, and accounting for all areas of tax, including but not limited to income, SALT, SUT, credits and incentives, and business taxes. This role will report to the Head of Legal and will work closely with Accounting, Broker Operations, HR, Legal, Business Development, and other senior partners as needed.


  • Quantify and advise on tax considerations for entering in new domestic jurisdictions. Act as a key participant in assessing nexus and evaluating income/non-income tax issues, risks and opportunities, including legal entity creation, registrations and filings, and tax impact of growing service offerings. Develop a plan to address the requirements, implement solutions, and monitor the ongoing process.
  • Lead tax compliance and provision processes; lead third party advisors and external auditors for all tax engagements; lead all aspects of tax audits and coordination with taxing authorities
  • Design and implement internal controls and documentation in accordance with Sarbanes-Oxley to ensure compliance with tax laws and the timely filing and payment of tax returns.
  • Engage with leadership to align tax strategy with the business objectives and priorities. Communicate complex tax issues and solutions in a clear and concise manner.
  • Monitor legislative and regulatory tax law developments, communicate the impact to internal business partners, and implement the changes as applicable
  • Support the Accounting team with close procedures, including the preparation of tax journal entries and reconciliations. Evaluate Accounting infrastructure for possible tax tool implementations and system upgrades.
  • Assist on special tasks and projects as needed, including but not limited to the treatment of equity compensation, fringe benefits, and M&A activity.


  • BS/BA in Accounting with strong knowledge of technical tax and GAAP required
  • Masters or LLM in tax and/or CPA license required
  • 10+ years in tax required. Big 4 tax experience, plus enterprise SaaS public company or Real Estate Brokerage experience preferred
  • SALT and SUT experience preferred
  • Proficiency using Workday or experience implementing tax compliance and provision software is a plus


  • Competitive salary
  • Stock options
  • Best-in-class benefits, including 100% healthcare coverage (medical, vision and dental)
  • Flexible PTO
  • Learning and development credit
  • Pet friendly environment

Side is dedicated to working with the highest skilled people from the most inclusive talent pool feasible. We maintain that diversity in all aspects leads to positive change, solutions and innovation for our customers and career fulfillment for our employees. All qualified individuals are encouraged to apply!

Side uses the E-Verify employment verification program.

Our stewardship of the data of many of our customers means that a background and DRE license check is required to join Side. We will, nonetheless, consider qualified applicants with arrest and conviction records in accord with applicable law, including the San Francisco Fair Chance Ordinance.

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