From Clicks to Cash: How the Internet Changed Sales Tax Forever
About this episode
The episode discusses how the transition from physical to online sales has transformed sales tax regulations and practices.
In this episode of the SALTovation Podcast, Meredith Smith and Judy Vorndran join Stephanie Lipinski Galland, Principal at Miles & Stockbridge, for a lively conversation about how the shift from a "bricks" to a "clicks" world has reshaped sales tax. A 10th-generation Virginian, Stephanie highlights her time at the Virginia Department of Taxation and at the Gap, where she helped navigate one of the earliest decisions in online retail: whether to collect sales tax at the point of an internet sale, which turned online tax collection into a business problem, not just a tax one. The discussion moves from the complexities of state and local tax to the practical realities of M&A, where deals close on Monday and the request for a state clearance letter lands on Friday. Stephanie explains why an indemnification paragraph may be worth little without documentation, why lowering the purchase price can be more practical than holding funds in escrow for years, and why summaries rarely satisfy a burden of proof when an audit finally arrives. Key Takeaways: ● State and local tax can behave like a puzzle without pre-described pieces. Outside of a few states, broad statutes and fewer…
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